Chesterfield Hotels from S$114

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Top 10 trending Chesterfield hotels

The Inn At Crumpin Fox

2.5 star property
9.2 out of 10, Wonderful, (325)
"Staff very accomodating, very nice room, "
The price is S$189
includes taxes & fees
2 Nov - 3 Nov
The Inn At Crumpin Fox

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1009)
"Good value for a two night stay for work "
The price is S$135
includes taxes & fees
13 Oct - 14 Oct
The Covered Bridge Inn

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (466)
"Excellent staff!"
The price is S$160
includes taxes & fees
2 Nov - 3 Nov
Black Mountain Inn

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very good, (1011)
"Hotel was great."
The price is S$216
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Keene Hotel

Riverside Hotel, an Ascend Collection Hotel

2.5 star property
9.6 out of 10, Exceptional, (608)
"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. "
The price is S$213
includes taxes & fees
27 Oct - 28 Oct
Riverside Hotel, an Ascend Collection Hotel

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
8.8 out of 10, Excellent, (1000)
"Good room, great breakfast options "
The price is S$221
includes taxes & fees
4 Nov - 5 Nov
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Travelodge by Wyndham Brattleboro VT

2.5 star property
6.0 out of 10, (717)
"For the money during peep season it was ok. Otherwise it’s a low quality stay"
The price is S$114
includes taxes & fees
19 Oct - 20 Oct
Travelodge by Wyndham Brattleboro VT

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (704)
"Check in was easy and there is coffee available 24 hours a day!"
The price is S$171
includes taxes & fees
2 Nov - 3 Nov
Comfort Inn & Suites Brattleboro I-91

Latchis Hotel

2.5 star property
8.4 out of 10, Very good, (801)
"Very nice vintage hotel"
The price is S$191
includes taxes & fees
2 Nov - 3 Nov
Latchis Hotel

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1002)
"Nice place to stay for the night."
The price is S$199
includes taxes & fees
12 Oct - 13 Oct
Colonial Motel And Spa

Days Inn by Wyndham Keene NH

2.0 star property
7.0 out of 10, Good, (1006)
"Comfortable night stay. Would repeat "
The price is S$142
includes taxes & fees
4 Nov - 5 Nov
Days Inn by Wyndham Keene NH

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (69)
"We had a lovely time staying here. "
Deerfield Valley Inn

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 S$256
includes taxes & fees
21 Oct - 22 Oct
Windham Hill Inn

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1003)
"Very enjoyable stay"
The Putney Inn

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (741)
"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!"
The price is S$230
includes taxes & fees
2 Nov - 3 Nov
Fairfield Inn & Suites by Marriott Keene Downtown

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
8.4 out of 10, Very good, (917)
"the breakfast was good… rooms clean "
The price is S$176
includes taxes & fees
26 Oct - 27 Oct
Keene Elm City Hotel, an Ascend Collection Hotel

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very good, (898)
"Breakfast area was the best I've seen in a while!"
The price is S$141
includes taxes & fees
5 Nov - 6 Nov
Hampton Inn Brattleboro

The White House Inn

3.5 star property
9.2 out of 10, Wonderful, (232)
"Welcoming staff and wonderful atmosphere!"
The White House Inn

Vikings Villages Resort

2.0 star property
10.0 out of 10, Exceptional, (137)
"Favorite place to stay in New England bar none!! "
The price is S$307
includes taxes & fees
9 Nov - 10 Nov
Vikings Villages Resort

Four Columns Inn

3.0 star property
9.4 out of 10, Exceptional, (6)
"So much charm! This place was absolutely outstanding. Already trying to figure out how we can come back for a longer stay."
Four Columns Inn
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

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.

Chesterfield which includes tranquil scenes, autumn leaves and forests

Top Chesterfield Hotel Reviews

More cheap stays in Chesterfield

More cheap stays in Chesterfield

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 traveller data. Other good options for your stay in 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! 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 505 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.

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