Description
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.. Featured amenities include luggage storage and a library. Event facilities at this bed & breakfast consist of conference space and a meeting room. Free self parking is available onsite..
Located in West Chesterfield, Chesterfield Inn is in the mountains, within a 5-minute drive of Connecticut River and Actors Theatre Playhouse. This 4-star bed & breakfast is 1.8 mi (2.9 km) from United States Navy Seabee Bridge and 2.6 mi (4.2 km) from Brattleboro Bowl.. Distances are displayed to the nearest 0.1 mile and kilometer. Connecticut River - 1.2 km / 0.8 mi Actors Theatre Playhouse - 1.3 km / 0.8 mi United States Navy Seabee Bridge - 2.9 km / 1.8 mi Madame Sherri Forest - 4 km / 2.5 mi Brattleboro Bowl - 4.1 km / 2.6 mi Madame Sherris Castle Ruins - 4.2 km / 2.6 mi West River - 4.8 km / 3 mi Asbury United Methodist Church - 5 km / 3.1 mi Wantastiquet Mountain - 4.6 km / 2.8 mi Spofford Lake - 6.4 km / 4 mi Brattleboro Common - 6.6 km / 4.1 mi The Stone Church - 7.1 km / 4.4 mi Hooker-Dunham Theater & Gallery - 7.4 km / 4.6 mi Retreat Cemetery - 7.4 km / 4.6 mi Delectable Mountain Cloth - 7.4 km / 4.6 mi The nearest airports are: Bradley Intl. Airport (BDL) - 122.6 km / 76.2 mi Springfield, VT (VSF-Hartness State) - 67.2 km / 41.8 mi The preferred airport for Chesterfield Inn is Bradley Intl. Airport (BDL). . Near Actors Theatre Playhouse.
Satisfy your appetite for dinner at the bed & breakfast's restaurant, or stay in and take advantage of the room service (during limited hours). Wrap up your day with a drink at the bar/lounge. A complimentary cooked-to-order breakfast is served daily..
- Other
- Air conditioning
- Heating
- Additional services
- Maid
- Reception
- 24-hour reception
- Concierge service
- Parking
- Nearby parking
- Parking
- Smoking
- Smoking not allowed
- Wi-Fi
- Complimentary Wi-Fi
- Services
- Conference centre
- Courtyard
- Fan
- Fax/photocopier
- Fireplace
- Garden
- Hair dryer
- Iron
- Ironing equipment
- Library
- Luggage storage
- Meeting room
- Newspapers
- Pool
- Public bathroom
- Room service
- Sale of tickets
- Sale of tours
- Terrace
- Wedding service
- Children
- Cot
- Kids' board games
- Bars
- Bar
- Gym and SPA
- Massages
- Activities
- Skiing
- Check-in/Check-out
- Deposit:
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- General
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- Tourism register number:
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- Our rentals include:
- Utilities
- Cleaning
- Admin fees and taxes
Good to know
About the deposit
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Some accommodation providers may require a deposit, which is not included in the price. This deposit will be payable upon arrival and refunded in full upon departure, provided that no damage has been caused.
Additional information
Key pick-up
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Taxes included in the final price
Any local tourist tax/resort fee has to be paid on spot directly by clients, if applicable Yes No
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Excellent
Based on 504 reviews
Quiet in the room
Location
Rooms
Service
Value for money
Cleanliness
This accommodation stands out for its good cleaning service
Showing 5 featured reviews out of 504 TripAdvisor reviews
S
Stay00101266224
17/02/2026
“Birthday getaway!”
Beautiful Inn , fantastic food, phenomenal customer service!
P
paulanblack
Boston, Massachusetts
16/02/2026
“Romantic getaway”
The Chesterfield Inn is a romantic place to stay. It is our go to place when attending events in Brattleboro. Their breakfast is delicious and the prefect way to start your day. Dinner at the Inn is cozy with many options. Make sure to leave room for dessert!
K
kam45impala
Milford, CT
11/02/2026
“Always love our stays – and looking forward to our next trip!!!!”
Staying at the Chesterfield Inn Bed and Breakfast is never a disappointment. From the moment you walk in you are treated with warm hospitality by the owners Judy & Phil along with their staff. Something that stands out is the staff have been the same, which speaks for the owners. I can’t say e… more
P
Passenger33549578634
30/12/2025
“Perfect Holiday Vacation”
We spent two nights at the inn. Our room was beautiful, comfortable, cozy, and warm. We had a delicious breakfast delivered to our room. The staff was amazing. And we had a wonderful dinner at the restaurant on our first night. We plan to visit again next year.
P
Paul T
21/12/2025
“Most recent stay”
Always very good experience. Checking in and out super easy. Friendly business breakfast always good. Will be back. Aaaaaaaaaaaa 10 characters
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