New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Roam Around

10 Days Exploring New England's Charms

10 Days Exploring New England's Charms Itinerary

Last updated: 2024 Jun 14

Historic Boston Unveiled

Morning
Start your day with a visit to Freedom Trail, an iconic path that takes you through 16 historical sites. This trail will give you a deep dive into the rich history of Boston. For breakfast, head to Tatte Bakery & Cafe for a delightful selection of pastries and coffee. Afterward, join the Boston Freedom Trail Small Group History Walking Tour to get a guided experience of the trail.
Afternoon
In the afternoon, explore Faneuil Hall Marketplace, a bustling market with shops and eateries. Grab lunch at Union Oyster House, one of the oldest restaurants in America, known for its seafood. Post-lunch, visit Boston Old State House, another historic site on the Freedom Trail.
Evening
Conclude your day with a serene walk in Boston Public Garden. For dinner, dine at Mamma Maria in the North End for authentic Italian cuisine. End your evening with a relaxing Boston Harbor Champagne Sunset Sail from Rowes Wharf to enjoy stunning views of the city skyline.
Bedtime
Find amazing hotels in Boston, MA.
Visit Freedom Trail in Boston, MA
star4.54

Freedom Trail

Book Now
Visit Boston Freedom Trail Small Group Guided Walking Tour in Boston, MA
star4.91

Boston Freedom Trail Small Group History Walking Tour

Book Now
next arrow

Cultural Gems and Culinary Delights

Morning
Begin your second day at Museum of Science Boston, where you can explore interactive exhibits and planetarium shows. Have breakfast at The Friendly Toast, known for its hearty meals and quirky decor. Afterward, take part in the Boston North End Food Experience with Pizza, Meats & Cheese to savor local delicacies.
Afternoon
Head over to New England Aquarium after lunch at Legal Sea Foods, famous for its clam chowder and fresh seafood. Spend your afternoon exploring marine life exhibits and perhaps catch an IMAX film.
Evening
In the evening, stroll through Back Bay, known for its Victorian brownstones and upscale shopping. Enjoy dinner at Atlantic Fish Company, offering some of the best seafood in town. Wrap up your night with a visit to one of Boston's historic taverns on the Boston Historic Taverns Tour.
Bedtime
Find amazing hotels in Boston, MA.
Visit Museum of Science Boston in Boston, MA
star3.99

Museum of Science Boston

Book Now
Visit Boston North End Food Experience with Pizza, Meats & Cheese in Boston, MA
star4.94

Boston North End Food Experience with Pizza, Meats & Cheese

Book Now
next arrow

Academic Hubs and Historical Landmarks

Morning
Start your day by visiting Cambridge to explore Harvard University’s campus including stops like the iconic Harvard Yard and John Harvard Statue [Harvard University (11713)]. Have breakfast at Flour Bakery & Cafe, renowned for its delicious pastries.
Afternoon
Afterward, head back to Boston for lunch at Neptune Oyster in North End before visiting historical sites like [Paul Revere House (9513)] and [Copp's Hill Burying Ground (15127)]. These landmarks offer fascinating insights into America's past.
Evening
Spend your evening exploring Beacon Hill [Beacon Hill (1227)], one of Boston’s most picturesque neighborhoods known for its narrow streets lined with Federal-style rowhouses. Dine at [No 9 Park], offering exquisite French-Italian cuisine before ending your night with an enchanting cruise on [Boston Harbor Sunset Yacht Cruise (174810)].
Bedtime
Find amazing hotels in Boston, MA.

Portland's Natural and Cultural Wonders

Morning
Start your day with a visit to Portland Japanese Garden, a serene and beautifully landscaped garden that offers a peaceful retreat from the hustle and bustle of the city. For breakfast, head to The Holy Donut, known for its unique potato donuts. Afterward, take part in the Portland Guided Delicious Donut Tour with Tastings to sample some of the best donuts in town.
Afternoon
In the afternoon, explore Portland Art Museum, which houses an impressive collection of American, Native American, and contemporary art. Have lunch at Duckfat, famous for its Belgian fries and panini sandwiches. Post-lunch, visit Powell’s City of Books, one of the largest independent bookstores in the world.
Evening
Conclude your day with a walk through Portland Pearl District, known for its vibrant arts scene and trendy boutiques. For dinner, dine at Fore Street, offering farm-to-table cuisine with a focus on local ingredients. End your evening with a relaxing cruise on the Willamette River by joining the Portland Champagne Brunch Cruise on Willamette River.
Bedtime
Find amazing hotels in Portland, ME.
Visit Portland Japanese Garden in Portland, ME
star4.87

