32 days in Brattleboro & Carlisle Itinerary

32 days in Brattleboro & Carlisle Itinerary

Created using Inspirock United States travel planner
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Make it your trip
+2
Drive to Ronald Reagan Washington National Airport, Fly to Logan International Airport, Drive to Brattleboro
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Brattleboro
— 15 nights
Drive
2
Carlisle
— 16 nights
Drive

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Brattleboro — 15 nights

Brattleboro, originally Brattleborough, is a town in Windham County, Vermont, United States. Venture out of the city with trips to Manchester (Hildene, The Lincoln Family Home, North Meadow Farm, &more), Charlemont (Bissell Covered Bridge & Zipline) and Deerfield (Historic Deerfield & Clarkdale Fruit Farms). There's lots more to do: brush up on your knowledge of spirits at Saxtons Distillery, get engrossed in the history at Brattleboro Museum & Art Center, walk around Living Memorial Park, and stroll through Bridge of Flowers.

To see maps, other places to visit, where to stay, and tourist information, read our Brattleboro online trip itinerary maker.

Washington DC to Brattleboro is an approximately 6-hour combination of car and flight. You can also drive. Prepare for a bit cooler weather when traveling from Washington DC in September: high temperatures in Brattleboro hover around 74°F and lows are around 50°F. Wrap up your sightseeing on the 21st (Sat) to allow time to travel to Carlisle.
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Parks · Nature · Outdoors · Wildlife
Side Trips

Carlisle — 16 nights

Carlisle is a borough and the county seat of Cumberland County, Pennsylvania, United States. Explore the numerous day-trip ideas around Carlisle: Gettysburg (Abraham Lincoln Statue, David Wills House, &more), Jan Zell Wines (in Chambersburg) and Antietam National Battlefield (in Sharpsburg). There's lots more to do: learn about all things military at United States Army Heritage and Education Center (USAHEC), look for gifts at Castlerigg Wine Shop, take an in-depth tour of Cumberland County Historical Society, and go for a walk through LeTort Spring Run and Nature Trail.

To find photos, traveler tips, and other tourist information, go to the Carlisle travel planner.

Traveling by car from Brattleboro to Carlisle takes 6.5 hours. Alternatively, you can do a combination of car and flight. Expect somewhat warmer evenings in Carlisle when traveling from Brattleboro in September, with lows around 59°F. Wrap up your sightseeing on the 7th (Mon) early enough to travel back home.
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Historic Sites · Museums · Parks · Nature
Side Trips