60 days in New England Itinerary

60 days in New England Itinerary

Created using Inspirock New England sightseeing planner

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Make it your trip
Fly
1
Woodstock
— 7 nights
Drive
2
Stowe
— 7 nights
Drive
3
Lincoln
— 7 nights
Drive
4
North Conway
— 7 nights
Drive
5
Bar Harbor, Mount Desert Island
— 8 nights
Drive
6
Camden
— 6 nights
Drive
7
Portland
— 12 nights
Drive
8
Chatham
— 5 nights
Fly

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Woodstock

— 7 nights
Woodstock is the shire town of Windsor County, Vermont, United States. Shop till you drop at Simon Pearce Mill and Quechee Gorge Village Vermont Antique Mall. Step off the beaten path and head to Marsh - Billings - Rockefeller National Historical Park and Montshire Museum of Science. Get out of town with these interesting Woodstock side-trips: Buttermilk Falls (in Ludlow), Zipline (in Charlemont) and Bridge of Flowers (in Shelburne Falls). There's much more to do: take in the views from Cornish-Windsor Bridge, admire the sheer force of Lye Brook Falls, delve into the lush surroundings at Mount Tom, and tour the pleasant surroundings at Thundering Falls Trail.

To see traveler tips, where to stay, photos, and more tourist information, read our Woodstock trip planner.

New York City to Woodstock is an approximately 3-hour flight. You can also drive; or take a bus. Expect slightly colder temperatures when traveling from New York City in October; daily highs in Woodstock reach 62°F and lows reach 40°F. Wrap up your sightseeing on the 4th (Wed) early enough to drive to Stowe.

Things to do in Woodstock

Parks · Nature · Historic Sites · Outdoors

Side Trips

Stowe

— 7 nights

The Ski Capital of the East

Stowe bustles in winter when skiers and snowboarders flock here to challenge themselves on the long, steep trails careening down Vermont's tallest peak, Mt.
Attractions like Shelburne Farms and Hope Cemetery make great kid-friendly stops. Explore hidden gems such as Trapp Family Lodge Outdoor Center and Cabot Farmers' Store. Explore the numerous day-trip ideas around Stowe: Rock of Ages Granite Quarry (in Barre), Burlington (Burlington Farmers Market, Esc4pe, &more) and Above Reality Inc. Hot Air Balloon Rides (in Essex). There's still lots to do: snap pictures at Gold Brook Covered Bridge (Emily's Covered Bridge), cruise along Toll Rd, relax in the rural setting at Morse Farm Maple Sugarworks, and appreciate the extensive heritage of Smugglers Notch State Park.

Plan a trip to Stowe easily and quickly by telling Inspirock to suggest an itinerary.

Getting from Woodstock to Stowe by car takes about 1.5 hours. Other options: do a combination of taxi and train; or do a combination of bus and train. Expect a daytime high around 44°F in November, and nighttime lows around 26°F. Finish up your sightseeing early on the 11th (Wed) so you can go by car to Lincoln.

Things to do in Stowe

Outdoors · Parks · Historic Sites · Nature

Side Trips

Lincoln

— 7 nights
Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
Bring the kids along to Lost River Gorge and Boulder Caves and Sabbaday Falls. You'll discover tucked-away gems like Franconia Notch State Park and Cannon Mountain. Explore the numerous day-trip ideas around Lincoln: Holderness (Squam Lakes Natural Science Center & West Rattlesnake Mountain), Polar Caves Park (in Rumney) and Moulton Farm (in Meredith). categoryPhrases.sentence.On_the_day_spend_an_exhilarating_day_on_the_slopes_at. There's much more to do: surround yourself with nature on Pemi Valley Moose Tours, get in on the family fun at Clark's Trading Post, stroll the grounds of Wallace Horse Cemetery, and explore the striking landscape at The Basin at Franconia Notch State Park.

To see other places to visit, traveler tips, more things to do, and more tourist information, use the Lincoln online journey builder.

Traveling by car from Stowe to Lincoln takes 2 hours. Alternatively, you can take a bus; or take a bus. In November in Lincoln, expect temperatures between 45°F during the day and 27°F at night. Finish up your sightseeing early on the 18th (Wed) so you can go by car to North Conway.

Things to do in Lincoln

Parks · Outdoors · Nature · Tours

Side Trips

North Conway

— 7 nights
North Conway combines colonial New England architecture with outlet shops selling goods from some of the world's most recognizable brands, all set amid the scenery of the White Mountains.
Bring the kids along to Zeb's General Store and Jackson Falls. You'll discover tucked-away gems like Glen Ellis Falls and White Mountain National Forest. Explore the numerous day-trip ideas around North Conway: Castle in the Clouds (in Moultonborough), Wright Museum of WWII (in Wolfeboro) and Crawford Notch State Park (in Hart's Location). There's much more to do: take in the dramatic scenery at Arethusa Falls, see the sky in a new way at Mount Washington Observatory Weather Discovery Center, buy something for everyone on your list at Settlers Green, and take in the views from Sunday River Covered Bridge.