Portland Japanese Garden

Book Now
Visit Portland Guided Delicious Donut Tour with Tastings in Portland, ME
star4.90

Portland Guided Delicious Donut Tour with Tastings

Book Now
next arrow

Exploring Bar Harbor's Scenic Beauty

Morning
Acadia National Park is your destination this morning. Start early to catch the sunrise at Cadillac Mountain for breathtaking views. Have breakfast at Jeannie’s Great Maine Breakfast, known for its hearty meals. Afterward, embark on the Acadia Half Day Cadillac Mountain Sunrise Tour to explore more of this stunning park.
Afternoon
Bar Harbor Historic Self-Guided Audio Guide Tour will be perfect after lunch at Side Street Cafe, offering delicious seafood and comfort food options. Spend your afternoon wandering through Bar Harbor’s charming streets while learning about its rich history.
Evening
Bar Harbor Haunted Ghost Walking Tour awaits you in the evening for some spooky fun. Before that, enjoy dinner at Galyn’s, known for its fresh seafood dishes and waterfront views.
Bedtime
Find amazing hotels in Bar Harbor, ME.
Visit From Avignon Afternoon Wine Tour Châteauneuf du Pape in Bar Harbor, ME
star4.57

Acadia National Park

Book Now
Visit Acadia Half Day Cadillac Mountain Sunrise Tour in Bar Harbor, ME

Acadia Half Day Cadillac Mountain Sunrise Tour

Book Now
next arrow

White Mountains Adventure

Morning
Mount Washington Auto Road is a must-visit attraction in White Mountains where you can drive up to one of New England's highest peaks or take guided tours available there [Mount Washington Summit (16086)]. Start your day early with breakfast at [Polly’s Pancake Parlor], renowned for their homemade pancakes.
Afternoon
After descending from Mount Washington have lunch at [Muddy Moose Restaurant & Pub] before heading towards [Flume Gorge (16087)] - an awe-inspiring natural gorge extending over 800 feet long filled with waterfalls & scenic vistas perfect spot hiking trails around it making it ideal place spend entire afternoon exploring nature beauty surrounding area .
Evening
End day relaxing by visiting nearby town Lincoln where can enjoy delicious dinner prepared using locally sourced ingredients served cozy ambiance provided by [Common Man Restaurant] followed short stroll around picturesque town soaking serene atmosphere before retiring night.
Bedtime
Find amazing hotels in White Mountains, NH.

Burlington's Lakeside Charm

Morning
Begin your day with a visit to the picturesque Lake Champlain. Enjoy a morning stroll along the waterfront and take in the serene views. For breakfast, head to Penny Cluse Cafe, known for its hearty and delicious breakfast options. Afterward, embark on the From Burlington Custom Guided Day Trip to Niagara Falls for an exciting day trip exploring one of the most iconic natural wonders.
Afternoon
Return to Burlington in the afternoon and explore Church Street Marketplace, a vibrant pedestrian mall filled with shops, cafes, and street performers. Have lunch at The Farmhouse Tap & Grill, which offers farm-to-table cuisine with a focus on local ingredients. Post-lunch, visit the ECHO Leahy Center for Lake Champlain, an interactive science museum that’s perfect for all ages.
Evening
Conclude your day with a relaxing evening at Waterfront Park. Enjoy dinner at Hen of the Wood, known for its exquisite dishes made from locally sourced ingredients. End your evening with a sunset cruise on Lake Champlain to soak in the beautiful scenery.
Bedtime
Find amazing hotels in Burlington, VT.
Visit From Burlington Custom Guided Day Trip to Niagara Falls in Burlington, VT
star5.00

