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Check prices for these dates

This weekend
22 May - 24 May
Next weekend
29 May - 31 May

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Our top choices for Chesterfield hotels

Restaurant

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,007 reviews)
"Clean rooms, the full breakfast was a great addition! Friendly staff, clean pool!!!"
United States
Tracie
The price is NZ$284
includes taxes & fees
26 May - 27 May
Best Western Plus Keene Hotel
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,003 reviews)
"Perfect for an overnight!"
United States
Lori
The price is NZ$163
includes taxes & fees
27 May - 28 May
The Putney Inn
Free daily continental breakfast

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (172 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is NZ$320
includes taxes & fees
1 June - 2 June
The Carriage Barn Inn
Deluxe Chalet | Exterior

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (194 reviews)
"Such a cozy space in the chalet. Wish we had stayed more than an overnight to enjoy accommodations. "
United States
Jan
The price is NZ$269
includes taxes & fees
27 May - 28 May
Vikings Villages Resort
Free breakfast

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (978 reviews)
"Clean room, great included breakfast, staff was nice and overall was just a good time"
United States
Savanna
The price is NZ$237
includes taxes & fees
7 June - 8 June
Hampton Inn Brattleboro
Lobby

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (806 reviews)
"Staff were friendly and the breakfast was very good, great selection of items to choose from 🙂"
United States
Desiree
The price is NZ$258
includes taxes & fees
27 May - 28 May
Comfort Inn & Suites Brattleboro I-91
Front of property

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (354 reviews)
"Great breakfast!"
United States
Billie
The price is NZ$280
includes taxes & fees
26 May - 27 May
Colonel Williams Inn
Exterior

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,004 reviews)
"Great stay "
United States
Rashida
The price is NZ$258
includes taxes & fees
28 May - 29 May
Keene Elm City Hotel, an Ascend Collection Hotel
Porch

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (265 reviews)
"Excellent hosts provided a terrific stay!"
United States
Mark
The price is NZ$270
includes taxes & fees
21 May - 22 May
Harvest Barn Inn
Front of property

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (491 reviews)
"Small place. Retro style. Nice for a stop over. Clean room. Felt safe. Super helpful staff. "
United States
Grace
The price is NZ$249
includes taxes & fees
27 May - 28 May
Black Mountain Inn
Exterior

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (775 reviews)
The price is NZ$349
includes taxes & fees
2 June - 3 June
Fairfield Inn & Suites by Marriott Keene Downtown
Exterior

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (166 reviews)
"Self check-in and checkout. Room was very clean but a bit too much potpourri for my allergies. Will stay here again when in Keene. "
United States
Charles
The price is NZ$266
includes taxes & fees
25 May - 26 May
The Burrell House
Lobby

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,003 reviews)
"Excellent breakfast good parking safe atmosphere helpful staff and very clean overall "
United States
Danny
The price is NZ$330
includes taxes & fees
7 June - 8 June
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Restaurant

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (312 reviews)
"Such a cool place, so much to explore with the history. The staff is fantastic… we had a blast!"
United States
Jenifer
The price is NZ$342
includes taxes & fees
25 May - 26 May
The White House Inn
Exterior

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (58 reviews)
"Fabulous home, breakfast, staff, and location. Excellent value! Will definitely be back!"
United States
Mary
The price is NZ$532
includes taxes & fees
27 May - 28 May
Inn on Putney Road
Exterior

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,001 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is NZ$199
includes taxes & fees
27 May - 28 May
Days Inn by Wyndham Keene NH
Exterior

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (364 reviews)
"Nice simple place clean and well run by a very good innkeeper. Will return."
United States
Kevin
The price is NZ$315
includes taxes & fees
26 May - 27 May
The Inn At Crumpin Fox
Front of property

Windmill Motel Restaurant

Windmill Motel Restaurant
2.0 star property
Bernardston
9.2 out of 10, Wonderful, (12 reviews)
"Clean room, good prices, friendly staff"
United States
Amy
The price is NZ$257
includes taxes & fees
28 May - 29 May
Windmill Motel Restaurant
Free daily continental breakfast

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,002 reviews)
"Clean room, useful fridge and microwave, safe parking."
United States
Elizabeth
The price is NZ$243
includes taxes & fees
16 June - 17 June
The Covered Bridge Inn
Free daily buffet breakfast

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (385 reviews)
"Clean rooms, good location, easy parking, excellent service!"
United States
Kerry
The price is NZ$370
includes taxes & fees
9 June - 10 June
Hampton Inn & Suites Keene
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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Stay near popular Chesterfield attractions

Chesterfield Town Hall

After visiting Chesterfield Town Hall, make a plan to see the other sights and activities in Chesterfield. Make some time to visit the shops while you're in the area.
See properties

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

Top Chesterfield Hotel Reviews

The Inn At Crumpin Fox

The Inn At Crumpin Fox

10/10 Excellent
"The property was surrounded beautifully by trees with pleasant sitting areas in the inner courtyard. A cozy relaxed environment. The weekend breakfast was satisfactory with enough choices Staff were very helpful and pleasant. Eager to please"
ellen m 2-night trip
Posted 5 hours ago
The Inn At Crumpin Fox

More cheap accommodation in Chesterfield

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
The price is NZ$199 per night from 27 May to 28 May
NZ$199
27 May - 28 May
includes taxes & fees
7/10 Good! (1,001 reviews)

Frequently asked questions

Where is the best place to stay in Chesterfield?
Hampton Inn Brattleboro, located 4.2 mi (6.7 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 Best Western Plus Keene Hotel and Latchis Hotel. See all available top hotels, or vacation rentals in Chesterfield.
What are some of the best holiday rentals that Chesterfield has to offer?
The Jelly Mill-A Peaceful River Retreat: This holiday home rental outside of Chesterfield is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind. See all 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 is staying in Chesterfield like?
Visitors can enjoy all that Chesterfield has to offer, including the shopping and restaurants. There are 527 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 Pisgah State Park, Asbury United Methodist Church 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.

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