We offer Budget, Standard and Luxury level roadtrips so you can always find something that suits your budget. For this roadtrip, here are the hotels you might typically stay at and hire car class for each roadtrip level:
Breathtaking scenic drives
Picturesque harbors
Historic towns and cities
duration
8 days
3 HRS Average
driving per day
Begin your journey in Boston and explore its Freedom Trail before soaking up the spectacular rural landscapes en route to Manchester.
Drive Vermont's scenic Route 100 and the legendary Kancamagus Highway, renowned for its fall foliage, on the way to Conway. Follow in the footsteps of the United State’s oldest auto race across Mount Washington, and then enjoy the waterfront scenery along the shores of Rangeley’s famous fishing lakes while driving the Rangeley Lakes Scenic byway.
Explore the magnificent coastal terrain of Acadia National Park near Bar Harbor, and then follow the Gulf of Maine south to Portland to dine at one of its waterfront seafood restaurants. Finish your trip back in colonial Boston.
Our highlights
-Kancamagus Highway, New Hampshire
-Park Loop Road, Acadia National Park
-Faneuil Hall Marketplace, Boston
Average driving time 3 hours per day
Drive Vermont's scenic Route 100 and the legendary Kancamagus Highway, renowned for its fall foliage, on the way to Conway. Follow in the footsteps of the United State’s oldest auto race across Mount Washington, and then enjoy the waterfront scenery along the shores of Rangeley’s famous fishing lakes while driving the Rangeley Lakes Scenic byway.
Explore the magnificent coastal terrain of Acadia National Park near Bar Harbor, and then follow the Gulf of Maine south to Portland to dine at one of its waterfront seafood restaurants. Finish your trip back in colonial Boston.
Our highlights
-Kancamagus Highway, New Hampshire
-Park Loop Road, Acadia National Park
-Faneuil Hall Marketplace, Boston
Average driving time 3 hours per day
TRIP highlights
Mount Washington
Acadia National Park
Kancamagus Scenic Highway
Faneuil Hall Marketplace, Boston
Standard Itinerary
Itinerary
Day 1: arrive in Boston
Night 1:
Boston and Surrounds
One of the most influential cities in America’s independence movement, Boston is packed with outstanding museums, world-class art galleries and inviting green spaces. Explore the heritage-listed landmarks along the Freedom Trail and feast on gourmet foods accompanied by live music at the Quincy Market. Ride the famous swan boats in the Boston Common and join the Sons of Liberty in dumping tea overboard during at ship tour at the Fort Point Channel.
One of the most influential cities in America’s independence movement, Boston is packed with outstanding museums, world-class art galleries and inviting green spaces. Explore the heritage-listed landmarks along the Freedom Trail and feast on gourmet foods accompanied by live music at the Quincy Market. Ride the famous swan boats in the Boston Common and join the Sons of Liberty in dumping tea overboard during at ship tour at the Fort Point Channel.
Night 2:
Manchester, Vermont
Nestled between the Green Mountains and the Taconic Range, Manchester is famously home to fashion outlets and one of New England’s best independent bookstores. Angling-related artefacts and artworks are on display at the American Museum of Fly Fishing while the Georgian Revival estate of Abraham Lincoln’s son is essential for history buffs. Nature-lovers can paddle the Batten Kill River or soak up the panoramic views from the summit of Mount Equinox.
Nestled between the Green Mountains and the Taconic Range, Manchester is famously home to fashion outlets and one of New England’s best independent bookstores. Angling-related artefacts and artworks are on display at the American Museum of Fly Fishing while the Georgian Revival estate of Abraham Lincoln’s son is essential for history buffs. Nature-lovers can paddle the Batten Kill River or soak up the panoramic views from the summit of Mount Equinox.
Night 2:
Conway, New Hampshire
Just a stone’s throw from New Hampshire’s border with Maine, Conway serves as the southeastern gateway to the White Mountain National Forest. Drive the Kancamagus Highway to soak up the incredible scenery and go hiking along the shores of Echo Lake, then jump aboard one of the vintage passenger cars of the Conway Scenic Railroad. New England is renowned for its craft beer culture, with plenty of local breweries to discover.
Just a stone’s throw from New Hampshire’s border with Maine, Conway serves as the southeastern gateway to the White Mountain National Forest. Drive the Kancamagus Highway to soak up the incredible scenery and go hiking along the shores of Echo Lake, then jump aboard one of the vintage passenger cars of the Conway Scenic Railroad. New England is renowned for its craft beer culture, with plenty of local breweries to discover.
