Classic New England (8100)

9 days from Boston to Boston

2027 Tour Details

Experience the beauty of autumn on a journey through Massachusetts, Maine, New Hampshire, and Vermont. Travel from historic Boston to the rugged coast of Maine, explore Acadia National Park, and discover the colorful forests, covered bridges, and mountain scenery that make New England one of North America’s premier fall foliage destinations.

Drive the scenic Kancamagus Highway through the White Mountains, visit a traditional Vermont maple sugarhouse, experience local history at Billings Farm & Museum and American history at Plymouth Rock. Continue to Cape Cod for a stay in Hyannis and an excursion to Provincetown before returning to Boston to explore landmarks along the Freedom Trail.

From coastal villages and historic towns to vibrant forests and mountain landscapes, this value-minded tour showcases the best of New England in the fall.

The world is within reach with everything you need for perfectly affordable touring. Cosmos includes hand-selected accommodations, guided sightseeing, and seamless transportation between destinations—with value-minded travel lovers in mind. Explore with expert Cosmos Tour Directors and Local Guides, and private, first-class, air-conditioned motorcoach with free Wi-Fi (where available).

Your Tour Includes:

• Orientation tours of Portland and Hyannis
• Entrance fee and guided sightseeing in Acadia National Park featuring coastal landscapes and Quechee Gorge State Park home to Vermont's deepest gorge
• Scenic drive along Kancamagus Highway through White Mountain National Forest
• Admission to a local maple sugarhouse to learn how maple syrup is made
• Admission to Billings Farm & Museum, a working dairy farm and living history museum
• Stop at Plymouth Rock and Mayflower II, the full-scale replica of the Pilgrims’ ship
• Excursion to Provincetown at the tip of Cape Cod
• Guided city sightseeing in Boston, including many of its historic landmarks

Save 50% on the Single Supplement on select 2027 Cosmos North America Tours*
Freedom to Travel: Save $200 per couple on select 2027 Cosmos vacations worldwide*
Classic New England map

 Photo Highlights

 Meals

 Meals & Itinerary

5 Breakfasts


Notes:

  • Enjoy the fall colors of New England (if Mother Nature permits).

 Itinerary

Day 1 BOSTON AREA

Welcome to New England! Your Tour Director is on hand from 3:00 p.m. - 6:00 p.m. to answer any questions.

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Day 2 BOSTON–PORTLAND–BAR HARBOR

Head north into Maine, known for its rugged coastline, historic lighthouses, and maritime traditions. Stop in Portland, Maine’s largest city, for a sightseeing tour featuring the Old Port waterfront, where cobblestone streets, working fishing wharves, restaurants, and shops reflect the city’s seafaring heritage.

Continue northeast through Bangor to Bar Harbor, a popular seaside resort and gateway to Acadia National Park.

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BreakfastContinental Breakfast

Day 3 BAR HARBOR. EXCURSION TO ACADIA NATIONAL PARK

Bar Harbor is located on Mount Desert Island, home to Acadia National Park. Drive through forests, past rocky shoreline and mountain scenery, and ascend Cadillac Mountain for panoramic views of the park and surrounding coastline. At 1,530 feet, Cadillac Mountain is the highest point on the East Coast and one of the first places in the country to see the sunrise.

The afternoon is free to explore the town of Bar Harbor. Stroll along the Shore Path, browse local shops and galleries, or ask your Tour Director for recommendations on sightseeing and dining.

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Breakfast Breakfast

Day 4 BAR HARBOR–FARMINGTON–NORTH CONWAY

Travel through inland Maine, passing farmland, lakes, blueberry barrens and forests known for their vibrant autumn colors. Along the way, see historic stone walls that mark centuries-old farms and enjoy the scenic landscapes that define rural New England.

Stop in Farmington, a community settled by veterans of the American Revolution, before continuing to North Conway in New Hampshire’s White Mountains for a two-night stay.

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Breakfast Breakfast

Day 5 NORTH CONWAY

Today, travel along New Hampshire’s Kancamagus Highway, one of New England’s most scenic routes and a favorite destination for fall foliage viewing. Known locally as “The Kanc,” this historic roadway remains largely undeveloped, offering uninterrupted views of forests, mountains, and rivers.

Continue through White Mountain National Forest to Franconia Notch, a dramatic mountain pass in the heart of the White Mountains. Later, visit a local maple sugarhouse and learn about traditional maple sugaring.

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Breakfast Breakfast

Day 6 NORTH CONWAY–WOODSTOCK–NORTH ADAMS

This morning, visit Woodstock, one of New England’s most picturesque villages, known for its historic village green and classic Vermont character. Continue to Billings Farm & Museum, a working dairy farm and living history museum that showcases Vermont’s agricultural heritage.

