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Chesterfield
Chesterfield Inn
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Chesterfield Inn Nature photoChesterfield Inn Exterior photoChesterfield Inn Exterior photo

Chesterfield Inn - Your Boutique Escape in Chesterfield

Book on our site
up to 10% cheaper
than Booking.com
Check rooms and rates
From$301 /night
Check-in
27May
Check-out
28May
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

20 Cross Road, Chesterfield, 3466
-
Near natural parks
Perfect
9.8
9.7
/10
4.8
4.9
/5

Loved by Chesterfield Inn guests

Elegant dining
Attentive staff
Spacious rooms
Delicious breakfast
"Dinner was delicious - again service could not have been better and breakfast, to order, just as great."
severette 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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"Breakfast the next morning (included in the room rate) was absolutely delicious with plenty of options."
duxselden from United States
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"The greatest part of our experience was the on premises restaurant that served a complimentary full and delicious breakfast."
Lisa P. 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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Dining & Breakfast

Chesterfield Inn has an on-site restaurant acclaimed for culinary excellence using locally-sourced seasonal cuisine. A complimentary homemade breakfast is served each morning with house-made ingredients. Dinner by reservation includes menu items such as leg of lamb with mint chimichurri and butternut squash ravioli.

Rooms & Accommodations

The inn offers multiple room types including suites with gas fireplaces and jetted tubs. Some rooms have private balconies or patios overlooking the 10-acre grounds. Pet-friendly accommodations include private entries and outdoor spaces.

Activities & Location

Guests have access to hiking trails at Madame Sherri Forest and winter sports at nearby ski resorts. The inn is a short drive from Keene, NH and Brattleboro, VT for dining and shopping. On the 10-acre grounds, guests can explore gardens, a terrace, and a fire pit.

Pet-Friendly & Family

The Chesterfield Inn welcomes pets with designated rooms that have private entries and outdoor spaces. Families can use board games and puzzles in common areas. Kids' meals are available on request in the restaurant.

Services & Amenities

Concierge service helps arrange outdoor adventures like kayaking or skiing. The inn provides express check-in/out and luggage storage for convenience. An electric vehicle charging station is available in the free parking lot.

Highlights

Location: 10-acre grounds near Vermont border

Dining: On-site restaurant with local ingredients

Rooms: Suites with fireplaces and private balconies

Pet Policy: Pet-friendly rooms with private entries

Awards: Yelp's Top 100 Places to Stay in New England

“This inn cultivates a genuinely welcoming atmosphere, evident in its immaculately kept rooms and the staff's evident commitment to guest comfort. The breakfast is a highlight, offering ample, appealing choices that set a delightful tone for the day. Its peaceful rural setting, moments from local attractions, provides a serene yet convenient escape.”
Hotel logo
James DavidEditor-in-Chief at Wonderfulhotels

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
    28 sq. feet
    1 King-size bed
    Air conditioning
    Balcony
    room details
    Double Room Spa Bath
    2 persons
    37 sq. feet
    1 King-size bed
    Air conditioning
    Balcony
    room details
    King Room
    2 persons
    28 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!
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Check-in/ Check-out

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

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
Show more

Dining Onsite

Dining at Chesterfield Inn brings the essence of the Connecticut River Valley to life with exquisite American cuisine, featuring locally inspired gourmet offerings. Set against stunning natural surroundings, each meal invites guests to indulge in authentic flavors perfect for romantic evenings and intimate gatherings.
Chesterfield Inn Restaurant photo
Chesterfield Inn Restaurant photo
Chesterfield Inn Restaurant photo

Restaurant #1

American gourmet cuisine
Ambiance
Romantic setting embracing the beauty of the Connecticut River Valley
Key Offerings
Signature dishes include decadent Maple Crème Brulee and Flourless Chocolate Cake, complemented by the delightful French toast topped with baked apple and local Mitchell Farm maple syrup.
Reservation
Recommended
Dinner only

