
Chesterfield Holidays
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Your Chesterfield Holiday
Our Chesterfield holiday packages allow you to customise your own adventure. Tailor your journey to your interests and needs and make the most of your time in this interesting city. Fill up your itinerary with tours of Spofford Lake, Madame Sherri Forest and Asbury United Methodist Church, some of the top attractions you just have to see during a trip to Chesterfield. A couple of quick clicks is all it takes to craft your perfect Chesterfield holiday on Expedia.
Chesterfield Holiday
Chesterfield Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Population | 3,800 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Colonial Theatre, Historical Society of Cheshire County and Pisgah State Park |
Our pick of the best Chesterfield Hotel Deals

Keene Elm City Hotel, Ascend Hotel Collection
175 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
The price is AU$209 per night from 25 Aug to 26 Aug
AU$209
25 Aug - 26 Aug
includes taxes & fees
8.4/10 Very Good! (881 reviews)
"Had a great time at this location"
Reviewed on 19 Aug. 2025

Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is AU$237 per night from 25 Aug to 26 Aug
AU$237
25 Aug - 26 Aug
includes taxes & fees
6.6/10 (1,006 reviews)
"Staff was helpful. Quiet area"
Reviewed on 17 Aug. 2025

Hampton Inn Brattleboro
1378 Putney Road, Brattleboro, VT
The price is AU$207 per night from 2 Sept to 3 Sept
AU$207
2 Sept - 3 Sept
includes taxes & fees
8/10 Very Good! (866 reviews)
"Great beach and nice rooms Breakfast can improve and pool is small"
Reviewed on 17 Aug. 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.