The Perfect New England Fall Roadtrip Itinerary 8 Days

Looking to plan the perfect New England Road Trip for fall? Well, I have you covered! We recently embarked on an 8-day New England journey last fall, and to say this was a bucket list trip for us would be an understatement. As someone who bases their entire personality around loving fall, I have dreamed of this day for a long time. I spent countless hours researching the best places to visit, charming restaurants and cafes, and the best places to stay. We’re sharing in all in this Ultimate Fall in New England guide!

From the fiery red maples of Vermont to the golden birch trees lining Maine’s coastal highways, every turn of this road trip felt like stepping into a postcard. Whether you’re craving crisp autumn air, scenic hikes, cozy small towns, or the best cider donuts of your life, this itinerary has something for every fall enthusiast. Get ready for breathtaking scenic drives, historic covered bridges, and all the pumpkin spice vibes you could ask for because nobody does fall better than New England!

This guide is structured to start with a flight into Maine and end with a departure from Boston, allowing you to follow the natural progression of peak fall foliage from north to south. Since the vibrant colors begin in the northernmost regions first, this route ensures you experience the best of autumn along the way. Plus, while visiting Bar Harbor requires extra drive time, I can confidently say it’s worth it. There’s no better place to kick off a fall road trip than amidst Acadia National Park’s stunning coastal landscapes.

Best Time to Visit New England for Peak Foliage

Knowing the best time to visit New England for a fall road trip is crucial. However, predicting peak color can be tricky since it varies each year. Generally, the leaves begin changing first in the northernmost areas, which is why we started our trip in Maine, arriving on September 30th. While we saw some autumn hues, Maine hadn’t quite reached peak foliage in early October.

However, we were met with stunning peak colors as we traveled into New Hampshire and Vermont during the first week of October 2024. To maximize your chances of catching the best foliage, plan your trip within the first two weeks of October, adjusting slightly based on annual forecasts. Here is a website with a peak foliage map that updates daily. I found it to be most helpful when planning our trip!

Things to Know Before Visiting New England

Planning a fall trip to New England is exciting, but there are a few things to keep in mind to make the most of your experience. First, the fall foliage season is one of the busiest times of the year, so be sure to book accommodations well in advance. Charming inns and boutique hotels fill up fast!

Weather can also be unpredictable; while crisp, sunny days are common, chilly mornings and occasional rain showers mean packing layers is essential. Expect heavier traffic, especially on scenic routes like the Kancamagus Highway, and plan for early starts to beat the crowds.

Additionally, many small towns and local businesses embrace the season with festivals, pumpkin patches, and apple cider stands, so check local event calendars for unique fall experiences. Lastly, cell service can be spotty in rural areas, so download maps and itineraries ahead of time to avoid any navigation hiccups. With a little preparation, your New England fall adventure will be nothing short of magical!

Fall in New England Road Trip Breakdown

• Day 1: Fly into Portland, Maine
• Day 2: Acadia National Park
• Third Day: Drive to the White Mountains, New Hampshire via Kancamagus Highway
• Day 4: Exploring New Hampshire
• Day 5: Drive to Vermont
• Sixth Day: Explore Stowe
• Day 7: Drive to Boston
• Last Day: Explore Boston + depart

While all opinions and recommendations are always my own, my content on this blog post may contain affiliate links for hotels I’ve traveled to, tours I’ve completed, and products I recommend. This means I get a small commission (at no additional cost to you) if you book a stay or purchase a product after clicking one of these links. As always, I am so thankful for your support to continue offering free resources.

Day 1-2: Acadia National Park, Maine

Portland Arrival + Drive

Kickstarting this journey in Portland, Maine. A charming coastal city known for its historic lighthouses and vibrant food scene. Before hitting the road, make your first stop at the Portland Head Lighthouse, one of the most iconic and picturesque lighthouses in New England. Take in the breathtaking ocean views, snap some photos, and breathe in the crisp autumn air. It costs a small fee to park here, and you can plan on spending about an hour exploring the park. From there, embark on a scenic three-hour drive to Bar Harbor, soaking in the stunning fall foliage along the way.

