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Chesterfield Inn

4.0 star property
Mountain retreat balances adventure and relaxation with cooked-to-order meals, spa services, and easy access to hiking and biking trails

Choose dates to view prices

Chesterfield Inn offers tranquility and comfort in a mountain setting. Start your day with a cooked-to-order breakfast, explore the charming garden, or schedule spa services. After nearby trail adventures, relax by the fireplace or take a refreshing dip in the swimming pool.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pool
  • Pet-friendly
  • Parking included
  • Free Wi-Fi
  • Restaurant
The current price is ₹29,069
₹31,541 total
includes taxes & fees
24 May - 25 May
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Policies

Check-in

Check-in time starts at 11:00 AM
Contactless check-in and check-out are available
Late check-in subject to availability
Express check-in available
Minimum check-in age - 21

Check-out

Check-out before 11 AM
Contactless check-out
Express check-out available

Special check-in instructions

The front desk is open daily from 7:00 AM - 9:00 PM
Front desk staffed during limited hours
Guests should be aware that cats reside at this property
For any questions, please contact the property using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools
Guests planning to arrive outside of normal check-in hours must contact this property in advance to arrange check-in.

Access methods

Front desk (limited hours)

Pets

Pets are allowed for an extra charge of USD 25 per pet, per day
Service animals are welcome, and are exempt from fees
Welcoming dogs only

Children and extra beds

Children are welcome
Rollaway/extra beds are not available.
Cots (infant beds) are available for USD 20 per stay

Payment types at the property

Important information

Optional extras

  • Pet fee: USD 25 per pet, per day
  • Service animals are exempt from fees
  • Crib (infant bed) fee: USD 20 per stay

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards; cash is not accepted
Cashless transactions are available
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and window guards
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property

We should mention

This property does not have any lifts

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 21 May 2026, prices found for a 1-night stay for 2 adults at Chesterfield Inn on 24 May 2026 start from ₹29,069, excluding 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

Reviews

9.0

Wonderful

9.0

Cleanliness

9.2

Location

9.6

Staff & service

9.0

Property conditions & facilities
Rating 10 - Excellent. 56 out of 105 reviews
Rating 8 - Good. 42 out of 105 reviews
Rating 6 - Okay. 5 out of 105 reviews
Rating 4 - Poor. 2 out of 105 reviews
Rating 2 - Terrible. 0 out of 105 reviews

Reviews

Verified

10/10 Excellent

Susan

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

8/10 Good

H

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

10/10 Excellent

Wayne

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

10/10 Excellent

John

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

10/10 Excellent

Alicia

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

10/10 Excellent

Patricia

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

10/10 Excellent

JEAN

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

8/10 Good

olivia

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

10/10 Excellent

Elise

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

10/10 Excellent

Brandt

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

10/10 Excellent

Jonathan

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

10/10 Excellent

Jeannie

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

10/10 Excellent

Susan

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

10/10 Excellent

Allana F.

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

10/10 Excellent

JohnM

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

10/10 Excellent

Michele

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

8/10 Good

POLLY

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

10/10 Excellent

Verified traveller

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

10/10 Excellent

Verified traveller

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

10/10 Excellent

Verified traveller

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

10/10 Excellent

Mark

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

10/10 Excellent

Diana

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

10/10 Excellent

David

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

8/10 Good

Verified traveller

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 T. Quebec City
Verified

8/10 Good

Verified traveller

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