Travel to Quechee Gorge State Park, often called Vermont’s “Little Grand Canyon,” for views of one of the state’s most dramatic natural landmarks. Then visit the Vermont Country Store in Rockingham before continuing to North Adams, Massachusetts, nestled in the Berkshire Mountains.

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Breakfast Breakfast

Day 7 NORTH ADAMS–PLYMOUTH–HYANNIS

Travel across Massachusetts to Plymouth, where the Mayflower Pilgrims landed in 1620. See Plymouth Rock, one of New England’s most recognizable historic landmarks, before continuing across the Cape Cod Canal, the widest sea-level canal in the world.

Arrive in Hyannis, a popular gateway to Cape Cod, known for its maritime heritage, waterfront setting, and connection to the Kennedy family. Here, you will find the John F. Kennedy Hyannis Museum, local shops, and award-winning restaurants.

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Day 8 HYANNIS. DAY EXCURSION TO PROVINCETOWN

Today, travel to Provincetown at the tip of Cape Cod. Often referred to as “Land’s End,” the historic whaling port of Provincetown is known for its artistic community, scenic coastline, and vibrant atmosphere.

Have free time to stroll MacMillan Pier, watch fishing boats come and go, enjoy the shops and galleries along Commercial Street, or sample local favorites such as lobster rolls, Portuguese pastries, and fried clams.

You may also choose to join an optional sand dune tour through Cape Cod National Seashore. Return to Hyannis, where the remainder of your afternoon and evening are free.

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Day 9 HYANNIS–BOSTON

Depart this morning for Boston and enjoy a guided sightseeing tour featuring many of the city’s most important historic landmarks. See highlights along the Freedom Trail, including Boston Common, the Old State House, Old North Church, and Faneuil Hall. Spend time exploring Quincy Market, where you can browse local shops and sample regional favorites, including a bowl of New England clam chowder.

Afterward, continue to Boston Logan International Airport for homebound flights. Please schedule departing flights after 3:30 p.m. Guests may extend their stay with extra nights and continue exploring Boston on their own.

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 Tour Director

With COSMOS, there’s no better way to get to know your destination than through the eyes of a Tour Director. We’d like you to meet one of our Tour Directors, who average over a decade of experience and are representative of the type of expert that will be with you on your vacation.

HILLARY JOHNSON

Escorting tours for more than 20 years

During a summer in Ireland when I was 12, I was bitten by the "travel bug." I lived in Europe and became a Tour Director after graduating with a degree in European Languages. I am never as alive as when I am on the road. The haunting echo of a saxophone on a New Orleans street, the heady evening perfume of Jasmine in bloom, the sweet taste of a beignet, and the joyous "AA-eeeee!" of a Cajun dancer all need to be experienced... observing them from afar is not enough.

Tour Director - HILLARY JOHNSON

 Accommodations

 Optional Excursions

No matter what you’re into: food, wine, history, art, music or anything else, we give you the freedom to personalize your vacation with optional excursions that speak to your interests.

When you book your excursions with us, you can be assured that every optional excursion that we offer coordinates with the free time that you'll have in your destination, so you'll never have conflicts between included and optional activities. Our team of travel experts carefully selects each optional excursion that we offer to ensure that you receive the highest quality at a great value. Our tried-and-true partners have a finger on the pulse of the city in which they operate so they deliver the very best experiences. We offer experiences you cannot create on your own and because you’re booking with us, we coordinate all your transportation and timing needs.

The following optional excursions are examples only for this vacation. These may or may not be offered, and availability is subject to days of operation and seasonality. Please select a departure date to view optional excursions and pricing for a specific date (due to currency fluctuation, pricing shown is subject to change until purchased). Optional excursions are available for purchase on our MyCosmos site 90 days prior to the tour start date.

Price Ranges

$ ($50 USD and under)
$$ ($51 - $100 USD)
$$$ ($101 - $150 USD)
$$$$ (Over $150)


Hyannis

Hyannis

Sand Dune Tour

Sand Dune Tour

Experience the history, culture, and ecology of the Provincetown Dunes in the National Seashore Park.

Price Range: $

Hyannis Harbor Cruise

Hyannis Harbor Cruise

Enjoy a leisurely one hour narrated Hyannis Harbor Cruise.

Price Range: $



The "Starting at" or listed price is based on the lowest price available to book. Price is per passenger based on double occupancy and does not include International airfare; additional fees/charges are not included. If a price is crossed out, the new price includes a limited time promotional offer(s) – please review current promotions or deals for additional information. Some tours require intra-vacation flights (and in some cases intra-vacation segments must be purchased from Cosmos).