Midway through your journey, stop in Camden, a postcard-perfect seaside town, for a leisurely lunch. We made a stop at Camden Deli and enjoyed delicious sandwiches to go and walked down the way, found a bench on the water, and thoroughly enjoyed people watching. They also have tons of restaurants if you’re looking to enjoy fresh seafood.

Exploring Bar Harbor + Cadillac Mountain

From Camden, it’s about an hour and a half to Bar Harbor. Once you arrive in Bar Harbor, check into your accommodations and take a stroll through the charming downtown, where you’ll find quaint shops, cozy cafés, and stunning coastal views. I especially loved Sherman’s Book & Stationery, which is the oldest bookstore in the entire state of Maine, in business since 1886.

As the day winds down, head to Cadillac Mountain for an unforgettable sunset. This iconic peak in Acadia National Park is the first place in the U.S. to see the sunrise. Because of this, many tourists opt to see the sunrise here, and you need to book your reservation in advance. But since we like to sleep in a bit, we witnessed Cadillac Mountain for sunset, and I’m here to say it’s just as breathtaking. Reservations cost $6 per vehicle, and you can check out their reservation site here.

For dinner, indulge in Maine’s famous seafood, whether it’s a buttery lobster roll or a plate of freshly caught scallops from Bar Harbor Lobster Pound. This outdoor eatery has fun lawn games, delicious seafood, and incredible vibes. There’s no better way to end your first day in New England.

Day 2: Exploring Acadia National Park

Start your day with a breathtaking sunrise at Sand Beach, where the purple hues reflect off the rugged cliffs and crashing waves, creating a truly magical scene. We had the beach to ourselves it was such a serene moment. After soaking in the views, embark on a scenic drive along Park Loop Road, one of the most picturesque routes in Acadia National Park. Along the way, stop at Thunder Hole, a natural rock formation where waves dramatically crash against the shore, creating an unforgettable roar.

For breakfast, head to the Jordan Pond House, a historic restaurant known for its famous popovers and stunning views of Jordan Pond and the Bubbles mountains. After fueling up, it’s time for an outdoor adventure. Choose between hiking the Beehive Trail, an exhilarating climb with iron rungs and sweeping coastal views, or the Ocean Path Trail, a more relaxed but equally scenic route along the rocky shoreline. Finally, Jesup Path is another great hike for those wanting an easy trail. Enjoy a small wooden path surrounded by beautiful fall foliage.

Bass Harbor Head Lighthouse

In the afternoon, make your way to Bass Harbor Head Lighthouse, one of Maine’s most iconic lighthouses. On the way, stop in town for another Lobster Roll. Rodick’s is on the way to Bass Harbor, and we enjoyed our lobster roll.

As you continue to Bass Harbor Head Lighthouse, be aware that parking is limited. Plan to wait or visit early or later in the day. Once there, you can enjoy the lighthouse from two spots. The first is right near the parking lot, where a small lawn offers a close-up view. For the iconic shot with rocky surroundings, take the wooden staircase to the left of the lot. You’ll need to scramble over rocks for the best viewpoint. I didn’t find it challenging, but difficulty depends on your activity level. This is a must-visit, especially in fall, when the trees burst with color.

On your way back to Bar Harbor, you can quickly stop by the charming Somesville Bridge. It’s a tranquil spot with a small parking lot. As the day winds down, return to Bar Harbor for a relaxing evening, either sample craft brews at a local brewery or set sail on a sunset boat tour, where you might even spot seals or porpoises gliding through the harbor. Finally, there are more recommendations on activities below.

