"Chesterfield Inn gave my daughter's wedding a magical experience."
Darcie C from United States
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"Staff are dog friendly!"
GrandTour26765961471 from United States
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"I love all the conveniences of 'my' room facing the pond."
Yuki626 from United States
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"Our room (#20) was private, large, spotless and comfortable - complete with a romantic fireplace."
Tom F from United States
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4-star bed & breakfast on 10 acres with Connecticut River Valley views
Dining & On-Site Culinary Experiences
The on-site restaurant offers American cuisine with dinner service and features an acclaimed chef who prepares meals using locally-sourced seasonal ingredients. Breakfast is served daily and includes homemade muffins, fresh fruit, and made-to-order dishes like cinnamon French toast and blueberry pancakes with warm maple syrup from a local farm. Room service is available for both breakfast and dinner, and the bar provides a selection of wine, beer, and specialty cocktails.
Rooms & Accommodations
The inn offers multiple room types, including two-room suites with gas fireplaces and rooms with private balconies or patios facing the meadow. Room 12 on the first floor provides a private balcony with mountain views, while room 15 is a two-room suite with a gas fireplace and separate living area. All rooms have small refrigerators, and certain units include jetted tubs or French door access to private outdoor spaces.
Pet-Friendly Amenities
Four dedicated pet-friendly rooms offer private entries with French door access to patios and the expansive back yard. These rooms include amenities such as gas fireplaces, king-sized beds, and direct access to the 10-acre property for walks. The staff provides water bowls for dogs and can accommodate pets on the patio during dinner service.
Grounds & Outdoor Spaces
The property sits on 10 acres of scenic grounds with a meadow, gardens, and a patio with a fire pit for guest use. Guests can explore walking paths on the property or relax on the terrace with views of the Vermont mountains in the distance. The grounds include outdoor furniture and accessible parking, with an electric vehicle charging station available on site.
Location & Nearby Activities
The inn is 11 km from Fort Dummer State Park and 22 km from Santa's Land USA, with easy access to diverse hiking trails in Madame Sherri Forest. Winter sports are available at nearby ski resorts, and guests can visit the Vermont Country Store in Weston for nostalgic shopping. Local dining and shopping are within a short drive to Keene, New Hampshire and Brattleboro, Vermont.
Highlights
Restaurant: On-site gourmet dining with locally-sourced seasonal cuisine
Accolades: Yelp's Top 100 Places to Stay in New England
Pet Policy: Four dedicated pet-friendly rooms with private outdoor access
Rooms: Two-room suites with gas fireplaces, private balconies, and jetted tubs
Grounds: 10-acre property with fire pit, meadow, and mountain views
“This inn cultivated a return for patrons, evidenced by the Huebers' consistent attention to detail and gracious hospitality that makes each stay feel both familiar and refined. The well-appointed rooms and thoughtfully maintained grounds create a serene backdrop, complemented by exceptional dining that merits extended visits. It's clear why this establishment has long been a cherished retreat.”
James DavidEditor-in-Chief at Usnewhampshire
Select your room type
Chesterfield Inn offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Deluxe Queen Room
2 persons
305 sq. feet
1 King-size bed
Air conditioning
Balcony
room details
Double Room Spa Bath
2 persons
400 sq. feet
1 King-size bed
Air conditioning
Balcony
room details
King Room
2 persons
305 sq. feet
1 King-size bed
Air conditioning
Heating
room details
Show all rooms
Price and Room Availability Calendar
Check availability and prices for your dates now!
Facilities
Chesterfield Inn offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
10.0/10Review score
General
No smoking on site
Wi-Fi
Parking
VIP check-in/ -out
Express check-in/ -out
Concierge desk
Pets allowed
Luggage storage
Ski storage
Smoke detectors
Electric vehicle charging station
Fire extinguishers
Key access
Sports & Fitness
Skiing
Hiking
Guest Parking
Private parking is possible on site for free.
Services
Room service
Housekeeping
Welcome drink
Dining
In-room breakfast
Restaurant
Bar/ Lounge area
Outdoor dining area
Special diet menus
Business
Meeting/ Banquet facilities
Fax/Photocopying
Children
Cots
Board games
Children's menu
Spa & Leisure
Garden area
Full body massage
Room features
Air conditioning
Heating
Mini-bar
Sitting area
Patio
Terrace
Garden furniture
Tea and coffee facilities
Ironing facilities
Bathroom
Free toiletries
Media
Flat-screen TV
CD player
AM/FM alarm clock
Room decor
Carpeted floor
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Dining Onsite
Chesterfield Inn invites travelers to indulge in an authentic American dining experience that highlights the local bounty of the Connecticut River Valley. Nestled in natural beauty, the dining venue offers a romantic setting perfect for cherished moments and culinary delights that change with the seasons.
