A stone archway surrounded by lush greenery and trees.

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22 Aug - 23 Aug
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23 Aug - 24 Aug
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4 Sept - 6 Sept

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Our top choices for West Chesterfield hotels

Hotel
Breakfast included
Pet-friendly
Reserve now, pay later
Pool

1. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
West Chesterfield
United States
Pauline
NZ$262
includes taxes & fees
20 Sept - 21 Sept
Riverside Hotel, an Ascend Collection Hotel

2. Chesterfield Inn

Chesterfield Inn
West Chesterfield
United States
Wayne
NZ$547
includes taxes & fees
24 Aug - 25 Aug
Chesterfield Inn

3. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
United States
Morgan
NZ$240
includes taxes & fees
31 Aug - 1 Sept
Comfort Inn & Suites Brattleboro I-91

4. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
United States
Timothy
NZ$214
includes taxes & fees
8 Sept - 9 Sept
Hampton Inn Brattleboro

5. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
United States
Marnie
NZ$309
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express Hotel & Suites Brattleboro by IHG

6. Latchis Hotel

Latchis Hotel
Brattleboro
United States
Stark
NZ$208
includes taxes & fees
24 Aug - 25 Aug
Latchis Hotel

7. The Covered Bridge Inn

The Covered Bridge Inn
Brattleboro
United States
VINCENT JOEL
NZ$130
includes taxes & fees
30 Aug - 31 Aug
The Covered Bridge Inn

8. Colonial Motel

Colonial Motel
Brattleboro
United States
James
NZ$151
includes taxes & fees
20 Sept - 21 Sept
Colonial Motel

9. Black Mountain Inn

Black Mountain Inn
Brattleboro
United States
Robert
NZ$248
includes taxes & fees
25 Aug - 26 Aug
Black Mountain Inn

10. The Putney Inn

The Putney Inn
Putney
United States
JANE
NZ$200
includes taxes & fees
13 Sept - 14 Sept
The Putney Inn

11. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
Brattleboro
United States
Jessica
NZ$115
includes taxes & fees
23 Aug - 24 Aug
Travelodge by Wyndham Brattleboro VT

12. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
United States
Karen
NZ$270
includes taxes & fees
21 Sept - 22 Sept
Best Western Plus Keene Hotel

13. Four Columns Inn

Four Columns Inn
Newfane
United States
John
NZ$260
includes taxes & fees
26 Aug - 27 Aug
Four Columns Inn

14. Colonel Williams Inn

Colonel Williams Inn
Brattleboro
United States
Robert
NZ$278
includes taxes & fees
31 Aug - 1 Sept
Colonel Williams Inn

15. Vikings Villages Resort

Vikings Villages Resort
Guilford
United States
Juli
NZ$334
includes taxes & fees
2 Sept - 3 Sept
Vikings Villages Resort

16. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
United States
Christopher
NZ$274
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn & Suites Keene

17. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
United States
James
NZ$219
includes taxes & fees
1 Sept - 2 Sept
Keene Elm City Hotel, an Ascend Collection Hotel

18. The Burrell House

The Burrell House
Keene
United States
Justin
NZ$234
includes taxes & fees
10 Sept - 11 Sept
The Burrell House

19. Inn on Putney Road

Inn on Putney Road
Brattleboro
United States
Karla
NZ$542
includes taxes & fees
1 Sept - 2 Sept
Inn on Putney Road

20. The One Cat B&B

The One Cat B&B
Brattleboro
United States
marjie
NZ$460
includes taxes & fees
31 Aug - 1 Sept
The One Cat B&B
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Stay near popular West Chesterfield attractions

Madame Sherri Forest

8.0/10 (4 reviews)
Explore the great outdoors at Madame Sherri Forest, a lovely green space in West Chesterfield. Wander around the forests or experience the area's entertainment venues.
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Wantastiquet Mountain

9.0/10 (2 reviews)
Find out about the history of West Chesterfield when you spend time at Wantastiquet Mountain. While you're in the area, stroll along the riverfront.
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Madame Sherris Castle Ruins

10.0/10 (3 reviews)
You can learn about the history of West Chesterfield with a visit to Madame Sherris Castle Ruins. Wander around the forests or experience the area's entertainment venues.
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United States Navy Seabee Bridge