Acadia National Park / Bar Harbor, Maine

• Breakfast: Café This Way (amazing blueberry pancakes)
  • Side Street Cafe
  • Choco-Latte Cafe
  • Jordan’s Restaurant
• Lunch: Side Street Café (lobster mac & cheese)
  • Lobster Pound
  • Rodick’s Lobster Shack
• Dinner: The Travelin’ Lobster (fresh lobster rolls, casual spot)
  • The Salt Market
  • The Happy Clam Shack
• Dessert: Mount Desert Island Ice Cream (unique seasonal flavors like pumpkin spice)

Where to Stay in Bar Harbor

Clefstone Inn (Historic Charm): For a classic Bar Harbor stay, Clefstone Inn is a top choice. This historic bed-and-breakfast offers elegant rooms with antique furnishings, a cozy atmosphere, and a delicious homemade breakfast. Located near Acadia National Park, it’s perfect for those who want a charming retreat with easy access to outdoor adventures. Book your stay here!

Chiltern Inn (Historic Charm): The Chiltern Inn is a fantastic option if you’re looking for a more upscale experience. A stone’s throw from Frenchman Bay, this inn features cozy rooms, a sauna, and a stunning indoor pool. Its central location makes exploring Bar Harbor’s shops, restaurants, and scenic waterfront easy. Book your stay here!

Day 3-4: White Mountains, New Hampshire

Drive to the White Mountains & Scenic Stops

Our third day kicks off with a bit of a road trip, so our best advice is to start early. The drive from Bar Harbor to the White Mountains takes about four hours. A great place to stop and break up the trip is North Conway. We had our sights set on some grilled cheese spots (Cheese Louise – sadly, they were closed the day we visited), but we stumbled upon Wicked Fresh Craft Burgers, which turned out to be a gem that earned our stamp of approval.

Once you arrive in North Conway, you’ve got a couple of options. If you’re up for a scenic and nostalgic adventure, consider booking a ride on the Conway Scenic Railroad. It’s an epic railway experience with breathtaking fall foliage views and charming vintage vibes as you journey through the White Mountains. They have many different classes you can book, but the most popular is the Mountaineer Dome Class. Tickets will run you close to $200 for the trip. Finally, most journeys are round-trip and last 4-5.5 hours, so plan accordingly.

If you’re short on time or prefer a self-guided option, continue to explore the Kancamagus Highway (we go into more detail on the Day 4 itinerary below). That’s the route we chose, and we were able to hit the major highlights in one drive. Since we tackled it later in the afternoon, the parking lots and trails were pleasantly uncrowded, which made for a peaceful experience.

Evening in Bethlehem + Check in to Lumen Nature Retreat

After your railway adventure or scenic drive along the Kancamagus Highway, make a stop in the quaint town of Bethlehem. We had dinner at Rek-Lis Brewing and loved their cozy comfort food, bonus points for the live music they host on select evenings. If you’re in the mood for a charming photo op, be sure to swing by St. Matthew’s Chapel beforehand. This picturesque little chapel is nestled among beautiful maple trees, making it the perfect spot for a quintessential New England snapshot.

To end the day, check into Lumen Nature Retreat, a serene, off-the-grid getaway tucked into the forest alongside a tranquil river and lake. We stayed in one of the Hygge Cabins and loved disconnecting here. While the cabins don’t have private bathrooms, the shared facilities (about a five-minute walk from our spot) were super clean and comfortable. They also sell materials to help you have a cozy fire, either outdoors or inside your cabin. Finally, they have two saunas on the property that you can take advantage of and book a private time slot in advance. Book your stay here!

Day 4: Exploring Franconia Notch & Kancamagus Highway

Starting our 4th day by exploring Franconia Notch State Park, an absolute haven for fall lovers. With its charming covered bridges, sweeping mountain views, and some of the most vibrant foliage we’ve ever seen, it’s the perfect place to soak in New England’s autumn magic. One of the park’s top highlights is hiking through Flume Gorge—a stunning natural chasm that stretches 800 feet at the base of Mount Liberty. Towering granite walls, cascading waterfalls, and scenic wooden boardwalks make it one of the most picturesque hikes in all of New Hampshire, especially during peak fall color.

We spent about two hours exploring everything the park has to offer. To reach the iconic red covered bridge, it’s a short downhill walk from the visitor center. From there, you’ll continue into the gorge, where boardwalks guide you through the dramatic landscape. Just a heads up—you’ll need to reserve a time slot in advance to visit. We recommend booking the earliest one available (9 AM) to beat the crowds. Admission is $18 per person.

