Chesterfield Inn

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Luxury
4.0 star property
9.0

Wonderful

Upscale bed & breakfast in the mountains

Take advantage of free cooked-to-order breakfast, a terrace and a garden at Chesterfield Inn. Adventurous travellers may like the hiking/biking trails at this bed & breakfast. Treat yourself to a massage or other spa services. The on-site restaurant offers dinner. Free in-room WiFi is available to all guests, along with a library and a fireplace in reception.

Popular amenities

  • Pool
  • Pet-friendly
  • Parking included
  • Free Wi-Fi
  • Restaurant
The current price is £244
includes taxes & fees
4 Nov - 5 Nov

Room options

View all photos for Fireplace Suite

A living room with a glass coffee table, a sofa, and two lamps. A painting is on the wall, and a window offers a view of greenery.

Fireplace Suite

  • Garden view
  • 500 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Standard King Room

A bedroom with a large bed, a blue armchair, a wooden desk, and a view through a glass door.

Standard King Room

10.0 out of 10
Exceptional
(1 review)
  • Garden view
  • 180 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for King Fireplace Room

A cozy room with a fireplace, two leather armchairs, a wooden shelf with decorative items, and a floral wallpaper.

King Fireplace Room

10.0 out of 10
Exceptional
(3 reviews)
  • Garden view
  • 180 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for King Whirlpool Fireplace Room with Private Deck

A hotel room with a large bed, a fireplace, a dining table with chairs, and a view of the outdoors through a sliding door.

King Whirlpool Fireplace Room with Private Deck

  • Garden view
  • 360 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for King Bed, Fireplace, Terrace, Pet Friendly

A room with a fireplace, two armchairs, a bed, and a window with curtains.

King Bed, Fireplace, Terrace, Pet Friendly

10.0 out of 10
Exceptional
(1 review)
  • Garden view
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
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About the area

Located in West Chesterfield, Chesterfield Inn is in a rural area and in the mountains. United States Navy Seabee Bridge and Madame Sherris Castle Ruins are local landmarks, and the area's natural beauty can be seen at Pisgah State Park and Chesterfield Gorge Natural Area. Looking to enjoy an event or a game while in town? See what's happening at Alumni Field or Winchester Speedpark. Enjoy the area's slopes with cross-country skiing, downhill skiing and ski equipment hire shops, and don't miss out on the snowshoeing. Visit our West Chesterfield travel guide
View more B&B in West Chesterfield
Map
20 Cross Roadd West, West Chesterfield, NH, 03466

What's nearby

  • A church with a tall steeple and a stone facade.
    The Stone Church
    8 min drive - 6.3 miles
  • A scenic road with a white fence and gravestones, surrounded by autumn-colored trees and a hill in the background.
    Green Mountain National Forest
    34 min drive - 25.8 miles
  • Skiers on a snowy slope with a ski lift in the background.
    Mount Snow
    46 min drive - 34.6 miles
  • Actors Theatre Playhouse
    16 min walk - 0.9 miles
  • Vermont Marketplace
    8 min drive - 7.8 miles

Getting around

  • Brattleboro Station
    11 min drive
  • Hartford, CT (BDL-Bradley Intl.)
    81 min drive

Restaurants

  • McDonald's
    4 min drive
  • Taco Bell
    4 min drive
  • Wendy's
    4 min drive
  • Dunkin'
    4 min drive
  • Delightfully Delicious Bakery & Cafe
    6 min drive

About this property

Chesterfield Inn

  • Upscale bed & breakfast in the mountains
  • Take advantage of free cooked-to-order breakfast, a terrace and a garden at Chesterfield Inn. Adventurous travellers may like the hiking/biking trails at this bed & breakfast. Treat yourself to a massage or other spa services. The on-site restaurant offers dinner. Free in-room WiFi is available to all guests, along with a library and a fireplace in reception.
  • You'll also enjoy perks such as:
    • Swimming pool
    • Free self-parking
    • An electric car charging station, express check-out and express check-in
    • Wedding services, concierge services and tour/ticket information
  • Room features
  • All guest rooms at Chesterfield Inn offer thoughtful touches, such as premium bedding and air conditioning, in addition to amenities, such as free WiFi and sound-insulated walls.
  • Extra amenities include:
    • Pillowtop mattresses and cots/infant beds (surcharge)
    • Bathrooms with designer toiletries and shower/bath combinations
    • Flat-screen TVs with satellite channels and DVD players
    • Fridges, daily housekeeping and desks

Similar properties

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Riverside Hotel, an Ascend Collection Hotel
West Chesterfield
  • Parking included
  • Free Wi-Fi
  • Air-conditioning
  • Gym
9.6 out of 10, Exceptional, 702 reviews
The price is £111
includes taxes & fees
23 Nov - 24 Nov
Riverside Hotel, an Ascend Collection Hotel
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Frequently asked questions

Does Chesterfield Inn have a pool?