Night 2:
Rangeley & Surrounds, Maine
Said to be where modern fly-fishing was born, Rangeley is dominated by six sprawling lakes filled with salmon, trout and perch. Kayaks and canoes can be rented for cruising along the shores, with loons and bald eagles regularly spotted. In the warmer months, you can follow the long-distance Appalachian Trail over Saddleback Mountain while in winter, the heavy snowfall creates ideal conditions for cross-country skiing, snowshoeing and snowmobiling.
Said to be where modern fly-fishing was born, Rangeley is dominated by six sprawling lakes filled with salmon, trout and perch. Kayaks and canoes can be rented for cruising along the shores, with loons and bald eagles regularly spotted. In the warmer months, you can follow the long-distance Appalachian Trail over Saddleback Mountain while in winter, the heavy snowfall creates ideal conditions for cross-country skiing, snowshoeing and snowmobiling.
Night 2:
Bar Harbor
Serving as the gateway to Acadia National Park, Bar Harbor hugs the east coast of Mount Desert Island overlooking Maine’s Frenchman Bay. Climb to the summit of Cadillac Mountain for sweeping views of the town and the offshore Cranberry Islands or spot humpback whales in the Gulf of Maine. After discovering the region’s Native American history at the Abbe Museum, you can dine on locally-caught seafood and cocktails at the waterfront restaurants.
Night 2:
Portland and Surrounds
Sprawling across a peninsula that juts into Casco Bay, Portland is a historic port city on the southern coast of Maine. Its cobblestone streets lead to bustling fishing wharves and historic warehouses now occupied by restaurants and boutiques, while stately Victorian-era homes cluster in the West End. Cruise between the Calendar Islands or soak up the waterfront views along the Eastern Promenade before getting your cultural fix in the museums of the Arts District.
Sprawling across a peninsula that juts into Casco Bay, Portland is a historic port city on the southern coast of Maine. Its cobblestone streets lead to bustling fishing wharves and historic warehouses now occupied by restaurants and boutiques, while stately Victorian-era homes cluster in the West End. Cruise between the Calendar Islands or soak up the waterfront views along the Eastern Promenade before getting your cultural fix in the museums of the Arts District.
Night 2:
Boston and Surrounds
One of the most influential cities in America’s independence movement, Boston is packed with outstanding museums, world-class art galleries and inviting green spaces. Explore the heritage-listed landmarks along the Freedom Trail and feast on gourmet foods accompanied by live music at the Quincy Market. Ride the famous swan boats in the Boston Common and join the Sons of Liberty in dumping tea overboard during at ship tour at the Fort Point Channel.
One of the most influential cities in America’s independence movement, Boston is packed with outstanding museums, world-class art galleries and inviting green spaces. Explore the heritage-listed landmarks along the Freedom Trail and feast on gourmet foods accompanied by live music at the Quincy Market. Ride the famous swan boats in the Boston Common and join the Sons of Liberty in dumping tea overboard during at ship tour at the Fort Point Channel.
Day 2 : Leave Boston
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| Adults | 2 | ||
| Children | 0 |
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| Double room | 1 | ||
| Twin room | 0 | ||
| Family room | 0 |
What's included?
Budget
A TYPICAL HOTEL YOU MAY STAY AT
Element Boston Seaport District
Your car
Mini or larger
Standard
A TYPICAL HOTEL YOU MAY STAY AT
Hyatt Regency Boston
Your car
Midsize or larger
Premium
A TYPICAL HOTEL YOU MAY STAY AT
Boston Harbor Hotel
Your car
Standard or larger
Standard Itinerary
Itinerary
Day 1: arrive in Boston
Night 1:
Boston and Surrounds
One of the most influential cities in America’s independence movement, Boston is packed with outstanding museums, world-class art galleries and inviting green spaces. Explore the heritage-listed landmarks along the Freedom Trail and feast on gourmet foods accompanied by live music at the Quincy Market. Ride the famous swan boats in the Boston Common and join the Sons of Liberty in dumping tea overboard during at ship tour at the Fort Point Channel.
One of the most influential cities in America’s independence movement, Boston is packed with outstanding museums, world-class art galleries and inviting green spaces. Explore the heritage-listed landmarks along the Freedom Trail and feast on gourmet foods accompanied by live music at the Quincy Market. Ride the famous swan boats in the Boston Common and join the Sons of Liberty in dumping tea overboard during at ship tour at the Fort Point Channel.
