
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
Price found within the past 48 hours. Click for updated prices.

Moultonborough Inn
Price was CA $1,080, price is now CA $820 per person
CA $820
per person
Oct 12 - Oct 18
found 7 hours ago
Roundtrip flight included
Vancouver (YVR) to Manchester (MHT)
9/10 Wonderful! (173 reviews)
Beds were great, everything is new. Kitchenette is convenient. Convenience store right next door.
I messaged that stairs are a problem and they called and emailed that we would be on the first floor. Not much room in the bathroom, only sink is part of kitchenette, but there is counter space for toiletries there.
Reviewed on Aug. 11, 2025

The Centennial
Price was CA $1,561, price is now CA $967 per person
CA $967
per person
Oct 12 - Oct 18
found 7 hours ago
Roundtrip flight included
Vancouver (YVR) to Manchester (MHT)
8.8/10 Excellent! (997 reviews)
Beautiful property. Very clean and spacious rooms. Charming with a lot of character. Very good value for the price!! Highly highly recommend!!
Reviewed on Aug. 30, 2025


Hampton Inn by Hilton Concord/Bow
Price was CA $1,048, price is now CA $869 per person
CA $869
per person
Oct 12 - Oct 18
found 7 hours ago
Roundtrip flight included
Vancouver (YVR) to Manchester (MHT)
8.6/10 Excellent! (1,007 reviews)
Tom was very courteous and very pleasent when I checked in. He informed me of breakfast times and locations. Pool and gym locations. Tom asked if i wanted to know about any restaurants close by if I wanted to go out for the night. Tom is Truly in the right field of customer service even though my stay was for one night I would return.
Reviewed on Aug. 25, 2025

Holiday Inn Express & Suites Merrimack by IHG
Price was CA $1,040, price is now CA $884 per person
CA $884
per person
Oct 12 - Oct 18
found 7 hours ago
Roundtrip flight included
Vancouver (YVR) to Manchester (MHT)
8.8/10 Excellent! (1,010 reviews)
I like this hotel however last night the patron in the room above me was very loud
Reviewed on Aug. 27, 2025
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 CA $172 per night from Sep 7 to Sep 8
CA $172
CA $187 total
Sep 7 - Sep 8
includes taxes & fees

Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Aug 31 to Sep 1
CA $154
CA $169 total
Aug 31 - Sep 1
includes taxes & fees

Hampton Inn Brattleboro
1378 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Sep 7 to Sep 8
CA $174
CA $191 total
Sep 7 - Sep 8
includes taxes & fees
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.