60 days in New England Itinerary

60 days in New England Itinerary

Created using Inspirock New England sightseeing planner

©
Plan created by another user. Make it yours

Route & dates

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

7
nights
Woodstock

Woodstock ©
Woodstock is the shire town of Windsor County, Vermont, United States. Shop till you drop at Vermont Country Store and Simon Pearce Mill. Step off the beaten path and head to Quechee Gorge and Zipline. Get out of town with these interesting Woodstock side-trips: Buttermilk Falls (in Ludlow), Bridge of Flowers (in Shelburne Falls) and Lye Brook Falls (in Manchester). Spend the 1st (Sun) exploring nature at Marsh - Billings - Rockefeller National Historical Park. There's lots more to do: snap pictures at Taftsville Covered Bridge, trek along Thundering Falls Trail, steep yourself in history at Saint-Gaudens National Historic Site, and get curious at Montshire Museum of Science.

To find maps, reviews, ratings, and more tourist information, you can read our Woodstock online travel planner.

New York City to Woodstock is an approximately 5-hour car ride. You can also fly; or take a bus. Traveling from New York City in October, expect Woodstock to be little chillier, temps between °F and °F. Finish up your sightseeing early on the 4th (Wed) so you can go by car to Stowe.

Things to do in Woodstock

Parks Nature Historic Sites

Side Trips

Quechee, Killington, Buttermilk Falls, Bridge of Flowers, Vermont Country Store
Highlights from your plan
Mount Tom ©
Mount Tom
Montshire Museum of Science ©
Montshire Museum of Science
Killington Resort ©
Killington Resort

7
nights
Stowe

Stowe ©
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 Waterfront Park and Cabot Farmers' Store make great kid-friendly stops. Explore hidden gems such as Mount Mansfield State Forest and Moss Glen Falls. Explore the numerous day-trip ideas around Stowe: Above Reality Inc. Hot Air Balloon Rides (in Essex), Burlington (Burlington Farmers Market, Esc4pe, &more) and Barre (Hope Cemetery & Rock of Ages Granite Quarry). There's still lots to do: experience rural life at Morse Farm Maple Sugarworks, contemplate the long history of Shelburne Farms, cruise along Toll Rd, 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 bus and train; or do a combination of taxi and train. Expect a daytime high around °F in November, and nighttime lows around °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

Side Trips

Burlington, Montpelier, Barre, Cabot Farmers' Store, Shelburne Farms
Highlights from your plan
Mount Mansfield State Forest ©
Mount Mansfield State Forest
Moss Glen Falls ©
Moss Glen Falls
Trapp Family Lodge Outdoor Center ©
Trapp Family Lodge Outdoor Center

7
nights
Lincoln

Lincoln ©
Stretching through the White Mountain National Forest, Lincoln welcomes hikers along the Appalachian Trail.
Bring the kids along to The Basin at Franconia Notch State Park and Clark's Trading Post. You'll discover tucked-away gems like Franconia Notch State Park and Loon Mountain Resort. Explore the numerous day-trip ideas around Lincoln: Holderness (Squam Lakes Natural Science Center & West Rattlesnake Mountain), Blair Bridge (in Campton) and Moulton Farm (in Meredith). And it doesn't end there: tour the pleasant surroundings at Echo Lake Beach, stop by Chutters, get great views at Sugar Hill Scenic Vista, and hit the slopes at Cannon Mountain.

To find more things to do, traveler tips, maps, and other tourist information, read our Lincoln road trip planning website.

Traveling by car from Stowe to Lincoln takes 2 hours. Alternatively, you can take a bus; or take a bus. In November, plan for daily highs up to °F, and evening lows to °F. Finish your sightseeing early on the 18th (Wed) so you can drive to North Conway.

Things to do in Lincoln

Parks Outdoors Nature

Side Trips

Franconia, Littleton, Holderness, Lost River Gorge and Boulder Caves, Polar Caves Park
Highlights from your plan
Franconia Notch State Park ©
Franconia Notch State Park
Clark's Trading Post ©
Clark's Trading Post
The Basin at Franconia Notch State Park ©
The Basin at Franconia Notch State Park

7
nights
North Conway

North Conway ©
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 Cathedral Ledge and Glen Ellis Falls. For shopping fun, head to Zeb's General Store or Settlers Green. Venture out of the city with trips to 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: immerse yourself in nature at Echo Lake State Park, fly down the slopes at Cranmore Mountain Resort, look and learn at Mount Washington Observatory Weather Discovery Center, and kick your exploration up a notch at Monkey Trunks.