Kancamagus Highway Overlooks

Next up: the Kancamagus Highway, widely considered the best fall foliage drive in the entire country. This scenic byway stretches 34 miles and takes about an hour to drive straight through, but trust us, you’ll want to stop constantly. The views are nothing short of legendary, especially in peak fall.

If you’re starting from Franconia Notch State Park, your first major stop will be Hancock Overlook. Along the way, we stopped at four stunning overlooks:

• Sugar Hill Overlook
• CL Graham Wangan Overlook
• Pemigewasset Overlook
• Hancock Overlook

Each offered its unique view of the foliage-covered mountains, but if you’re short on time, we recommend choosing just two. Our top picks? CL Graham Wangan and Hancock Overlook, they truly delivered those iconic fall vistas. Finally, we visited all four for the plot (naturally), and every stop was worth it in its own way.

Pro tip: If you’re a drone enthusiast, Hancock Overlook is the spot to hit. The road curves dramatically here, creating that iconic, winding ribbon effect from above perfect for capturing jaw-dropping aerial shots.

Stops Along the Kancamagus Highway

Several other must-see stops along the Kancamagus Highway are perfect for soaking in the fall colors. Sabbaday Falls is a short, easy hike that leads to a beautiful multi-tiered waterfall framed by autumn leaves. It’s one of the most popular and photogenic spots on the route. Next, stop at the Albany Covered Bridge (note: there’s a $5 parking fee), a charming wooden bridge that offers a classic New England backdrop surrounded by vibrant foliage. Rocky Gorge is another stunning spot, featuring a dramatic river gorge and a picturesque footbridge—ideal for photos and a peaceful nature walk.

Plan to spend about 30–45 minutes at each of these stops to fully take in the scenery. And a quick tip: comfortable shoes are a must on Day 4 as you’ll be getting your steps in. We highly recommend the New Balance 9060s; I’ve walked over 30,000 steps a day in them throughout Europe with zero issues.

Sunset Hike, Artists Bluff

It may seem easy, but hiking Artists Bluff is not for the faint of heart. While it turned out to be the most breathtaking view I experienced on the entire trip, the thought of doing it again still gives me a little anxiety! That said, the view from the top is absolutely worth the climb.

The trail is all uphill on the way to the bluff, and my top tip is to take the clockwise route from the parking lot. So you’ll want to head in the direction of Bald Mountain Peak. It’s a slightly longer path, but you’ll avoid climbing up steep rock faces; instead, you’ll descend them on the way back, which I found much easier. When you reach the trailhead, head left, and after a short incline, you’ll come to a fork. Take the right path at the fork to continue toward the Artists Bluff viewpoint. We made the mistake of going left and ending up rock climbing up to the wrong viewpoint.

It took us about 30–40 minutes to reach the top, and the reward? A sweeping view of Cannon Mountain, Echo Lake, and a sea of fall foliage lit by the golden glow of sunset, it was pure magic for all my fall-loving people a moment I’ll never forget. Finally, the descent took another 30 minutes, so be sure to start your hike with plenty of daylight left to avoid navigating the trail in the dark.

Other Recommendations in the White Mountains

• OMNI Mount Washington Resort
• Lost River Gorge & Boulder Caves (1-mile hike)
• Avalanche Falls
• St. Matthews Chapel
• Cannon Mountain
• Lake winnipesaukee
• Moulton Farm (8 am to 5:30 pm)

Food Recommendations in the White Mountains, New Hampshire

• Breakfast: Polly’s Pancake Parlor (legendary maple syrup & homemade pancakes)
  • White Mountain Bagel Co. (we came here for breakfast two days in a row)
• Lunch: White Mountain Cider Co. (cozy spot with cider flights & comfort food)
• Dinner: The Common Man (classic New England cuisine, great cozy atmosphere)
  • Rek Lis Brewing Company (Franconia)
• Snack: Autumn-flavored fudge from Zeb’s General Store in North Conway

Day 5-6: Stowe, Vermont

Scenic Drive & Afternoon in Woodstock

We’re over halfway through now and setting off toward one of our final destinations. On the way to Stowe, we made a stop in Woodstock, and let me tell you, it was one of the most charming towns I’ve ever visited. Looking back, I almost wish we had based ourselves there instead. That said, Stowe offers more in terms of activities and attractions, which ultimately made it a better home base for this leg of the trip.

