
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

Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is AU$236 per night from 11 Aug to 12 Aug
AU$236
11 Aug - 12 Aug
includes taxes & fees
6.6/10 (1,002 reviews)
"Always a pleasure to stay at the Colonial"
Reviewed on 28 Jul. 2025

Hampton Inn Brattleboro
1378 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is AU$205 per night from 4 Sept to 5 Sept
AU$205
4 Sept - 5 Sept
includes taxes & fees
8/10 Very Good! (862 reviews)
"Didn’t like the fact that I was suppose to be charge when I checked in but they charged my card before I arrived."
Reviewed on 9 Aug. 2025

Keene Elm City Hotel, Ascend Hotel Collection
175 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
The price is AU$208 per night from 17 Aug to 18 Aug
AU$208
17 Aug - 18 Aug
includes taxes & fees
8.4/10 Very Good! (873 reviews)
"Staff were friendly, room clean and comfortable"
Reviewed on 7 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.