Restaurant #1
American gourmet
Ambiance
Romantic, set against the scenic backdrop of the Connecticut River Valley
Key Offerings
Signature dishes include delightful French toast with baked apple and locally sourced Mitchell Farm maple syrup, along with a dessert menu featuring sweet indulgences like Maple Crème Brulee and Flourless Chocolate Cake.
Reservation
Recommended for a more personalized experience.
Open for dinner; exact hours may vary.
Chesterfield Inn Location
20 Cross Road, Chesterfield, 3466,
Map view
City landmarks
Theatre
Actors Theatre
3200 ft
Landmark
First Universalist Church of West Chesterfield
3300 ft
Landmark
Antique Carriage and Sleigh Museum
3500 ft
Landmark
Copper Cannon Distillery
1.1 mi
Landmark
Vermont Soul
1.6 mi
Forest
Madame Sherri's "Castle"
2.3 mi
Landmark
Saxtons Distillery
2.4 mi
Bridge
United States Navy Seabee Bridge
2.1 mi
Landmark
Madame Sherris Castle Ruins
2.3 mi
Landmark
Brattleboro Bowl
2.3 mi
Farm
Scott Farm Orchard
2.4 mi
Farm
Elysian Hills Tree Farm
2.4 mi
Landmark
The Stone Trust
2.4 mi
Church
First United Methodist Church
2.5 mi
Church
Asbury United Methodist Church
2.7 mi
Landmark
Wantastiquet Mountain Natural Area
2.7 mi
Gallery
Fire Arts Vermont
3.0 mi
Gallery
Solinglass
3.0 mi
Museum
Brattleboro Museum and Art Center
3.6 mi
Landmark
stone post view
2.9 mi
Farm
Retreat Farm
3.3 mi
Landmark
Brattleboro Common
3.4 mi
Landmark
Naulakha
3.5 mi
Nearby
First Universalist Church of West Chesterfield
1200 ft
Restaurants
Chesterfield Inn
100 ft
20 Cross Rd
Explore Chesterfield
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Antique Carriage and Sleigh Museum
15 minutes' walk
Historical exhibits featuring vintage carriages and sleighs. A unique glimpse into local transportation history.
Copper Cannon Distillery
20 minutes' walk
Local distillery offering tastings and tours. Known for its craft spirits and picturesque views of the surrounding landscape.
Madame Sherri's 'Castle'
40 minutes' walk
Ruins of a historic castle with stunning views and hiking trails. A great spot for photography and history buffs.
Hiking at Wantastiquet Mountain
45 minutes' walk
Thrill-seeker's paradise with trails that provide stunning panoramic views. Accessible via nearby trailheads.
Yoga Classes at Chesterfield Inn
1 minute' walk
Relaxation and wellness sessions offered on-site. Perfect for rejuvenating your mind and body during your stay.
Chesterfield Inn
1 minute' walk
Cozy atmosphere serving local dishes and seasonal specialties. Reservations recommended for a fine dining experience.
Brattleboro Bowl
10 minutes' drive
Family-friendly bowling alley with a cheerful vibe. Offers comfort food and fun for all ages.
Brattleboro Museum and Art Center
15 minutes' drive
Art exhibitions and events in a vibrant space. Offers workshops and family programs regularly.
Live Music at Vermont Soul
10 minutes' drive
Intimate venue featuring local musicians. Check for live performances and themed nights for a unique experience.
Getting around
City Centre
Chesterfield 12 min · 3300 ft
Airports
Lebanon Municipal (LEB) 151 min · 62.4 mi
Rutland State (RUT) 162 min · 67.1 mi
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Property information and rules
Check-in
from 14:00-23:59
Check-out
until 11 am
Guest Parking
Private parking is possible on site for free.
Internet
Wireless internet is available in the entire hotel for free.
Breakfast
A full breakfast is served at the price of USD 12.0 per person.
Children & extra beds
Maximum capacity of extra beds in a room is 2.
Pets
Pets are allowed on request.
Number of rooms:
15
Reviews and Ratings
Feedback about Chesterfield Inn from previous guests about their experience.
Cleanliness
10.0/10
Comfort
10.0/10
Facilities
10.0/10
Free Wi-Fi
10.0/10
Location
10.0/10
Staff
10.0/10
Value for money
9.5/10
Guest reviews
based on 5 reviews
9.8/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