For reviews, photos, where to stay, and tourist information, go to the North Conway online itinerary planner.

Getting from Lincoln to North Conway by car takes about 1.5 hours. In November, daily temperatures in North Conway can reach 50°F, while at night they dip to 32°F. Cap off your sightseeing on the 25th (Wed) early enough to go by car to Bar Harbor.

Things to do in North Conway

Parks · Nature · Outdoors · Winter Sports

Side Trips

Bar Harbor, Mount Desert Island

— 8 nights
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Explore hidden gems such as Champlain Mountain & Beehive Loop Trail and Carriage Roads. You'll visit kid-friendly attractions like Schoodic Point and Gorham Mountain Trail. When in Bar Harbor, make a side trip to see Ship Harbor Nature Trail in Bass Harbor, approximately Bass Harbor away. There's much more to do: indulge in some personalized pampering at some of the best spas, walk around Village Green, explore the striking landscape at Otter Cliff, and trek along Cadillac Mountain North Ridge Trail.

To see traveler tips, more things to do, other places to visit, and other tourist information, read Bar Harbor trip itinerary planner.

Traveling by car from North Conway to Bar Harbor takes 4.5 hours. Alternatively, you can do a combination of car and bus; or do a combination of bus and flight. November in Bar Harbor sees daily highs of 46°F and lows of 30°F at night. Finish your sightseeing early on the 3rd (Thu) to allow enough time to drive to Camden.

Things to do in Bar Harbor

Parks · Outdoors · Trails · Nature

Side Trips

Camden

— 6 nights
You'll explore the less-touristy side of things at Marshall Point Lighthouse Museum and High Street Historic District. Kids will appreciate attractions like Camden Harbor Park and Amphitheatre and Maine Lighthouse Museum. Explore the numerous day-trip ideas around Camden: Penobscot Narrows Bridge and Observatory (in Prospect), Cap'n Fish's Cruises (in Boothbay Harbor) and Rachel Carson Salt Pond Preserve (in New Harbor).

For ratings, reviews, photos, and tourist information, read Camden trip builder.

You can drive from Bar Harbor to Camden in 2 hours. Alternatively, you can take a bus. Expect a daytime high around 37°F in December, and nighttime lows around 22°F. Finish your sightseeing early on the 9th (Wed) so you can drive to Portland.

Things to do in Camden

Historic Sites · Museums · Parks · Wildlife

Side Trips

Portland

— 12 nights

The Forest City

Maine's biggest and perhaps most vibrant city, Portland was established as a fishing village in 1633 and grew to become New England's largest port.
Kids will enjoy Fort Williams Park and St. Ann's Episcopal Church. Head to Kittery Trading Post and Freeport Shopping Outletsfor plenty of shopping. Venture out of the city with trips to Ogunquit (Footbridge Beach, Abacus, &more), York Beach (Short Sands Beach & Long Sands Beach) and Kennebunkport (Ocean Ave, Walker's Point, &more). There's much more to do: see the interesting displays at Maine Narrow Gauge Railroad Company and Museum, admire the majestic nature at Bradbury Mountain State Park, tour the pleasant surroundings at Wells Reserve at Laudholm, and contemplate the long history of Wadsworth-Longfellow House.

To see ratings, other places to visit, where to stay, and other tourist information, refer to the Portland holiday planning app.

Getting from Camden to Portland by car takes about 2 hours. Other options: take a bus. Expect a daytime high around 37°F in December, and nighttime lows around 22°F. Cap off your sightseeing on the 21st (Mon) early enough to go by car to Chatham.

Things to do in Portland

Parks · Outdoors · Beaches · Nature

Side Trips

Chatham

— 5 nights
Chatham is a town in Barnstable County, Massachusetts, United States, Barnstable County being coextensive with Cape Cod. Head to Chatham Pier and Fish Market and Addison Art Galleryfor some retail therapy. Family-friendly places like Cape Cod National Seashore and Skaket Beach will thrill your kids. Get out of town with these interesting Chatham side-trips: Whydah Pirate Museum (in West Yarmouth) and Nauset Lighthouse (in Eastham). There's still lots to do: stroll through Bass River Beach, enjoy the sand and surf at Chatham Lighthouse Beach, steep yourself in history at Doane Rock, and take an in-depth tour of Salt Pond Visitor Center.

To find other places to visit, reviews, traveler tips, and more tourist information, use the Chatham online trip itinerary builder.

You can drive from Portland to Chatham in 4 hours. Other options are to do a combination of bus and flight; or take a bus. Traveling from Portland in December, expect Chatham to be somewhat warmer, temps between 45°F and 33°F. Wrap up your sightseeing on the 26th (Sat) to allow time to fly back home.

Things to do in Chatham

Parks · Outdoors · Beaches · Historic Sites

Side Trips