Name: Hampton Inn Brattleboro
Price range: CA $174

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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

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

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

The Lake Estate on Winnisquam

CA $2,118

per person

Oct 12 - Oct 18

found 7 hours ago

Roundtrip flight included

Vancouver (YVR) to Manchester (MHT)

No reviews

Hampton Inn by Hilton Concord/Bow

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

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

Ready to book your vacation to Chesterfield?

Choose your dates

Chesterfield Hotel Deals

Keene Elm City Hotel, Ascend Hotel Collection

175 Key Rd, Keene, NH

Fully refundableReserve now, pay when you stay

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

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

CA $174

CA $191 total

Sep 7 - Sep 8

includes taxes & fees

See all 484 properties in Chesterfield

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.