A rural landscape with a grassy field, a dirt path, and a hill covered with autumn-colored trees.

Villas in Chesterfield

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14
No exact matches found, but these alternatives could be just right

Recommended hotels in Chesterfield

A large, yellow building with a sign for Hampton Inn. There are cars parked in front and a clear sky.

1. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,002 reviews)
"Room was very clean and check in was excellent"
United States
Faith
$111 nightly
The price is $122
Nov 15 - Nov 16
Total with taxes and fees
Hampton Inn Brattleboro
A dock extending into a lake with a grassy area in the foreground and trees in the background.

2. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (699 reviews)
"Visited during fall foliage season. Reasonable value for the season."
United States
Thomas
$152 nightly
The price is $165
Nov 18 - Nov 19
Total with taxes and fees
Riverside Hotel, an Ascend Collection Hotel
A multi-story hotel with a stone facade and a flat roof.

3. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (889 reviews)
"Very nice staff and enjoyed my stay."
United States
Charlene
$112 nightly
The price is $123
Nov 15 - Nov 16
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91
A hotel entrance with a modern design, featuring a prominent entrance canopy and stone pillars.

4. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
9.0 out of 10, Wonderful, (1,001 reviews)
"Stayed one night. Staff was very friendly. Clean rooms, easy parking, nice breakfast."
United States
Timothy
$148 nightly
The price is $163
Nov 8 - Nov 9
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG
A motel with a parking lot, a covered walkway, and a staircase leading to the entrance.

5. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,007 reviews)
"The property was clean and well maintained. Enjoyed our stay."
United States
Anita
$84 nightly
The price is $93
Nov 18 - Nov 19
Total with taxes and fees
The Putney Inn
A multi-story motel with a parking lot, several vehicles parked, and a tree in the foreground.

6. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.4 out of 10, Good, (1,004 reviews)
"Good place"
United States
Adolfo
$120 nightly
The price is $131
Nov 2 - Nov 3
Total with taxes and fees
The Covered Bridge Inn
A motel with a central staircase, multiple rooms, and a parking lot.

7. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (828 reviews)
"Room was in excellent condition , very Clean The vanity and sink on Room was very helpful Parking was a easy View to the mountain was beautiful"
United States
Nicolas
$71 nightly
The price is $78
Oct 21 - Oct 22
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT
A multi-story building with a prominent sign for 'Hotel Latchis' indicating it houses a coffee shop, theater, and ballroom.

8. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (1,011 reviews)
"Hotel was great with extremely helpful, engaging and friendly staff."
United States
Erik
$136 nightly
The price is $150
Nov 2 - Nov 3
Total with taxes and fees
Latchis Hotel
A hotel with a clock tower, a parking lot, and a well-maintained garden.

9. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.6 out of 10, Good, (524 reviews)
"The front desk were very helpful"
United States
Ron
$123 nightly
The price is $135
Nov 18 - Nov 19
Total with taxes and fees
Black Mountain Inn
A large, two-story house with a snow-covered driveway and surrounding trees.

10. Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (106 reviews)
"Great stay"
United States
Wayne
$301 nightly
The price is $327
Oct 22 - Oct 23
Total with taxes and fees
Chesterfield Inn
A large, white, two-story house with a dark roof, surrounded by lush greenery and a gravel pathway.

11. Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (61 reviews)
"Helpful staff, wonderful breakfast and homey ambiance."
United States
Karla
$267 nightly
The price is $294
Nov 3 - Nov 4
Total with taxes and fees
Inn on Putney Road
A motel with a clock tower and a sign reading "EconoLodge."

12. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (690 reviews)
"I asked him on the front desk if I get a coffee machine but hi said no wen i order online they said breakfast is available but is not the guy in front desk was rude"
United States
Luis
$99 nightly
The price is $109
Nov 18 - Nov 19
Total with taxes and fees
Econo Lodge Brattleboro South
A motel with multiple floors, each with balconies and windows.

13. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.2 out of 10, (103 reviews)
"Value for money. Clean and conveniently located. Friendly staff."
United States
Swaraj
$99 nightly
The price is $109
Nov 1 - Nov 2
Total with taxes and fees
Colonial Motel
A Days Inn with a brick facade, a central entrance, and a parking lot.

14. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,002 reviews)
"convenient and safe place to stay while on a drivng vacation through New England"
United States
CHERYL
$93 nightly
The price is $101
Oct 25 - Oct 26
Total with taxes and fees
Days Inn by Wyndham Keene NH
The exterior of the Keene Elm City Hotel with a parking lot in front.

15. 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, (1,003 reviews)
"Excellent stay"
United States
Lisa
$127 nightly
The price is $138
Oct 25 - Oct 26
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel
A historic brick building with a porch and a sign reading "Burrell House."

16. The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (187 reviews)
"The Burrell House is a lovely historic home convenient to downtown Keene. The room was very clean and the bed super comfortable. There is no staff but it worked fine for my stay."
United States
Carol
$133 nightly
The price is $144
Nov 2 - Nov 3
Total with taxes and fees
The Burrell House
A campsite with a wooden cabin and a tent, surrounded by a grassy field and a forested hill.

17. Otherland Hotel

Otherland Hotel
2.5 star property
Newfane
9.6 out of 10, Exceptional, (228 reviews)
"Clean, modern, and peaceful."
Canada
Omar
$153 nightly
The price is $167
Oct 21 - Oct 22
Total with taxes and fees
Otherland Hotel
A blue house with a porch, a sign reading "The One Cat", and a garden with various plants and flowers.

18. The One Cat B&B

The One Cat B&B
2.5 star property
Brattleboro
9.8 out of 10, Exceptional, (81 reviews)
"Breakfast was fantastic Did not need any shops Hosts were super friendly We enjoyed our short stay"
United States
marjie
The One Cat B&B
A well-maintained lawn with a large tree and a stone wall.

19. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (362 reviews)
"Beautiful grounds, nice walking trails, comfortable bed, excellent breakfast."
United States
Amy
$143 nightly
The price is $158
Oct 28 - Oct 29
Total with taxes and fees
Colonel Williams Inn
A rustic cabin with a covered porch, a small shed, and outdoor seating.

20. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (19 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
$145 nightly
The price is $157
Oct 25 - Oct 26
Total with taxes and fees
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
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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Top Chesterfield Hotel Reviews

Colonial Motel

Colonial Motel

8/10 Good
"The rooms are quite large. There were a lot of unfinished projects going on, so the property was messy and slightly unkempt. The breakfast was terrible. Trash bags were left out attracting skunks. Price made it a 4 star."
Andrea 3-night trip
Posted 7 hours ago
Colonial Motel

Find out more about Chesterfield

Chesterfield Villas information

Number of reviews
8,390
Accommodation
3 Villas
Lowest Price
$78
Highest Price
$327

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