
Chesterfield Vacation Packages
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Your Chesterfield Vacation
When a city escape is calling, answer it with a vacation package to Chesterfield. With all your travel arrangements in order before you go, all you need to do here is focus on having the time of your life. Fill your free time with tours of Spofford Lake, Asbury United Methodist Church and Madame Sherris Castle Ruins, some of the top attractions you really should see during your trip to Chesterfield. Whoever you're taking a break with and whatever the size of your budget, your ultimate Chesterfield vacation is just a few clicks away with Expedia.
Top Chesterfield Vacation Deals

Moultonborough Inn
Reviewed on Aug. 11, 2025

White River Inn and Suites
Reviewed on Aug. 25, 2025

Hampton Inn & Suites Manchester-Bedford
Reviewed on Aug. 24, 2025

Mountain Edge Suites at Sunapee, Ascend Hotel Collection
Reviewed on Aug. 25, 2025

Coppertoppe Inn and Retreat Center
Reviewed on Jul. 6, 2025
Chesterfield Hotel Deals

Keene Elm City Hotel, Ascend Hotel Collection
Reviewed on Aug. 23, 2025

Colonial Motel And Spa
Reviewed on Aug. 22, 2025

Hampton Inn Brattleboro
Reviewed on Aug. 24, 2025
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