Hotels in Chesterfield

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Tonight
Aug 12 - Aug 13
Tomorrow
Aug 13 - Aug 14
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Top 5 hotels in Chesterfield at a glance

Where to stay in Chesterfield?

1. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
$118
$130 total
includes taxes & fees
Sep 8 - Sep 9
Hampton Inn Brattleboro

2. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
$135
$149 total
includes taxes & fees
Sep 6 - Sep 7
Comfort Inn & Suites Brattleboro I-91

3. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
West Chesterfield
$152
$165 total
includes taxes & fees
Sep 10 - Sep 11
Riverside Hotel, an Ascend Collection Hotel

4. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
$173
$190 total
includes taxes & fees
Sep 6 - Sep 7
Holiday Inn Express Hotel & Suites Brattleboro by IHG

5. Colonial Motel

Colonial Motel
Brattleboro
$77
$84 total
includes taxes & fees
Aug 13 - Aug 14
Colonial Motel

6. Latchis Hotel

Latchis Hotel
Brattleboro
$121
$133 total
includes taxes & fees
Aug 23 - Aug 24
Latchis Hotel

7. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
Brattleboro
$65
$71 total
includes taxes & fees
Aug 30 - Aug 31
Travelodge by Wyndham Brattleboro VT

8. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
$120
$130 total
includes taxes & fees
Sep 1 - Sep 2
Keene Elm City Hotel, an Ascend Collection Hotel

9. Black Mountain Inn

Black Mountain Inn
Brattleboro
$139
$153 total
includes taxes & fees
Aug 13 - Aug 14
Black Mountain Inn

10. The Covered Bridge Inn

The Covered Bridge Inn
Brattleboro
$115
$127 total
includes taxes & fees
Aug 26 - Aug 27
The Covered Bridge Inn

11. The Putney Inn

The Putney Inn
Putney
$138
$151 total
includes taxes & fees
Aug 13 - Aug 14
The Putney Inn

12. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
Keene
$93
$101 total
includes taxes & fees
Aug 23 - Aug 24
Days Inn by Wyndham Keene NH

13. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
$149
$162 total
includes taxes & fees
Aug 19 - Aug 20
Best Western Plus Keene Hotel

14. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
$147
$159 total
includes taxes & fees
Aug 30 - Aug 31
Hampton Inn & Suites Keene

15. The Burrell House

The Burrell House
Keene
$122
$136 total
includes taxes & fees
Aug 17 - Aug 18
The Burrell House

16. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
Brattleboro
$89
$98 total
includes taxes & fees
Aug 19 - Aug 20
Econo Lodge Brattleboro South

17. Chesterfield Inn

Chesterfield Inn
West Chesterfield
$301
$327 total
includes taxes & fees
Aug 13 - Aug 14
Chesterfield Inn

18. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
Keene
$161
$174 total
includes taxes & fees
Aug 26 - Aug 27
Fairfield Inn & Suites by Marriott Keene Downtown

19. Vikings Villages Resort

Vikings Villages Resort
Guilford
$170
$199 total
includes taxes & fees
Sep 8 - Sep 9
Vikings Villages Resort

20. Windmill Motel Restaurant

Windmill Motel Restaurant
Bernardston
$122
$136 total
includes taxes & fees
Aug 13 - Aug 14
Windmill Motel Restaurant
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Top landmarks in Chesterfield

Asbury United Methodist Church

If you're planning a bit of sightseeing during your trip, head to Asbury United Methodist Church— just one of the monuments in central Chesterfield.
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Chesterfield Town Hall

Chesterfield Town Hall is worth a visit when in central Chesterfield.
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Learn more about Chesterfield

Chesterfield is well-known for its attractions such as Asbury United Methodist Church and Pisgah State Park.

See all hotels in Chesterfield
A stone archway in a forest with autumn leaves.

Check out reviews of Chesterfield hotels guests love

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Lovely Hampton. Great staff. Would recommend."
David 1-night trip
Posted 2 hours ago
Hampton Inn Brattleboro
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Everything was very clean and very well taken care of. The bed was very comfortable the place where I think maybe the stay was lacking was the breakfast, not very exciting. It was adequate and well stocked. I do like that. There was coffee available 24 hours."
Margaret 2-night trip
Posted 20 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel
Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"We went just for a quiet night away and it surpassed my expectations. The cabins were wonderful and there was plenty to do to keep my teenagers entertained."
Juli 1-night trip
Posted 2 days ago
Vikings Villages Resort
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent
"Balcony over looking the river. Very relaxing"
Hosea 2-night trip
Posted 2 days ago
Riverside Hotel, an Ascend Collection Hotel
The Inn At Crumpin Fox

The Inn At Crumpin Fox

8/10 Good
"This hotel is a solid option when exploring the northern edges of Western Mass. The air conditioning was fantastic, and in an area where many have none, or are working from window units, this was useful for an August stay. There are no real frills at The Inn, but the water pressure is good and the AC works, so that’s a high recommendation."
Bjorn 3-night trip
Posted 2 days ago
The Inn At Crumpin Fox
Windmill Motel Restaurant

Windmill Motel Restaurant

10/10 Excellent
"I love the outdoor seating area with the tent and outdoor couches and I love the colors and textures used for the room I stayed in. When I checked in, I was hot from being at SoulFest and the owners gave me a cloth hand fan for free! When I came home that night, I was hungry and there were chips and chocolates in my room! That was wonderful and thoughtful. They also sell food in the office, if you need something more substantial. The mattress and pillows were so comfortable that I had trouble getting myself up the next morning! Slept like a rock. 10/10 for the Windmill! Can't wait to see what the restaurant will be like when it opens! I will definitely come back next year, if there is availability!"
June 1-night trip
Posted 2 days ago
Windmill Motel Restaurant
Latchis Hotel

Latchis Hotel

8/10 Good
"In an old Theater building. Definitely has character and cool features. We arrived too late for the movies, but still fun. In central Brattleboro which has some interesting shops, but is suffering from homelessnes and mental illness/drug use. Didnt really feel unsafe and we walked a few blocks to a fun restaurant with good food & karioke. Person at desk was lovely and helpful. Room was ok- a little dated and could be cleaner."
Jonathan 1-night trip
Posted 3 days ago
Latchis Hotel
The Putney Inn

The Putney Inn

8/10 Good
"I feel the 8.6 is much too overrated. A 7, maybe. Old building, needs a facelift. Clean, but does not feel as a happy place. Old rugs. Very dark ( but clean) rooms. Felt like in a cave. Manager had no people skills, not welcoming. Will not stay there again. Put a little money into the place!"
irina 1-night trip
Posted 4 days ago
The Putney Inn
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

8/10 Good
"Just one point the air conditioning was either too hot or too cold."
Matthew 2-night trip
Posted 4 days ago
Fairfield Inn & Suites by Marriott Keene Downtown

Frequently asked questions

What accommodations do travelers like in Chesterfield?
Can I book refundable hotels in Chesterfield?
If you're looking for the flexibility to change your travel plans to Chesterfield, most properties offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Chesterfield be like during my visit?
The warmest months in Chesterfield are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 27°F. The rainiest months are October and December.
Why should I book my Chesterfield hotel through Hotels.com?
There are plenty of reasons to book your Chesterfield travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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