Hotels in Chesterfield from P5,665 for 2025 - Fully Refundable Options

Top 10 trending Chesterfield hotels

"Clean room, extremely quiet with full occupancy, kind inkeeper."

P8,506 total

includes taxes & fees

Nov 2 - Nov 3

"Good value for a two night stay for work "

P7,058 total

includes taxes & fees

Oct 8 - Oct 9

"Excellent staff!"

P8,336 total

includes taxes & fees

Nov 2 - Nov 3

Premium bedding, individually decorated, individually furnished, desk

"Excellent staff at front desk and Lori who serves breakfast is wonderful "

P8,790 total

includes taxes & fees

Nov 3 - Nov 4

"The hotel is on a beautiful river front and the grounds are lovely. We drove to find dinner and it was easy enough. The hotel has a wonderful, helpful staff. "

P9,553 total

includes taxes & fees

Oct 27 - Oct 28

"Good room, great breakfast options "

P9,705 total

includes taxes & fees

Nov 4 - Nov 5

"For the money during peep season it was ok. Otherwise it’s a low quality stay"

P5,665 total

includes taxes & fees

Oct 8 - Oct 9

"Check in was easy and there is coffee available 24 hours a day!"

P7,718 total

includes taxes & fees

Nov 3 - Nov 4

"Great location in downtown Brattleboro, close to shops and restaurants. Staff are friendly and helpful. "

P8,954 total

includes taxes & fees

Nov 2 - Nov 3

"Nice place to stay for the night."

P8,912 total

includes taxes & fees

Oct 8 - Oct 9

In-room safe, desk, blackout drapes, iron/ironing board

"Comfortable night stay. Would repeat "

P6,404 total

includes taxes & fees

Nov 4 - Nov 5

"We had a lovely time staying here. "

"Very enjoyable stay"

"This place was amazing, beautiful and the staff was great. We will be coming back here again. Visit the waterfalls in the area, beautiful. Great romantic getaway. "

P11,922 total

includes taxes & fees

Oct 21 - Oct 22

"We stayed in the loft room and it was great! Right downtown, free parking right out the back and the staff is super nice. I would definitely go back!"

P10,297 total

includes taxes & fees

Nov 2 - Nov 3

"the breakfast was good… rooms clean "

P6,780 total

includes taxes & fees

Nov 2 - Nov 3

"Clean room and great breakfast"

P6,543 total

includes taxes & fees

Nov 5 - Nov 6

"Welcoming staff and wonderful atmosphere!"

2 bedrooms, premium bedding, down comforters, in-room safe

"Favorite place to stay in New England bar none!! "

P14,785 total

includes taxes & fees

Nov 2 - Nov 3

"So much charm! This place was absolutely outstanding. Already trying to figure out how we can come back for a longer stay."

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Learn more about Chesterfield

Tucked along the Connecticut River, this charming New England town offers peaceful kayaking and hiking trails through Pisgah State Park. Spend summer days swimming at Spofford Lake, where local families gather for picnics and the annual Old Home Day celebrations.

See all hotels in Chesterfield

Chesterfield showing forests, tranquil scenes and autumn leaves

Top Chesterfield Hotel Reviews

The Covered Bridge Inn

10/10 Excellent

"We were initially put off by the look of the outside of this “Inn”! But it turns out we were greeted by a smiling and polite person during check in. The room was large, clean, and comfortable. The bathroom had thick towels and well stocked. All and all it was a very pleasant stay at a very reasonable price!"

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"After a small snafu at check-in to a room that hadn’t been fully cleaned yet (it turns out after 60+ rooms had been vacated that morning), the desk clerk quickly moved my room and called to check to make sure everything was suitable. The room was quiet, clean, and the bed comfortable, with great WiFi. I will stay here again! "

Deerfield Valley Inn

10/10 Excellent

"We loved our stay in Deerfield Valley Inn. One of the best inns in Southern Vermont that we stayed in. The room was spacious, cozy, clean and elegantly decorated with a fireplace. The staff were super friendly and accommodating. The inn was right in the middle of the town so everything was walking distance. Definitely going back and highly recommend for a relaxing getaway."

More cheap stays in Chesterfield

Hampton Inn Brattleboro

1378 Putney Road, Brattleboro, VT

P5,948

P6,543 total

Nov 5 - Nov 6

includes taxes & fees

8.2/10 Very Good! (895 reviews)

Frequently asked questions

Where is the best place to stay in Chesterfield?

Keene Elm City Hotel, an Ascend Collection Hotel, located 9.2 mi (14.8 km) from the heart of Chesterfield, is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Econo Lodge Brattleboro and The Covered Bridge Inn. See all available top hotels, or vacation rentals in Chesterfield.

If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?

Yes, you'll find most hotel reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.

Where can I learn more about changing or cancelling my trip to Chesterfield?

For more details about rescheduling or cancelling your trip to Chesterfield, click here.

Where is the best place to stay close to Asbury United Methodist Church?

Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located 4.8 mi (7.7 km) from Asbury United Methodist Church. Other good options within 5 miles include Colonial Motel And Spa and Hampton Inn Brattleboro.

What is the best accommodation for staying close to Manchester-Boston Regional Airport (MHT)?

Best Western Plus Executive Court Inn & Conference Center is a popular 3-star hotel featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.2 km) from Manchester-Boston Regional Airport. Other choices near the airport are Super 8 by Wyndham Manchester Airport and Country Inn & Suites by Radisson, Manchester Airport, NH.

What is staying in Chesterfield like?

Visitors can enjoy all that Chesterfield has to offer including the shopping and restaurants. There are 505 hotels and other accommodations in the surrounding area. Find out more about Chesterfield.

What are the top places to visit in Chesterfield?

Favorite places to visit include Asbury United Methodist Church, Pisgah State Park, and Chesterfield Town Hall. You'll also find Spofford Lake and Madame Sherri Forest in the area. Check out what more to see and do in Expedia's Chesterfield guide.

What's the weather like in Chesterfield?

The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Chesterfield are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.

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Top 10 trending Chesterfield hotels

The Inn At Crumpin Fox