9.8/10 (9 reviews)
Learn about the local history of West Chesterfield with a stop at United States Navy Seabee Bridge. Stroll along the riverfront or experience the area's entertainment venues.
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Actors Theatre Playhouse

10.0/10 (1 review)
You can get tickets for a performance at Actors Theatre Playhouse on your trip to West Chesterfield. Amble around the area's riverfront or seek out its ski slopes.
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Learn more about West Chesterfield

Paddle along the Connecticut River in a kayak or canoe to spot wildlife and enjoy peaceful New Hampshire scenery. Hike the nearby trails of Pisgah State Park for forest adventures, or visit Madame Sherri's Castle ruins in Chesterfield for a glimpse of local history.

See all hotels in West Chesterfield
A stone structure with an arched entrance, surrounded by a forested area with a dirt path.
Photo by Shannon Willitts

Top West Chesterfield Hotel Reviews

Recent Reviews in West Chesterfield

Latchis Hotel

Latchis Hotel

8/10 Good
"The art deco building is gorgeous. I applaud the non-profit organization that saved, renovated and maintains this exceptional building. I very much appreciated the original bathroom fixtures. The hotel really gives you a taste of what it might have been like to travel back in the 1930-40s. On the downside, my experience was not the best: When I arrived, the front desk lady said something like: "I'll be right with you". Two minutes later, she came to the front desk joking about having problems with her Emails. Not acceptable! You should pause your Email activity when someone is waiting in the lobby. My wife and I were looking forward to a drink at the hotel bar. The website indicated that the bar was open, and a note on the door confirmed. There was nobody there. Money and a lady's purse were spread out on the bar. We were told at the front desk that the people running the bar for them decided not to open that evening. Not acceptable. The next morning I took a lukewarm shower, as it took about ten minutes for the water to become warm enough, By then I was done and my feet were in about 5" of dirty water because the drain was clogged. We were also told that if we did not turn in our brass key, they would charge us $75 to replace it. When walked down to the lobby, there was a sign stating that front desk duty started at 9:00."
Denis 1-night trip
Posted 5 hours ago
Latchis Hotel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Staff were extremely friendly. The whole place was clean. Hit tub was really a whirlpool..movement but no bubbles. So nice and warm though. Great stay!!"
Deborah 2-night trip
Posted 9 hours ago
Hampton Inn Brattleboro
The Inn At Crumpin Fox

The Inn At Crumpin Fox

10/10 Excellent
"Large room in great condition. Property is dated but not in a bad way in any sense - everything is in great shape for the price point. Would stay again"
Christopher 1-night trip
Posted 12 hours ago
The Inn At Crumpin Fox
The Putney Inn

The Putney Inn

10/10 Excellent
"I had a really good experience. It was clean, comfortable and quiet for the most part. The staff were great."
Robert 2-night trip
Posted 2 days ago
The Putney Inn
Windmill Motel Restaurant

Windmill Motel Restaurant

10/10 Excellent
"Clean room very helpful staff. I’ve stayed here a few times already."
Josiah 1-night trip
Posted 2 days ago
Windmill Motel Restaurant
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Staff was great. Room was fine. Besides the small bathroom set up and basic continental breakfast, stay was great."
Krystal 1-night trip
Posted 3 days ago
Keene Elm City Hotel, an Ascend Collection Hotel
Inn At Mount Snow

Inn At Mount Snow

10/10 Excellent
"everything was great"
Jeffrey 1-night trip
Posted 3 days ago
Inn At Mount Snow
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

8/10 Good
"Over all, pleasant stay. The balcony and balcony chairs need regular cleaning. Room and bathroom were fine. No coffee downstairs. Cheese and crackers, chips or candy available for sale at the desk or a vending machine would be nice."
Celestine 4-night trip
Posted 3 days ago
Riverside Hotel, an Ascend Collection Hotel
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

