Chesterfield Hotels

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Check Chesterfield hotel prices

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May 2 - May 3
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May 3 - May 4
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May 3 - May 5
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May 10 - May 12

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Top 10 trending Chesterfield hotels

Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Interior
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
3.5 star property
10.0 out of 10, Exceptional, (1)
"We had a truly wonderful stay. The cottage and property are beautiful, peaceful and very special. Great views! Our host thought of everything, it's very comfortable and lovely. Best place to stay in Southern Vermont! Don't miss the Tiny Bread Box on Saturdays; it's just up the road. We'll defiantly be back for another visit."
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Historic Home w/ Modern Updates on 3.5 Acres
Interior
Historic Home w/ Modern Updates on 3.5 Acres
3.5 star property
10.0 out of 10, Exceptional, (1)
Historic Home w/ Modern Updates on 3.5 Acres
The Carriage Barn Inn
Free daily continental breakfast
The Carriage Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (120)
"The hosts were wonderfully helpful!"
The price is P8,955
P9,716 total
includes taxes & fees
May 9 - May 10
The Carriage Barn Inn
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The One Cat B&B
Exterior detail
The One Cat B&B
2.5 star property
9.6 out of 10, Exceptional, (65)
"This is an awesome B&B! Pat and Conrad are great hosts and they live on site so they are available if you need anything. The room was clean and very spacious. There was comfortable seating in addition to the bed. The room had it's own Keurig machine and it's own AC/heat system. Breakfast the next morning was delicious. Several food and drink options to consider. Also, Conrad bakes his own bread. I had the maple oat bread which was so good. This was my first time in Brattleboro. I will definitely...
The price is P10,747
P11,821 total
includes taxes & fees
May 13 - May 14
The One Cat B&B
Centennial House
Exterior detail
Centennial House
3.5 star property
9.4 out of 10, Exceptional, (125)
"Loved our stay"
The price is P11,507
P12,163 total
includes taxes & fees
May 5 - May 6
Centennial House
The Inn At Crumpin Fox
Terrace/patio
The Inn At Crumpin Fox
2.5 star property
9.2 out of 10, Wonderful, (220)
"It was as described"
The price is P9,827
P10,978 total
includes taxes & fees
May 16 - May 17
The Inn At Crumpin Fox
Hampton Inn & Suites Keene
Reception
Hampton Inn & Suites Keene
2.5 star property
9.0 out of 10, Wonderful, (160)
"The room was comfortable and clean. Breakfast was great "
The price is P7,078
P7,679 total
includes taxes & fees
May 23 - May 24
Hampton Inn & Suites Keene
Courtyard by Marriott Keene Downtown
Hypo-allergenic bedding, in-room safe, desk, laptop workspace
Courtyard by Marriott Keene Downtown
3.0 star property
8.8 out of 10, Excellent, (895)
"Cleanest hotel bathroom I've ever seen. Good food. Friendly staff. "
The price is P7,337
P7,961 total
includes taxes & fees
May 20 - May 21
Courtyard by Marriott Keene Downtown
Holiday Inn Express Keene, an IHG Hotel
Indoor pool
Holiday Inn Express Keene, an IHG Hotel
2.5 star property
8.4 out of 10, Very Good, (718)
"Great stay, great staff! "
The price is P7,286
P7,905 total
includes taxes & fees
May 14 - May 15
Holiday Inn Express Keene, an IHG Hotel
Latchis Hotel
Interior
Latchis Hotel
2.5 star property
8.4 out of 10, Very Good, (559)
"Fun place to stay "
The price is P6,361
P6,997 total
includes taxes & fees
May 5 - May 6
Latchis Hotel
Best Western Plus Keene Hotel
Interior entrance
Best Western Plus Keene Hotel
3.0 star property
8.2 out of 10, Very Good, (1000)
"breakfast area was the best equipped of any I have ever stayed at!"
The price is P8,038
P8,721 total
includes taxes & fees
May 5 - May 6
Best Western Plus Keene Hotel
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout drapes, iron/ironing board
Days Inn by Wyndham Keene NH
2.0 star property
7.4 out of 10, Good, (870)
"Had a nice stay. Nice and quiet, bed was comfortable and shower had great pressure. The furniture was outdated, but everything was clean and functioned well. Near stores and restaurants and the main roads. The breakfast was a bit lacking, but the coffee was good. "
The price is P4,915
P5,333 total
includes taxes & fees
May 8 - May 9
Days Inn by Wyndham Keene NH
Econo Lodge Brattleboro
View from room
Econo Lodge Brattleboro
2.0 star property
5.8 out of 10, (485)
"Clean quiet and affordable place with a friendly staff. Small critique: put a small shelf in the shower for shampoo/soap etc. "
The price is P6,552
P7,207 total
includes taxes & fees
May 9 - May 10
Econo Lodge Brattleboro
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See all available 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.

More cheap stays in Chesterfield

The Covered Bridge Inn

The Covered Bridge Inn

1043 Putney Road, Brattleboro, VT
The price is P5,478 per night from May 6 to May 7
P5,478
per night
6 May - 7 May
8.2/10 Very Good! (1,001 reviews)

Near an Attraction

Image for Asbury United Methodist Church

Asbury United Methodist Church

You can learn about the history of Chesterfield with a trip to Asbury United Methodist Church. Amble around the area's riverfront, or seek out its ski slopes.

See properties
Asbury United Methodist Church

Chesterfield hotels information

Number of reviews
4,680
Accommodation
475 hotels
Lowest Price
P4,915
Highest Price
P11,507

Frequently asked questions

Where is the best place to stay in Chesterfield?

The Covered Bridge Inn, located 4.4 mi (7.1 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 Colonial Motel And Spa and Hampton Inn Brattleboro. 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 are some accommodations with pools in Chesterfield?

Colonial Motel And Spa: Features 2 indoor pools, a children's pool, and a sauna. Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel and Hampton Inn Brattleboro are a couple of other choices that offer an onsite pool. View all hotels with pools in Chesterfield.

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 475 hotels and other accommodations in the surrounding area. Find out more about Chesterfield.

What are the top places to visit in Chesterfield?

A couple of favorite places to visit are Asbury United Methodist Church and Pisgah State Park. 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.

Recent Reviews in Chesterfield
Expedia verified reviews

The Covered Bridge Inn

The Covered Bridge Inn

5/5 Excellent
"This is a cheap hotel that is out of date but the room was spotless, no odors in room or bed! Very comfortable beds. Breakfast was basic but great bagels and real orange juice! The bat/shower looked brand new. Orbitz description said hotel was staffed until 11:00 pm but I called them to let them know we would be coming later and was told they are only there until 9:00 pm. They had a secure system for getting our key and it was easy snd flawless. Would def stay here again when needing a cheap clean room for the night. Also liked that Dunkin, Wendy’s and McDonalds are next door. "
A verified traveler stayed at The Covered Bridge Inn
Posted 2 days ago
The Covered Bridge Inn