Chesterfield Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
19 Jul - 20 Jul
Tomorrow
20 Jul - 21 Jul
Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug

Filter by

Guest rating
Guest rating
Property class

Top 10 Chesterfield hotels and places to stay

Inn at Valley Farms
Library

Inn at Valley Farms

2.0 star property
10.0 out of 10, Exceptional, (8)
"Wonderful location and property"
The price is ₹13,109
₹14,224 total
includes taxes & fees
22 Jul - 23 Jul
Inn at Valley Farms
The Engel House
Exterior

The Engel House

3.0 star property
9.4 out of 10, Exceptional, (13)
"The perfect Vermont Bed and Breakfast. "
The Engel House
Green River Bridge Inn
Exterior

Green River Bridge Inn

3.0 star property
10.0 out of 10, Exceptional, (3)
"The area is beautiful and the inn is lovely. I would highly recommend to anyone visiting the area. "
The price is ₹17,431
₹18,999 total
includes taxes & fees
27 Jul - 28 Jul
Green River Bridge Inn
Rodeway Inn
Lobby

Rodeway Inn

2.0 star property
6.2 out of 10, (277)
"It's the off season so it was very quiet. The stay was great, no complaints "
The price is ₹7,250
₹7,903 total
includes taxes & fees
17 Aug - 18 Aug
Rodeway Inn
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.4 out of 10, Exceptional, (51)
"Overall great spot!"
Deerfield Valley Inn
Best Western Plus Keene Hotel
Exterior

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very good, (1001)
"Nice hotel "
The price is ₹11,534
₹12,515 total
includes taxes & fees
20 Jul - 21 Jul
Best Western Plus Keene Hotel
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (131)
"Beautiful Inn!! Very happy customer ! I’ll be back !"
The Burrell House
The One Cat B&B
Exterior

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (75)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
The price is ₹18,399
₹20,239 total
includes taxes & fees
27 Jul - 28 Jul
The One Cat B&B
Black Mountain Inn
Front of property

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (445)
"Even better than expected. Would absolutely stay there again."
The price is ₹9,909
₹10,900 total
includes taxes & fees
24 Jul - 25 Jul
Black Mountain Inn
Windham Hill Inn
Mountain view

Windham Hill Inn

4.0 star property
8.4 out of 10, Very good, (36)
"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. "
The price is ₹16,269
₹17,733 total
includes taxes & fees
20 Jul - 21 Jul
Windham Hill Inn
The Inn At Quail Run
Seasonal outdoor pool

The Inn At Quail Run

2.5 star property
9.0 out of 10, Wonderful, (64)
"Exceptional service beautiful place "
The price is ₹18,507
₹20,357 total
includes taxes & fees
21 Jul - 22 Jul
The Inn At Quail Run
Vikings Villages Resort
Deluxe Chalet | 2 bedrooms, premium bedding, down duvets, in-room safe

Vikings Villages Resort

2.0 star property
10.0 out of 10, Exceptional, (109)
"Loved the place! "
The price is ₹17,016
₹19,846 total
includes taxes & fees
11 Aug - 12 Aug
Vikings Villages Resort
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout curtains, iron/ironing board

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1002)
"Great stay"
The price is ₹8,276
₹8,979 total
includes taxes & fees
3 Aug - 4 Aug
Days Inn by Wyndham Keene NH
Hike & Swim On-site: Cozy Falls Brook Cabin
House (2 Bedrooms) | Interior

Hike & Swim On-site: Cozy Falls Brook Cabin

3.0 star property
10.0 out of 10, Exceptional, (2)
The price is ₹15,336
₹33,762 total
includes taxes & fees
26 Jul - 27 Jul
Hike & Swim On-site: Cozy Falls Brook Cabin
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (152)
"Loved our stay. Beautifully decorated and I was able to play the house guitar in common room which was a unique touch I really enjoyed. Would gladly stay here again."
The price is ₹16,259
₹17,640 total
includes taxes & fees
24 Jul - 25 Jul
The Carriage Barn Inn
Farm Road Estate
Seasonal outdoor pool

Farm Road Estate

3.0 star property
10.0 out of 10, Exceptional, (65)
"Love this property so much. It was very quiet, relaxing and having the two restaurants on site was a plus. The food at both restaurants were really good and all the amenities that they offered, top-notch, we will definitely be staying here again."
The price is ₹10,601
₹16,395 total
includes taxes & fees
28 Jul - 29 Jul
Farm Road Estate
The Inn At Crumpin Fox
Front of property

The Inn At Crumpin Fox

2.5 star property
9.2 out of 10, Wonderful, (305)
"Very nice and very responsive staff"
The price is ₹16,284
₹18,189 total
includes taxes & fees
13 Aug - 14 Aug
The Inn At Crumpin Fox
Travelodge by Wyndham Brattleboro VT
Reception

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (685)
"Quiet, comfortable and dog friendly. Pleasant host at check in"
The price is ₹6,894
₹7,583 total
includes taxes & fees
22 Jul - 23 Jul
Travelodge by Wyndham Brattleboro VT
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (221)
"Nice and comfortable great breakfast"
Harvest Barn Inn
Inn on Putney Road
Exterior

Inn on Putney Road

4.0 star property
9.8 out of 10, Exceptional, (48)
"The folks were nice and accommodating. The breakfast was absolutely fantastically delicious. We would recommend this B&B to all our family and friends."
The price is ₹22,834
₹25,117 total
includes taxes & fees
20 Jul - 21 Jul
Inn on Putney Road
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Chesterfield

Escape to Chesterfield! Enjoy its dining and history.

See all hotels in Chesterfield
Chesterfield which includes autumn leaves, forest scenes and tranquil scenes

Top Chesterfield Hotel Reviews

Frequently asked questions

Where is the best place to stay in Chesterfield?

Colonial Motel And Spa, located 4.5 mi (7.3 km) from the heart of Chesterfield, is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are Hampton Inn Brattleboro and Latchis Hotel. 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! Most hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.

What are some accommodation options with pools in Chesterfield?

Colonial Motel And Spa: Features 2 indoor swimming 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 with an on-site pool. View all hotels with pools in Chesterfield.

What is staying in Chesterfield like?

Visitors can enjoy all that Chesterfield has to offer, including the shopping and restaurants. There are 508 hotels and other accommodation options in the surrounding area. Find out more about Chesterfield.

What should I see while I'm in Chesterfield?

Favourite 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. Take a look at what more there is 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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Chesterfield are January, March, November and February, with each month seeing an average of 23 cm of snowfall.