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. Other options: take a bus. In November, daily temperatures in North Conway can reach °F, while at night they dip to °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

Side Trips

Jackson, Bethel, Conway, Hart's Location, Castle in the Clouds
Highlights from your plan
Cathedral Ledge ©
Cathedral Ledge
Cranmore Mountain Resort ©
Cranmore Mountain Resort
White Mountain National Forest ©
White Mountain National Forest

8
nights
Bar Harbor, Mount Desert Island

Bar Harbor ©
Bar Harbor is a town on Mount Desert Island in Hancock County, Maine, United States. Explore hidden gems such as Sand Beach and Kayaking & Canoeing. You'll visit kid-friendly attractions like Ocean Path and Schoodic Peninsula. Get out of town with these interesting Bar Harbor side-trips: Schoodic Point (in Winter Harbor) and Ship Harbor Nature Trail (in Bass Harbor). There's much more to do: hike along Champlain Mountain & Beehive Loop Trail, take in the dramatic natural features at Otter Cliff, explore the wealth of natural beauty at Eagle Lake Acadia National Park, and walk around Agamont Park.

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 bus and flight; or do a combination of car and bus. November in Bar Harbor sees daily highs of °F and lows of °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

Side Trips

Acadia National Park, Mount Desert, Schoodic Point, Ship Harbor Nature Trail
Highlights from your plan
Egg Rock Light ©
Egg Rock Light
Sand Beach ©
Sand Beach
Champlain Mountain & Beehive Loop Trail ©
Champlain Mountain & Beehive Loop Trail

6
nights
Camden

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

For reviews, photos, more things to do, and more tourist information, read our Camden tour itinerary maker site.

Traveling by car from Bar Harbor to Camden takes 2 hours. Alternatively, you can take a bus. In December in Camden, expect temperatures between °F during the day and °F at night. Wrap up your sightseeing on the 9th (Wed) early enough to drive to Portland.

Things to do in Camden

Historic Sites Museums Parks

Side Trips

Rockland, Owls Head, Cap'n Fish's Cruises, Marshall Point Lighthouse Museum, Pemaquid Point Lighthouse
Highlights from your plan
Penobscot Narrows Bridge and Observatory ©
Penobscot Narrows Bridge and Observatory
Camden Hills State Park ©
Camden Hills State Park
High Street Historic District ©
High Street Historic District

12
nights
Portland

Portland ©
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 Wells Beach. Head to Kittery Trading Post and Abacusfor plenty of shopping. Venture out of the city with trips to York Beach (Short Sands Beach & Long Sands Beach), Kennebunkport (Ocean Ave, Walker's Point, &more) and Ogunquit (Footbridge Beach & Ogunquit Museum of American Art). The adventure continues: kick back and relax at Casco Bay, take a memorable tour with Tours, look for all kinds of wild species at Rachel Carson National Wildlife Refuge, and get engrossed in the history at Victoria Mansion.

To find where to stay, reviews, photos, and tourist information, read our Portland attractions website.

Traveling by car from Camden to Portland takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around °F in December, and nighttime lows around °F. Finish your sightseeing early on the 21st (Mon) to allow enough time to drive to Chatham.

Things to do in Portland

Parks Outdoors Beaches

Side Trips

Kennebunkport, York, Wells, Ogunquit, Cape Elizabeth
Highlights from your plan
Long Sands Beach ©
Long Sands Beach
Wells Beach ©
Wells Beach
Short Sands Beach ©
Short Sands Beach

5
nights
Chatham

Chatham ©
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 Whydah Pirate Museum will thrill your kids. When in Chatham, make a side trip to see Nauset Lighthouse in Eastham, approximately Eastham away. And it doesn't end there: tour the pleasant surroundings at Bass River Beach, contemplate the long history of Doane Rock, enjoy the sand and surf at Nauset Beach, and get engrossed in the history at Salt Pond Visitor Center.

For where to stay, reviews, maps, and tourist information, refer to the Chatham online itinerary planner.

Traveling by car from Portland to Chatham takes 4 hours. Alternatively, you can take a bus; or take a bus. Plan for somewhat warmer temperatures traveling from Portland in December, with highs in Chatham at °F and lows at °F. Finish your sightseeing early on the 26th (Sat) to allow enough time to drive back home.

Things to do in Chatham

Parks Beaches Outdoors

Side Trips

Eastham, Orleans, Bass River Beach, Cape Cod National Seashore, Whydah Pirate Museum
Highlights from your plan
Cape Cod National Seashore ©
Cape Cod National Seashore
Skaket Beach ©
Skaket Beach
Nauset Beach ©
Nauset Beach

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