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Chesterfield Inn

From

$324
/ night
Chesterfield Inn - Image 1
Chesterfield Inn - Room
Chesterfield Inn - Room
Chesterfield Inn - View from room
Chesterfield Inn - Bathroom

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From

$324
/ night

About this property

Pamper yourself with onsite massages or take in the view from a terrace and a garden. This bed & breakfast also features complimentary wireless internet access, concierge services, and wedding services.
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  • Parking

  • Restaurant

  • Non-Smoking Rooms

  • Room Service

  • Housekeeping

  • Banquet Facilities

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Location

20 Cross Road, West Chesterfield, New Hampshire, United States of America

Connecticut River (0.8 miles)

Actors Theatre Playhouse (0.8 miles)

United States Navy Seabee Bridge (1.8 miles)

Madame Sherri Forest (2.5 miles)

Brattleboro Bowl (2.6 miles)

Madame Sherris Castle Ruins (2.6 miles)

More location info

Room options

8

Fireplace Suite

Room details

1 King Bed

Sleeps 2

500 ft²

Air Conditioning
Wi-Fi (Free)
Refrigerator
Fireplace

8

Standard King Room

Room details

1 King Bed

Sleeps 2

180 ft²

Air Conditioning
Wi-Fi (Free)
Refrigerator

6

King Fireplace Room

Room details

1 King Bed

Sleeps 2

180 ft²

Air Conditioning
Wi-Fi (Free)
Refrigerator
Fireplace

7

King Whirlpool Fireplace Room with Private Deck

Room details

1 King Bed

Sleeps 2

360 ft²

Deck or Patio
Air Conditioning
Wi-Fi (Free)
Refrigerator
Patio
Fireplace

12

King Bed, Fireplace, Terrace, Pet Friendly

Room details

1 King Bed

Sleeps 2

Air Conditioning
Wi-Fi (Free)
Refrigerator
Fireplace

Guest reviews

Facilities

9.6

Cleanliness

9

Service

9.6

10

Beverly

IAN-logo

Jun 29, 2026

·

Stayed 1 night

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.
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.
10

Susan

EXP-logo

Jun 18, 2025

·

Stayed 1 night

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.
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.
10

Wayne

EXP-logo

Jun 14, 2025

·

Stayed 1 night

Great stay
Great stay
8

H

EXP-logo

Jun 8, 2024

·

Stayed 2 nights

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.
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.
10

Alicia

IAN-logo

Jul 13, 2023

·

Stayed 1 night

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.
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.

Property Policies

Check-in instructions

Everything you need to know for a smooth check-in.

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Check-in

Check-out

Check-in from 14:00

Before 11:00

Good to know

Additional policies and info about this property.

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Optional extras

Additional paid services you can request.

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FAQs about Chesterfield Inn

Is parking available at the property?

Free self-parking is available on-site, but it is limited. No reservation is required.

What type of breakfast is offered and what are the serving hours?

A complimentary cooked-to-order breakfast is served daily from 7:30 AM to 9:30 AM.

Does the property allow pets?

Pets are allowed with a fee of USD 25 per pet, per day. Service animals are exempt from fees.

What are the standard check-in and check-out times?

Check-in is at 2:00 PM and check-out is at 11:00 AM. Early or late check-in/check-out may be available upon request and could incur additional charges.

What is the location of the property in relation to key landmarks?

The property is located in West Chesterfield, within a 5-minute drive of the Connecticut River and Actors Theatre Playhouse. It is approximately 1.8 miles from the United States Navy Seabee Bridge and 2.6 miles from Brattleboro Bowl.

What are the hotel policies for guests staying with children?

Children are allowed at the property. The minimum age for children to stay for free is not specified.

What are the policies regarding extra beds and cribs?

Cribs are available for a fee of USD 20 per stay. Advance request or confirmation may be required.

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September 2026
October 2026

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Prices in USD for 2 guests, updated daily.

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