The drive from Lumen Nature Retreat to Woodstock took about 1 hour and 35 minutes, and we spent a lovely afternoon soaking in the town’s quintessential New England charm. We began by parking and strolling down Pleasant Street, where historic homes with white picket fences were beautifully lined with pumpkins, pure autumn magic at every turn.

Then we grabbed lunch at The Village Butcher, a classic New England deli with a line out the door (always a good sign). And yes, it was worth the wait. Afterward, we strolled through the town, popping into quaint local shops and stopping by the iconic Woodstock Inn for a quick look around. Don’t miss the chance to snap a few photos at the Middle Covered Bridge, and if you need a little pick-me-up, swing by Mon Vert Café for a maple latte; it was the perfect fall treat. Finally, make a stop at Billings Farm and Museum, a working farm dedicated to scientific farming.

Arrival + Dinner in Stowe

Now onto Stowe, where you’ll base yourself for the next two days. The drive from Woodstock is only one hour and for our first stop, we are going to take photos at the famous viewpoint overlooking the iconic Stowe Church. You’ll want to add the Salon Salon parking lot as your destination to reach this point. There is a small lot to park and it’s typically busy. Then head over to check into your hotel (accommodation options below).

For our first evening, we are going to stroll through the quaint town of Stowe. The downtown is only about 3-4 blocks to explore. Filled with artisan shops, restaurants, and even a snowboard museum. For dinner, we highly recommend checking out Harrison’s because it’s the perfect spot to people watch if sitting on the patio

Day 6: Exploring Stowe & Vermont Foliage

We’re starting our first day strong with coffee at Black Cap Coffee. Their maple sausage sandwich paired with a maple latte was the perfect combo, so Vermont-coded, it hurts (in the best way). Fair warning: this spot gets very busy, so the earlier you go, the better your chances of snagging a seat without a wait.

From there, we’re driving up Smuggler’s Notch to kick things off with the Barnes Camp Boardwalk Hike. It’s a fairly easy loop trail, taking about an hour round-trip (1.5 miles). The views are stunning, and there is a small part where you need to walk through a small stream, so make sure you’re wearing waterproof shoes. I love my Columbia Hiking Boots, they’ve lasted me years. Do note, that there is a section of this hike that gets pretty steep, just something to keep in mind. Another great hike to consider is Moss Glenn Falls, which can be anywhere from a half-mile hike to a 4-mile hike out and back.

Afternoon Gondola Ride + driving through Smuggler’s Notch

After the hike, you’ve got options. You can continue the scenic drive through Smuggler’s Notch and soak in all those stunning fall colors. Just note that midday traffic can get a little intense, so consider saving it for a quieter sunrise or sunset drive instead. Another solid option? Head to Stowe Mountain Resort for a gondola ride. The panoramic views of the fall foliage are breathtaking. Tickets are on the pricier side, but if you’re visiting during peak season, it’s 100% worth it.

For lunch, we’re heading to a hidden gem at the Von Trapp Family Lodge. While most people flock to the brewery (which we checked out too – expect crowds), we opted for a quieter experience near the main entrance of the hotel. There’s a charming little bakery and deli offering lattes, sandwiches, pastries, and more. The views here are just as good as the food. Bonus: If you wander across the street, you’ll spot the cutest animals grazing on the hillside. It’s straight out of a postcard.

For dinner, consider dining at Doc Ponds, a local staple known for its laid-back vibe, creative comfort food, and rotating selection of craft beers. From hearty burgers to elevated seasonal dishes, it’s the kind of place where both foodies and casual diners feel right at home.

And whatever you do, don’t leave Stowe without trying a maple creemee from Red Barn Ice Cream Shop. This quintessential Vermont treat, essentially a maple soft-serve, is the perfect way to end your day. It’s sweet, creamy, and bursting with local flavor. Trust me, it’s worth the detour (or two).