10/10 Excellent
"We will definitely return to the Hideaway! We got a text before arrival with our room number and code which was very convenient. The hotel is warm and cozy and beautifully decorated. There is neat stuff to look at everywhere. The 3 floors of common spaces were really cool with a lot to offer, like a water bottle filler and coffee maker. It could use to be cleaned a little more often. When we arrived, the playroom had toys all over the floor and there were sticky drink marks on the bar and crumbs on the coffee table. Someone had crushed the chalk under the dart board and all but 1 of the darts was broken. Regardless, we had a blast playing classic Mario on the arcade game. The living room upstairs was gorgeous, next time we will be sure to use that to play games and maybe watch a movie. We didn’t use the pool because it looked green (we opted to go to the lake instead) but we did make a fire and made s’mores down at one of the fire pits on our second night which was so nice to have. The closet in the hallway to grab towels and such is super convenient and the manager was only a text away if you needed anything. Our room was beautiful and so big. We loved the balcony and the record player in the room was a cool touch my boys had fun listening to. This is a very quiet property with a lot to keep families occupied or just relax and enjoy nature. We had a wonderful stay and when we met the manager she was so sweet! We absolutely loved it and will return for future VT trips."
Jessica 2-night trip
Posted 5 days ago
Hideaway Inn Mt. Snow

More cheap accommodation in West Chesterfield

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
NZ$176
22 Sept - 23 Sept
includes taxes & fees
7/10 Good! (1,003 reviews)
Days Inn by Wyndham Keene NH
Latchis Hotel

Latchis Hotel

50 Main Street Brattleboro VT
NZ$208
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (963 reviews)
Latchis Hotel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT
NZ$214
8 Sept - 9 Sept
includes taxes & fees
8.2/10 Very good! (1,015 reviews)
Hampton Inn Brattleboro
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH
NZ$219
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
Keene Elm City Hotel, an Ascend Collection Hotel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT
NZ$240
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (849 reviews)
Comfort Inn & Suites Brattleboro I-91
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

100 Chickering Drive Brattleboro VT
NZ$309
20 Sept - 21 Sept
includes taxes & fees
8.8/10 Excellent! (1,012 reviews)
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Frequently asked questions