Yes, this property has a pool.

How much does it cost to stay at Chesterfield Inn?

As of 23 Oct 2026, prices found for a 1-night stay for 2 adults at Chesterfield Inn on 4 Nov 2026 start from £244, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Chesterfield Inn pet-friendly?

Yes, dogs are allowed at this property. There's a fee of USD 25 per pet, per day. Service animals are exempt from fees.

How much is parking at Chesterfield Inn?

Self-parking is free at this property.

What time is check-in at Chesterfield Inn?

Check-in begins at 11:00 AM. Late check-in is available during limited hours.

What time is check-out at Chesterfield Inn?

Checkout is at 11 AM.

Where is Chesterfield Inn located?

Situated in the mountains, this bed & breakfast is within 1 mile (2 km) of Connecticut River and Actors Theatre Playhouse. United States Navy Seabee Bridge and Madame Sherri Forest are also within 3 miles (5 km).

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Reviews

Chesterfield Inn Reviews

9.0

Wonderful

9.0

Cleanliness

9.2

Location

9.6

Staff & service

9.0

Property conditions & facilities
Rating 10 - Excellent. 57 out of 106 reviews
Rating 8 - Good. 42 out of 106 reviews
Rating 6 - Okay. 5 out of 106 reviews
Rating 4 - Poor. 2 out of 106 reviews
Rating 2 - Terrible. 0 out of 106 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a genuine five star property, an ideal of what a country inn should be. Beautifully designed and decorated, comfortable and welcoming, charming staff. One of the nicest places we’ve ever stayed.
Stayed 1 night in Jun 2025
Verified review

8/10 Good

Liked: Cleanliness, staff & service
Disliked: Property conditions & facilities
Lots of things were lovely; fantastic room service food (unbelievably fresh and delicious, better than anywhere I’ve ever eaten in a hotel while traveling), beautiful serene natural setting, and wonderful design of the buildings plus COOKIES and tea in the afternoon. The service was also fantastic. The paint could use freshening and the bathroom grout needs redoing (or consider retiling). A piece of one window pane, a wood bit, fell off… so I stuck it back, obviously needs a proper repair. With minor refurbishment, this establishment could be exquisite. Also, New Hampshire or Vermont local bath products would be preferable to English imports. Other things that made this a lovely place to visit was Yoda the tuxedo cat, the reclaimed barn main building, the lovely fireplaces, the proximity to Brattleboro and Keene, the pond and surrounding area, and the very amiable and kind, friendly staff.
Stayed 2 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Great stay
Stayed 1 night in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Charming place with friendly staff and owners.
Stayed 1 night in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

A must!

The perfect, charming bed and breakfast! Service was top notch from check in to restaurant service. The rooms are so comfortable and well decorated. We loved our stay here.
Stayed 1 night in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The place is beautiful, inside and out, the staff super friendly and attentive. Close to so many things, lovely grounds, lovely tea and delicious coookies delivered to room at night! Oh and breakfast on the porch is delightful too!
Stayed 1 night in Sep 2022
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Home away from Home

We have stayed here a number of times. The rooms are spacious and very comfortable. The breakfast is not to be missed. It is excellent! The area is especially wonderful during the Fall foliage season.. There are a number of good restaurants near by. There are also many activities to enjoy i.e. hiking, biking, kayaking, canoeing, museums, and of course retail therapy.
Verified review

8/10 Good

Liked: Staff & service
The location was very convenient for our purposes. Additionally the staff was very welcoming and accommodating. The breakfast as well prepared and tasty. We found the appointments and furnishings throughout but especially in the room, to be dated and tired. Given the price point for the accommodations, the value was lacking.
Stayed 1 night in Nov 2022
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our stay at the Chesterfield Inn was absolutely wonderful. The inn is sweet, charming, and full of character. We slept so good and our room was so peaceful. We were treated to a beautiful sunset, enjoyed a delicious breakfast next morning, and appreciated the warm hospitality throughout our stay. The staff was exceptionally kind, welcoming, and helpful, making us feel right at home. We would definitely stay here again and highly recommend it to anyone looking for a relaxing New England getaway.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
A true find!
Stayed 1 night in Apr 2024
Verified review

10/10 Excellent

Liked: Staff & service, amenities, property conditions & facilities
Great breakfasts
Stayed 1 night in Jun 2022
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Lovely near Bradenton.