From Burlington Custom Guided Day Trip to Niagara Falls

Book Now
next arrow

Stowe's Scenic Beauty and Breweries

Morning
Stowe Recreation Path is perfect for starting your day with a scenic walk or bike ride through picturesque landscapes. Have breakfast at Butler’s Pantry, offering delicious homemade breakfast options. Afterward, take part in the Stowe, Vermont Half-Day Local Brewery Tour to sample some of Vermont’s finest craft beers.
Afternoon
Mount Mansfield awaits you in the afternoon where you can take a gondola ride up Vermont’s highest peak or hike one of its many trails [Mount Mansfield Summit (16088)]. Enjoy lunch at [Trapp Family Lodge] which offers stunning views & Austrian-inspired cuisine before heading towards [Smugglers' Notch State Park (16089)] - another great spot outdoor activities like hiking picnicking surrounded by natural beauty .
Evening
Ben & Jerry's Factory Tour is must-visit attraction located nearby Waterbury where can learn about history behind iconic ice cream brand while enjoying free samples provided during tour . For dinner head back Stowe dine cozy ambiance provided by [Harrison's Restaurant] offering wide range delectable dishes prepared using locally sourced ingredients .
Bedtime
Find amazing hotels in Stowe, VT.
Visit Stowe, Vermont Half-Day Local Brewery Tour in Stowe, VT
star5.00

Stowe, Vermont Half-Day Local Brewery Tour

Book Now
next arrow

Woodstock's Historic Charm

Morning
Marsh-Billings-Rockefeller National Historical Park is ideal place start your day exploring beautifully preserved landscapes historic buildings dating back 19th century . Have breakfast at [Mountain Creamery] renowned their homemade ice cream & hearty breakfast options before heading towards [Billings Farm & Museum (16090)] - living history museum showcasing rural life traditions Vermont .
Afternoon
After visiting Billings Farm enjoy lunch nearby town Quechee dine riverside setting provided by [Simon Pearce Restaurant] offering exquisite dishes prepared using locally sourced ingredients while enjoying views Ottauquechee River cascading waterfall below restaurant . Post-lunch explore Quechee Gorge known as 'Grand Canyon East' where can hike along trails offering breathtaking vistas surrounding area making it perfect spot spend entire afternoon immersed nature beauty .
Evening
End day relaxing Woodstock Village strolling through charming streets lined with historic buildings boutique shops art galleries before enjoying dinner cozy ambiance provided by [Woodstock Inn & Resort] offering wide range delectable dishes prepared using locally sourced ingredients served elegant setting making it ideal place conclude memorable day spent exploring heart Vermont countryside.
Bedtime
Find amazing hotels in Woodstock, VT.

Mystic's Maritime Magic

Morning
Start your day with a visit to Mystic Seaport Museum, one of the nation’s leading maritime museums. Explore the historic ships, exhibits, and recreated 19th-century seafaring village. For breakfast, head to Slices Pizzeria, known for its delicious breakfast pizzas and pastries. Afterward, join the Mystic Seaport Museum All-Day Admission Entry Ticket to make the most of your visit.
Afternoon
In the afternoon, take a stroll through downtown Mystic and visit the iconic Charles W. Morgan Whaleship, the last wooden whaleship in the world. Have lunch at Oyster Club, offering fresh seafood and farm-to-table dishes. Post-lunch, explore Mystic Aquarium where you can see beluga whales, African penguins, and other marine life.
Evening
Conclude your day with a relaxing evening at Olde Mistick Village, a charming shopping area designed to resemble a colonial New England village. Enjoy dinner at The Captain Daniel Packer Inne, known for its historic ambiance and delicious cuisine. End your evening with a spooky twist by joining the Mystic Guided Ghost Tour of Downtown Mystic at Night for some ghostly tales and local legends.
Bedtime
Find amazing hotels in Mystic, CT.
Visit Mystic Seaport Museum in Mystic, CT
star4.45

Mystic Seaport Museum

Book Now
Visit Mystic Seaport Museum All-Day Admission Entry Ticket in Mystic, CT
star4.45

Mystic Seaport Museum All-Day Admission Entry Ticket

Book Now
next arrow
kayakFind the right stay during your trip.
Got a question about your trip?