Chesterfield Inn Nature photoChesterfield Inn Exterior photoChesterfield Inn Exterior photo
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From301US$ /night
Check-in
19Apr2026Select date
Check-out
20Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

20 Cross Road, Chesterfield, New Hampshire, United States, 3466
-
Near Madame Sherri's "Castle" Forest
Perfect
9.8
9.7
/10
4.8
4.9
/5

Location

Chesterfield Inn is situated on 10 acres of land on a knoll, just 2 miles from the Connecticut River and the Vermont border. The inn is conveniently located between Brattleboro, Vermont, and Keene, New Hampshire. Guests can easily explore the charming nearby villages and access numerous outdoor activities year-round.

Accommodations

The inn consists of several unique room types, including the Cottage and Johanna Wetherby Building, featuring private entrances and patios. Six of the rooms are pet-friendly and include amenities such as gas fireplaces and jetted tubs. Each room is designed for privacy, making it a secluded retreat for couples.

Dining

Chesterfield Inn offers on-site dining with a gourmet restaurant that serves seasonal dishes crafted from fresh regional ingredients. The restaurant is open to both guests and the general public, focusing on imaginative flavors and accommodating dietary needs. Breakfast is cooked to order each morning and delivered to individual guest tables.

Pet-Friendly Amenities

Chesterfield Inn welcomes pets in six designated rooms with a pet fee of $50 per pet, per day. Guests traveling with pets can enjoy the beautiful grounds, complete with walking paths through wildflower meadows. The friendly ambiance allows guests to fully relax with their four-legged companions.

Outdoor Activities

The inn is an excellent base for a variety of outdoor adventures, including hiking, biking, and kayaking in the adjacent Connecticut River Valley. Staff can assist guests in planning local excursions to discover the stunning natural beauty. Seasonal activities are abundant, with winter sports readily accessible nearby.

Highlights

Location: 10 acres of land on a knoll

Dining: gourmet restaurant open to public

Accommodations: private entrances and patios

Pet-Friendly: six designated rooms available

Must-do experiences

  • Stroll through Longwood Gardens for stunning plant displays.
  • Savor a slice of Chesterfield's famous apple pie at Pie Town.
  • Visit the Chesterfield Historical Society for local heritage insights.
  • Explore the Chesterfield Farmers Market for fresh local produce.
  • Catch a performance at the Chesterfield Performing Arts Center.
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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
Shower
Coffee machine
Double Room Spa Bath
2 persons
400 sq. feet 
1 King-size bed
Shower
Coffee machine
King Room
2 persons
305 sq. feet 
1 King-size bed
Shower
Heating
Economy Double Room
2 persons
305 sq. feet 
2 Double beds
Shower
Heating
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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
  • Free 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
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Dining Onsite

Experience a delightful culinary journey at Chesterfield Inn, where American cuisine shines through seasonal offerings that reflect the beauty of the Connecticut River Valley. The cozy, romantic atmosphere is perfect for intimate dinners, complemented by decadent desserts that promise to indulge every sweet tooth.
Chesterfield Inn Restaurant photo
Chesterfield Inn Restaurant photo
Chesterfield Inn Restaurant photo

Restaurant #1

American gourmet
Ambiance
Romantic setting with scenic views of the Connecticut River Valley
Key Offerings
Signature dishes include delectable French toast topped with baked apples and a variety of exquisite desserts like Maple Crème Brulee and Flourless Chocolate Cake.
Reservation
Recommended
Open for dinner from Monday to Saturday, 5:30 PM to 8:30 PM.

Chesterfield Inn Location

20 Cross Road, Chesterfield, New Hampshire, United States, 3466
Map view
20 Cross Road, Chesterfield, New Hampshire, United States, 3466
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
Actors Theatre
15 minutes' walk
Intimate performances showcasing local talent and narratives. A great spot for enjoying theater close to home.
Antique Carriage and Sleigh Museum
15 minutes' walk
A unique collection of antique carriages and sleighs that capture local history and craftsmanship. Perfect for history buffs.
Copper Cannon Distillery
Copper Cannon Distillery
5-minute drive
Craft distillery offering tours and tastings. Sample unique spirits while learning about their production process.
Madame Sherri's Castle
11-minute drive
A fascinating castle ruin nestled in the woods, rich in history and surrounded by hiking trails perfect for exploration.
Hiking at Wantastiquet Mountain
8-minute drive
Thrilling hiking trails with scenic views. Suitable for outdoor enthusiasts seeking adventure in nature.
Yoga at Brattleboro Yoga Center
15-minute drive
Relaxing yoga classes available for all levels. A perfect way to unwind and rejuvenate during your stay.
Chesterfield Inn
Chesterfield Inn
1 minute walking
Cozy atmosphere with farm-to-table cuisine. Known for seasonal dishes and a warm, inviting dining experience.
Mocha Joe's
15-minute drive
Local café famous for its organic coffee and pastries. A casual spot to enjoy brunch or a light lunch.
The Dutchman's Tavern
10-minute drive
Casual dining with a variety of American favorites. Known for burgers and craft beers in a friendly setting.
Brattleboro Bowl
10-minute drive
Family-friendly bowling alley with a vibrant atmosphere. Great for a fun night out with friends or family.
Latchis Theatre
15-minute drive
Historic cinema featuring indie films and special screenings. A charming venue for film lovers and an enjoyable evening.
Getting around
City Centre
Chesterfield12 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 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 71 verified reviews
9.9/10
Perfect
100%
Recommend
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 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.
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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 by 11:00.
How far is Chesterfield Inn from Lebanon Municipal Airport?
Chesterfield Inn is 100 km from Lebanon Municipal Airport.
Are there any popular attractions near Chesterfield Inn?
Nearby attractions include Fort Dummer State Park (14 km), Madame Sherri's Castle (4 km), and Santa's Land USA (22 km).
What dining options are available at Chesterfield Inn?
Chesterfield Inn features an on-site restaurant that serves American cuisine.
Is breakfast offered at Chesterfield Inn?
An American breakfast is available for an additional charge of 12 USD.
What amenities are provided in the rooms at Chesterfield Inn?
Rooms are equipped with air conditioning, a flat-screen TV, free Wi-Fi, and private bathrooms with complimentary toiletries.
Does Chesterfield Inn offer parking for guests?
Complimentary private parking is available on-site without a reservation.
What recreational activities are available near Chesterfield Inn?
Guests can enjoy hiking and skiing in the surrounding area.
Does Chesterfield Inn have a bar or lounge area?
Chesterfield Inn features a lounge bar for guests to enjoy.
Is room service available at Chesterfield Inn?
Yes, room service is available at Chesterfield Inn.
What features make Chesterfield Inn special for romantic getaways?
The hotel offers a charming atmosphere with personalized guest experiences and pet-friendly accommodations.

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Check-in
19Apr2026Select date
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Rooms and Guests2 Guests, 1 Room