Lovely inn. Served full breakfast in our room. Restaurant is superb and innkeepers welcoming
Stayed 1 night in Aug 2021
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Really very nice

Diana is really very nice, the staff was friendly and everything was well maintained. One issue for us was that as vegans there were not a lot of food choices, but takeout food from a nearby place did the trick. Would definitely return, thank you!
Stayed 1 night in Dec 2020
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

A slice of heaven

We had a 2 night stay that was exceptional. The staff was friendly and accommodating. The food and wine list were phenomenal. We were able to eat dinner on the patio with the stars shining down on us. It is a place that you can go to to get away from the stress of daily living and be reflective and thankful for all you have.
Stayed 2 nights in Sep 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

It was great. Peaceful, clean and food was amazing.

We came just for a night and loved it. The place was clean and cozy. The food was amazing. They even made us a gluten free breakfast which is so great! Thank you so much 💜
Stayed 1 night in Aug 2020
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We stayed at the Chesterfield Inn for only one night but our stay was very pleasant. We received a friendly welcome at the front desk, our room was clean, bright and very comfortable. We had both dinner and breakfast at the Inn and both were veery good. The only down side is a bit of road noise but then we shut the windows and all was good.
Stayed 1 night in Sep 2019
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Fabulous Inn. Quiet location, with amazing personal service. Excellent breakfast & dinner
Stayed 2 nights in Jan 2019
Verified review

8/10 Good

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

The Cat at Chesterfield

The Chesterfield Inn was very nice, not amazing but comfortable and a nice breakfast. We got there late and left early so not much interaction time. Close to Brattleboro and a wonderful restaurant DUO. Front desk was very helpful
Stayed 1 night in Sep 2018
Verified review

10/10 Excellent

Liked: Cleanliness, property conditions & facilities, room comfort
Great breakfast in the dining room! Order off the menu. This gives you a real feel for a country inn!
Stayed 1 night in Sep 2018
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Excellent Place to Stay

Our favorite B&B ever. Service, cleanliness, staff were all excellent. Don’t miss this one!
Stayed 1 night in Aug 2018
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Better than Spa hotel. Just nice to relax!!

I was treated so well! one of the best hotels it ever stayed in . I stayed alone without a partner...got double the attention ...and extra care ;) I would definitely recommend this to anyone who just wants some me time....alone time. A perfect romantic getaway but also the perfect solo TLC treat!! So sorry I felt so recharged !!
Stayed 1 night in Jul 2018
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Exceptional--probably the best lodging in the area

We have been making overnight trips to the Keene, NH – Brattleboro, VT area for over ten years, typically staying at a chain hotel and occasionally at a bed and breakfast. This week we tried the Chesterfield Inn for the first time. The large room, the comfortable bed, an outstanding breakfast, impressive views (from our room and the dining room), and the cordial and helpful staff all contributed to an exceptionally pleasant experience. The range of options at breakfast is impressive. We both enjoyed the veggie scrambler, and the cranberry-gingerbread muffins were a delight. The inn also offers dinner in the dining room, and we might try it next time. Why we had not tried the Chesterfield Inn earlier is puzzling. It’s almost right on the highway between Brattleboro and Keene, but easy to miss if you are not looking for it. And it’s not much more expensive than lesser hostelries in the area. We’ll be back.
Stayed 1 night in May 2018
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Beautiful rooms and excellent service. Food was exceptional.
Stayed 2 nights in May 2018
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Better late than never

This was the first-time we have ever stayed at a bed & breakfast. We may never stay at a hotel again! The staff couldn’t have been nicer. The meals (we had dinner and breakfast there) were outstanding. The room was huge, the bed comfortable and the fireplace just added to the overall ambience of the place. If you’re looking for a great getaway, look no further! We can’t wait to go back!
Verified review

8/10 Good

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Beautiful Inn

We stayed two nights at beautiful Chesterfield Inn in June and we were charmed. Our room was spacious, very well decorated and perfectly clean. The staff was courteous, helpful and friendly. We dined twice in the bright and airy dining room and enjoyed both dinners. Finally, we found that the Inn was a perfect location from wich to visit the Clark Art Institute and the MASS MoCA. Philippe Quebec City