Where to Stay in Vermont

Woodstock Inn: As mentioned earlier, while there’s plenty to do in Stowe, if I were to redo this trip, I’d opt to stay in Woodstock for two nights and take a longer day trip to Stowe instead. The Woodstock Inn is one of the most premier places to stay in Vermont, ideally located in the heart of downtown—perfect for travelers who want to be steps away from the charm of the village. Book your stay here!

Green Mountain Inn: Located right in the heart of Stowe Village, this historic inn offers classic New England charm with modern amenities. With cozy rooms, fireplaces, and an outdoor heated pool, it’s perfect for those who want to be walking distance to shops, restaurants, and that small-town Vermont feel. Book your stay here!

Von Trapp Family Lodge: If you’re looking for a peaceful retreat with incredible views and a touch of European flair, the Trapp Family Lodge is a must. Owned by the von Trapp family (yes, that von Trapp family), the property feels like a slice of Austria in Vermont. Guests can enjoy cross-country skiing, hiking trails, farm animals, and an on-site bakery and brewery. It’s truly a destination in itself. Book your stay here!

The Lodge at Spruce Peak: If you want a secluded retreat to stay nestled right in the mountains, The Lodge at Spruce Peak is ideal. It’s perfect for travelers who want luxury accommodations, access to gondola rides, and proximity to adventure, no matter the season. The mountain views here are next-level. Book your stay here!

Food Recommendations in Stowe + Woodstock, Vermont

• Breakfast: Butler’s Pantry (Vermont maple syrup-drenched French toast)
  • Black Cap Cafe
  • Von Trapp Family Restaurant
• Lunch: Doc Ponds (elevated comfort food, amazing craft beer selection)
  • Von Trapp Cafe
• Dinner: Hen of the Wood (farm-to-table dining with a romantic setting)
  • Harrison’s Restaurant and Bar
• Treat: Apple cider donuts from Cold Hollow Cider Mill

Day 7: Boston, Massachusetts

Drive to Boston & City Exploration

It’s time to head to our final destination: Boston. The drive from Stowe takes about 3.5 to 4 hours, but before you hit the road, be sure to stop at Cold Hollow Cider Mill for a warm cup of fresh apple cider and one (or several) of their famous hot cider donuts; it’s a must!

It’s important to note that if you’re visiting New England for peak foliage, Boston as a city doesn’t experience that until early to mid-November. So while I still think it’s great to add a few days on to explore Boston as it’s one of the most incredible cities in America, don’t be disappointed if it’s not peak foliage like the other parts of New England.

Afternoon Walk

Once you arrive in Boston, drop your bags and stretch your legs with a leisurely walk through Boston Common and the Public Garden. After a few hours in the car, it’s the perfect way to ease into the city. These green spaces are some of our favorite spots in Boston, offering a peaceful escape with beautifully landscaped gardens, swan boats, and serene pathways.

If you’re a history buff, consider exploring the Freedom Trail, a 2.5-mile route that takes you through 16 historically significant sites. It’s a fascinating way to experience the city while learning about the pivotal role Boston played in American history.

Finally, if you love an over-the-top library experience, then a visit to the Boston Public Library is an absolute must! The Bates Hall reading room feels straight out of Hogwarts with its grand arched ceilings and rows of green reading lamps. The marble staircase is nothing short of breathtaking. I could easily spend hours wandering through this stunning space. Best of all, it’s free to visit and open most days from 9 AM to 8 PM—making it a perfect stop to soak in a little magic and history during your time in Boston.

Dinner in North End

North End is a predominantly Italian neighborhood in Boston proper, and it has incredible restaurants and a lively nightlife. For the best Italian spot, we recommend Giacomo’s since it’s famous for its no-reservations policy, long lines, and incredible pasta dishes. Locals and tourists alike flock here for the lobster ravioli, chicken parm, and calamari. It’s casual, cozy, and always buzzing.