Night 2:
Manchester, Vermont
Nestled between the Green Mountains and the Taconic Range, Manchester is famously home to fashion outlets and one of New England’s best independent bookstores. Angling-related artefacts and artworks are on display at the American Museum of Fly Fishing while the Georgian Revival estate of Abraham Lincoln’s son is essential for history buffs. Nature-lovers can paddle the Batten Kill River or soak up the panoramic views from the summit of Mount Equinox.
Nestled between the Green Mountains and the Taconic Range, Manchester is famously home to fashion outlets and one of New England’s best independent bookstores. Angling-related artefacts and artworks are on display at the American Museum of Fly Fishing while the Georgian Revival estate of Abraham Lincoln’s son is essential for history buffs. Nature-lovers can paddle the Batten Kill River or soak up the panoramic views from the summit of Mount Equinox.
Night 3:
Conway, New Hampshire
Just a stone’s throw from New Hampshire’s border with Maine, Conway serves as the southeastern gateway to the White Mountain National Forest. Drive the Kancamagus Highway to soak up the incredible scenery and go hiking along the shores of Echo Lake, then jump aboard one of the vintage passenger cars of the Conway Scenic Railroad. New England is renowned for its craft beer culture, with plenty of local breweries to discover.
Just a stone’s throw from New Hampshire’s border with Maine, Conway serves as the southeastern gateway to the White Mountain National Forest. Drive the Kancamagus Highway to soak up the incredible scenery and go hiking along the shores of Echo Lake, then jump aboard one of the vintage passenger cars of the Conway Scenic Railroad. New England is renowned for its craft beer culture, with plenty of local breweries to discover.
Night 4:
Rangeley & Surrounds, Maine
Said to be where modern fly-fishing was born, Rangeley is dominated by six sprawling lakes filled with salmon, trout and perch. Kayaks and canoes can be rented for cruising along the shores, with loons and bald eagles regularly spotted. In the warmer months, you can follow the long-distance Appalachian Trail over Saddleback Mountain while in winter, the heavy snowfall creates ideal conditions for cross-country skiing, snowshoeing and snowmobiling.
Said to be where modern fly-fishing was born, Rangeley is dominated by six sprawling lakes filled with salmon, trout and perch. Kayaks and canoes can be rented for cruising along the shores, with loons and bald eagles regularly spotted. In the warmer months, you can follow the long-distance Appalachian Trail over Saddleback Mountain while in winter, the heavy snowfall creates ideal conditions for cross-country skiing, snowshoeing and snowmobiling.
Night 5:
Bar Harbor
Serving as the gateway to Acadia National Park, Bar Harbor hugs the east coast of Mount Desert Island overlooking Maine’s Frenchman Bay. Climb to the summit of Cadillac Mountain for sweeping views of the town and the offshore Cranberry Islands or spot humpback whales in the Gulf of Maine. After discovering the region’s Native American history at the Abbe Museum, you can dine on locally-caught seafood and cocktails at the waterfront restaurants.
Night 6:
Portland and Surrounds
Sprawling across a peninsula that juts into Casco Bay, Portland is a historic port city on the southern coast of Maine. Its cobblestone streets lead to bustling fishing wharves and historic warehouses now occupied by restaurants and boutiques, while stately Victorian-era homes cluster in the West End. Cruise between the Calendar Islands or soak up the waterfront views along the Eastern Promenade before getting your cultural fix in the museums of the Arts District.
Sprawling across a peninsula that juts into Casco Bay, Portland is a historic port city on the southern coast of Maine. Its cobblestone streets lead to bustling fishing wharves and historic warehouses now occupied by restaurants and boutiques, while stately Victorian-era homes cluster in the West End. Cruise between the Calendar Islands or soak up the waterfront views along the Eastern Promenade before getting your cultural fix in the museums of the Arts District.
Night 7:
Boston and Surrounds
One of the most influential cities in America’s independence movement, Boston is packed with outstanding museums, world-class art galleries and inviting green spaces. Explore the heritage-listed landmarks along the Freedom Trail and feast on gourmet foods accompanied by live music at the Quincy Market. Ride the famous swan boats in the Boston Common and join the Sons of Liberty in dumping tea overboard during at ship tour at the Fort Point Channel.
One of the most influential cities in America’s independence movement, Boston is packed with outstanding museums, world-class art galleries and inviting green spaces. Explore the heritage-listed landmarks along the Freedom Trail and feast on gourmet foods accompanied by live music at the Quincy Market. Ride the famous swan boats in the Boston Common and join the Sons of Liberty in dumping tea overboard during at ship tour at the Fort Point Channel.
Day 8 : Leave Boston