Chesterfield Inn Location

20 Cross Road, Chesterfield, 3466
Explore Chesterfield
Discover Chesterfield
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Copper Cannon Distillery
5 minutes' drive
Local distillery offering tastings and tours. Learn about distillation, sip craft spirits, and engage in unique, local flavors.
Madame Sherri's 'Castle'
40 minutes walking
Historic ruins and beautiful gardens. Ideal for photography with stunning natural landscapes and intriguing architecture.
Antique Carriage and Sleigh Museum
15 minutes' walk
Fascinating collection of carriages and sleighs. A unique glimpse into local history with guided tours available.
Brattleboro Museum and Art Center
15 minutes' drive
Contemporary art exhibits and local history displays. Offers educational programs and engaging events throughout the year.
Discover the local attractions near Chesterfield Inn
Check out the natural beauty and cultural sites located near Chesterfield Inn that showcase the local landscape and history
Ideal for outdoor enthusiasts looking for scenic hikes: Wantastiquet Mountain Natural Area
Perfect for a family-friendly day of apple picking: Scott Farm Orchard
Great for learning about local spirits and distillation: Copper Cannon Distillery
Well suited for enjoying farm activities and local produce: Retreat Farm
Works well for tastings and exploring craft distilling: Saxtons Distillery
Best for leisurely strolls and local events: Brattleboro Common
Suited for history buffs and photographers seeking unique sights: Madame Sherri's Castle
Ideal for those interested in local art and crafts: Fire Arts Vermont
Perfect for appreciating fine glass artworks: Solinglass
Great for literary fans exploring the residence of Rudyard Kipling: Naulakha
Hiking at Wantastiquet Mountain Natural Area
45 minutes walking
Gorgeous trails for outdoor enthusiasts. Scenic views and diverse wildlife, ideal for both serious hikers and leisurely strolls.
Yoga Sessions at Local Studios
10 minutes' drive
Relaxing yoga classes available nearby. Perfect for unwinding after a day of exploration with options for all skill levels.
Chesterfield Inn Restaurant
1 minute walking
Rustic ambiance with locally sourced dishes. Signature offerings include seasonal specials that cater to various dietary needs.
Vermont Soul
10 minutes' drive
Contemporary cafe featuring local ingredients. Offers a casual setting and a rotating menu with vegetarian and gluten-free options.
Brattleboro Bowl
10 minutes' drive
Fun bowling venue with a lively atmosphere. Perfect for family outings with food and drink options available on-site.
Fire Arts Vermont
10 minutes' drive
Creative classes and workshops for all ages. A unique opportunity for hands-on experiences in glassblowing and woodworking.
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 US$12 per person per day.
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.
Review score
Based on 179 verified reviews
10.0 /10
Perfect
100 %
Recommend
Cleanliness
10.0/10
Comfort
10.0/10
Facilities
10.0/10
Free WiFi
10.0/10
Location
10.0/10
Staff
10.0/10
Value for money
9.5/10
Guest reviews
based on 6 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.
Open reviews
Show more reviews
FAQs
About Chesterfield Inn
What are the check-in and check-out times at Chesterfield Inn?
Check-in is at 14:00 and check-out is at 11:00.
How far is Chesterfield Inn from Lebanon Municipal Airport?
The hotel is 100 km from Lebanon Municipal Airport.
Is parking available at Chesterfield Inn?
Free private parking is available on-site without the need for a reservation.
What amenities are included in the rooms at Chesterfield Inn?
Rooms feature air conditioning, a flat-screen TV, free Wi-Fi, and complimentary toiletries.
What dining options does Chesterfield Inn offer?
An on-site restaurant serves American cuisine with options for à la carte or American breakfast.
Are there any nearby attractions to Chesterfield Inn?
Nearby attractions include Madame Sherri's Castle (4 km) and Saxtons Distillery (4 km).
Are there outdoor activities available near Chesterfield Inn?
Guests can enjoy hiking and skiing in the surrounding areas.
What business services does Chesterfield Inn offer?
The hotel features a conference space with a range of business amenities.
What additional facilities are available at Chesterfield Inn?
The hotel offers a garden, terrace, bar/lounge area, and room service.
What is the breakfast menu like at Chesterfield Inn?
The breakfast menu includes options such as fresh baked muffins, eggs, pancakes, and maple-cinnamon French toast.
Does Chesterfield Inn provide any massage services?
Full body massage services are available on-site.
Is there internet access at Chesterfield Inn?
Free Wi-Fi is provided throughout the property.

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