For a more upscale and romantic vibe, Mamma Maria offers fine dining with old-world charm. Housed in a 19th-century brick townhouse overlooking North Square, this spot is perfect for special occasions or a more refined Italian experience. Whatever you do, you cannot miss a visit the Mike’s Pastries for the biggest (and most delicious) cannolis you will ever see. It’s the perfect way to end your first day in Boston.

Day 8: Boston’s Best Fall Attractions

Start your final day with a date in Boston’s most charming neighborhood: Beacon Hill. This historic district is home to Acorn Street, often dubbed one of the prettiest streets in America. As well as converted firehouses and some of the most beautiful brownstones you’ll ever see. I just love this city! We grabbed breakfast at Tatte, a local favorite, and highly recommend stopping by the enchanting Beacon Hill Books & Café—it’s straight out of a storybook.

Next, if you’re a fan of academia, a visit to Harvard University is a must. Not only is it the most iconic university in the world, but it’s also located in Cambridge, a stunning and vibrant area just across the river from downtown Boston.

Prefer the arts? Make your way to the Isabella Stewart Gardner Museum. Famed for its breathtaking courtyard and mysterious unsolved art heist in the 1990s, 13 irreplaceable works were stolen, valued between $200 million and $1 billion. It remains one of the city’s most captivating museums. Despite the loss, the experience of visiting is still just as magical. This place is truly stunning!

No trip to Boston is complete without a visit to Quincy Market, a historic marketplace that’s been serving locals and visitors since 1826. Located in the heart of Faneuil Hall Marketplace, this vibrant destination is packed with food vendors, shops, and street performers. Whether you’re grabbing a classic New England clam chowder in a bread bowl, sampling lobster rolls, or indulging in sweet treats like Boston cream pie, there’s something here for everyone. The architecture alone, featuring granite columns and a grand rotunda, is worth the stop, and the lively atmosphere makes it a must-see on any Boston itinerary.

Where to Stay in Boston

Mandarin Oriental: Located in the heart of Back Bay, the Mandarin Oriental, Boston offers a blend of modern luxury and classic elegance. This Forbes Five-Star and AAA Five-Diamond hotel features spacious rooms and suites, a state-of-the-art spa, and direct access to the Prudential Center for upscale shopping. Its proximity to cultural landmarks such as the famous Boston Library and fine dining establishments makes it an excellent choice for those seeking a luxury or romantic experience. Book your stay here!

The Newbury Boston: Situated at the intersection of Newbury and Arlington Streets, The Newbury Boston is a reimagined luxury hotel overlooking the Boston Public Garden. With 286 rooms, including 90 suites—many featuring wood-burning fireplaces—this hotel combines historic charm with contemporary sophistication. Guests can enjoy proximity to boutique shopping on Newbury Street and picturesque views of the park. Book your stay here!

The Verb Hotel: For a more budget-friendly yet unique experience, consider The Verb Hotel. This retro-themed hotel revives the 1960s spirit in a mid-century building originally constructed as a baseball-themed motel in 1959. Located near Fenway Park, it offers a vibrant atmosphere with music-inspired décor, an outdoor pool, and an on-site restaurant. The Verb provides a distinctive stay without compromising on comfort or location. Book your stay here!

Food Recommendations in Boston, Massachusetts

• Breakfast: Tatte Bakery (iconic New England breakfast with pastries & lattes)
  • Serafina
  • Blank Street Coffee
  • Flour Bakery + Cafe
• Lunch: Neptune Oyster (must-try lobster roll & clam chowder)
• Dinner: Giacomo’s in the North End (delicious homemade Italian pasta)
  • Saltie Girl
• Dessert: Mike’s Pastry or Modern Pastry (for the ultimate cannoli battle)

And there you have it, fam! I hope this guide helped you feel more prepared and excited for your fall adventure through New England. Whether you’re chasing foliage, sipping cider, or soaking in small-town charm, this region truly shines in autumn. As always, if you have any questions or need help planning your trip, feel free to drop them in the comments below. I love hearing from you! And don’t forget to check out more of my USA Travel Guides for even more tips, itineraries, and inspiration for your next getaway.

XX,

Courtney