What is the best area to stay in West Chesterfield?
The best area to stay in West Chesterfield is generally along the Connecticut River, particularly near the Route 9 corridor, for convenient access to amenities and natural beauty.This area offers a blend of natural landscapes and easy access to the region's main road networks. You'll find accommodations that often boast views of the Connecticut River or are located amongst the rolling hills and woodlands. It's a more spread-out area, so having a car is usually essential for getting around.Couples looking for a tranquil escape will appreciate the secluded accommodations often found along the riverbanks or tucked away in the quieter parts of West Chesterfield. Many properties offer private settings superb for relaxation, with opportunities for scenic walks or enjoying the natural surroundings.For those travelling with families, staying closer to the Route 9 corridor provides easier access to nearby towns like Brattleboro, Vermont, where you can find more dining options and family-friendly activities.
What are the best hotels in West Chesterfield that travellers recommend?
The Riverside Hotel, an Ascend Collection Hotel, is highly recommended by travellers visiting West Chesterfield.This hotel, with an outstanding 9.6 rating, offers a truly delightful experience. Guests consistently praise its beautiful location and the comfortable, clean rooms. The staff are frequently described as excellent and helpful, ensuring a pleasant stay. A unique feature is its close proximity to a winery, offering private tours and a tasting room for guests to enjoy. For those interested in local attractions, it's conveniently located near the New England Centre for Circus Arts, just 1.4 km away, and Brattleboro Bowl, only 1.0 km away. The hotel also provides designer toiletries and is situated in a shopping district.
What are the best family hotels in West Chesterfield?
For family-friendly accommodation in West Chesterfield, the Chesterfield Inn and the Riverside Hotel, an Ascend Collection Hotel, are both highly recommended.The 4-star Chesterfield Inn, with an impressive 9.4 rating, offers a welcoming stay with amenities such as a child-friendly window design, complimentary cooked breakfast, and free internet access. It is conveniently located just 1.1 km from Actors Theatre Playhouse.Another excellent choice is the Riverside Hotel, an Ascend Collection Hotel, which boasts an outstanding 9.6 rating. This hotel provides valuable features for families, including sofa beds and a child-friendly window design. Guests frequently praise its beautiful location, comfortable and clean rooms, and the excellent, helpful staff. It is situated 1.0 km from Brattleboro Bowl and 1.4 km from the New England Centre for Circus Arts.
What are the best spa hotels in West Chesterfield?
For a relaxing spa experience in West Chesterfield, the Chesterfield Inn is an excellent choice.This 4-star hotel, with an impressive 9.4 rating, offers a massage service for guests seeking relaxation. In addition to its spa facilities, the Chesterfield Inn provides complimentary breakfast with cooked options, free self-parking, and free Wi-Fi, ensuring a comfortable and convenient stay.
What hotels in West Chesterfield offer free breakfast?
For a hotel in West Chesterfield that offers free breakfast, the Chesterfield Inn is an excellent choice.This 4-star hotel, with an impressive 9.4 rating, provides a complimentary cooked breakfast daily. Guests also benefit from free self-parking and free WiFi. The hotel is located approximately 126.2 km from the Connecticut River, making it a good base for exploring the surrounding area.
What are the top pet-friendly hotels in West Chesterfield?
For a top pet-friendly hotel in West Chesterfield, the Chesterfield Inn is an excellent recommendation.The 4-star Chesterfield Inn, with an outstanding 9.4 rating, is very welcoming to pets, permitting both dogs and cats on-site. Guests appreciate the complimentary breakfast, which includes cooked options, making for a pleasant start to the day. It is conveniently located near the Actors Theatre Playhouse, just 1.1 km away.
What are the best budget hotels in West Chesterfield?
For an excellent budget-friendly option in West Chesterfield, consider the Riverside Hotel, an Ascend Collection Hotel.This hotel boasts an impressive 9.6 review rating and is particularly praised by guests for its lovely location, comfortable and clean rooms, and excellent, helpful staff. It offers complimentary toiletries, free self-parking, and free WiFi, adding to its convenience and value. The hotel is conveniently located just 0.1 km from the United States Navy Seabee Bridge and 1.4 km from the New England Centre for Circus Arts, making it a great base for exploring the area.
What are the most romantic hotels in West Chesterfield for couples?
For a romantic stay in West Chesterfield, the Chesterfield Inn and the Riverside Hotel, an Ascend Collection Hotel, are both excellent choices for couples.The 4-star Chesterfield Inn, with an impressive 9.4 rating, offers a lovely setting for couples. Guests frequently appreciate the complimentary breakfast, which includes cooked options, and the convenient free parking and internet access. The hotel also provides toiletries.Another highly-rated option is the Riverside Hotel, an Ascend Collection Hotel, which boasts an outstanding 9.6 rating. Guests consistently describe the location as beautiful and lovely, and the rooms as comfortable and clean. The staff are frequently praised as excellent and helpful. It is also an ideal choice for wine enthusiasts as it offers public and private winery tours, release events, and a tasting room. For those who enjoy winter sports, there are ski areas, lifts, and runs nearby for downhill and cross-country skiing.
What are the best hotels in West Chesterfield near Connecticut River?
For hotels in West Chesterfield near the Connecticut River, consider the Riverside Hotel, an Ascend Collection Hotel, or the Chesterfield Inn.The Riverside Hotel, an Ascend Collection Hotel, with a 9.6 rating, is an excellent choice for families. Guests frequently highlight its beautiful and comfortable rooms, and the staff are consistently described as excellent and helpful. It is also near the New England Centre for Circus Arts.Another superb option is the 4-star Chesterfield Inn, which has a 9.4 rating. This hotel offers complimentary breakfast, including cooked options, along with free self-parking and free WiFi. It is conveniently located near the Actors Theatre Playhouse.
When is the best time to go to West Chesterfield?
The best time to go to West Chesterfield is during the autumn months, specifically from late September to late October, for the stunning fall foliage, or in late spring and summer for outdoor activities.Autumn is an excellent time for travellers who appreciate natural beauty. The region transforms with vibrant colours, making it great for scenic drives along Route 9 or hiking in nearby Pisgah State Park. The cooler temperatures are ideal for exploring without the summer heat.For those who enjoy outdoor pursuits like kayaking or fishing on the Connecticut River, or exploring local farms and orchards, late spring and summer (June to August) are ideal.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in West Chesterfield.
How can I save on a hotel booking in West Chesterfield with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on West Chesterfield hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in West Chesterfield?
Prices for hotels in West Chesterfield often vary, but you can find a great deal from NZ$115 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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