Chesterfield Inn
Select Registry Member Since 1990





Chesterfield Inn
Select Registry Member Since 1990
The Basics
Come relax at this romantic New Hampshire bed and breakfast with cathedral ceilings and delightful views of the beautiful Connecticut River Valley. Situated in scenic Southern New Hampshire on the Vermont border, guests enjoy cozy rooms & suites featuring private porches and fireplaces, pet-friendly rooms, delicious dining at the on-site restaurant & more. Plan your romantic getaway at this charming New Hampshire luxury inn near Brattleboro, VT.
Things We Love

We are nestled on 10 beautiful acres overlooking the Connecticut River Valley

Guests with furry friends are welcome in 6 of the outer rooms with plenty of space to explore on property

Indoor and outdoor dining available at the on-site, top-rated New Hampshire restaurant
At A Glance
- Pet-Friendly Rooms Available
- Free On-site Parking
- Wine/Spirits Available Onsite
- Fireplaces in Some Guestrooms
- Fireplace or Firepit Onsite
- Private Entrances - Some Rooms
- Jetted Tubs - Some Rooms
- Weddings & Events Available
Best For
- Romantic Retreat/Honeymoon Destination
- Wedding/Special Occasion/Celebration
In The Know
Here are a few things you can't miss when you visit...
- Visit the ruins of Madame Sherri’s house and explore Madame Sherri Forest
- Climb Mount Monadnock for views all the way to Boston
- Sample French Pastries and home-made hot chocolate at Burdick’s in Walpole
- Rent kayaks and float down the Retreat Meadows and West River in Brattleboro
- Go cross-country skiing and snow tubing at Grafton Ponds
- Play a round of golf at Brattleboro Country Club
Welcome
Come relax at this comfortable and romantic New Hampshire bed and breakfast with cathedral ceilings and delightful views of the beautiful Connecticut River Valley. Situated in scenic Southern New Hampshire on the Vermont border, guests feel the weight of daily life lift during their visit to Chesterfield Inn. Enjoy gazing out on the picturesque flower-filled meadow or relaxing in front of the cozy fire in the parlor at this charming New Hampshire luxury inn near Brattleboro, VT.
Marvelous activities for every season are found just steps from this Chesterfield, New Hampshire Inn:
- Hiking
- Biking
- Skiing
- Antiquing
- Shopping
- Kayaking
- Canoeing
- Exploring historic sites and villages
Choose from 15 beautiful rooms featuring gas fireplaces, private balconies, and jetted tubs. Plus bring your furry family member along when you stay in any of our six dog-friendly rooms. End your evening with a candlelight or al fresco dinner at our New Hampshire restaurant. If you are looking for a romantic bed and breakfast in New Hampshire, this delightful B&B is the ideal place to be.
Amenities
Inn Amenities: Tesla/Electric Vehicle Charging Station, Free Onsite Parking, Gardens on Property, LGBT Friendly, Green Environmentally Friendly, Limited Spa Service, Restaurant On Site, Wine/Spirits Available, Concierge Services
Food & Wine
At our New Hampshire country inn, we love fresh, imaginative, delicious food with unique flavor combinations - and Chef Carl Warner delivers that. Chef Carl was with us when the Chesterfield Inn Restaurant opened in 1987 and worked with us for 13 years before going on to become a Culinary Arts instructor. We are delighted to have him back again using the freshest regional ingredients: seafood from Boston, herbs from our garden, and cheeses and produce from local farmers. Our restaurant serves guests of the inn and the public six days a week, Monday through Saturday.
Meals Offered: Breakfast, Dinner
Restaurant on Premises: Open to the public
Special Diets Accommodated: Vegetarian, Gluten Free, Yes
Breakfast: Complimentary
Breakfast Service: Full
Breakfast Seating: Individual Tables, Set Times
Pub/Tavern on Premises: No
Alcohol Permits: Beer, Wine, Spirits
Dining Amenities: Complimentary Afternoon Tea/Refreshments, Complimentary Early Coffee Tea, Evening Cocktails, Room Service
Rooms & Suites
The setting of our New Hampshire luxury inn takes full advantage of the beautiful natural surroundings of the Connecticut River Valley. Our large guest rooms and are nestled in the fully renovated original Farmhouse, and in the more recently built Cottage and Johanna Wetherby Building. All of our rooms offer private bathrooms, air conditioning, a mini-fridge free, flat screen TV and Wi-Fi so you can choose to stay connected as ever or "unplug" and completely relax!
Accommodations: Suites
# of Rooms: 15
Beds: Double, Queen, King
Handicap Accessible: Limited
Room Amenities: Air Conditioning, Alarm Clocks, Antique Furnishing, Bathrobes, Fireplace, Hair Dryer, Ironing Boards, Private Deck, Private Entrance, Refrigerator, Rollaway Available, Telephones, Whirlpool or Jacuzzi
For information on ADA accessibility for the facility or its rooms, please contact the property directly.
Guest Services
Internet Service: Wireless, Complimentary
Front Desk/Security: OnSite
Corporate Rates: Yes
Inn Amenities: Tesla/Electric Vehicle Charging Station, Free Onsite Parking, Gardens on Property, LGBT Friendly, Green Environmentally Friendly, Limited Spa Service, Restaurant On Site, Wine/Spirits Available, Concierge Services
Location Type
Location Type: Rural, Waterview
Policies
Minimum Stay Required: Holidays, Peak Season
Pet-Friendly: Yes
Innkeeper's Pets: Inside
Smoking Policy: Smoke Free
Family Friendly: Yes
Weddings & Events
Dreaming of a romantic New Hampshire wedding? Chesterfield Inn is the place for you! We specialize in intimate garden weddings for up to 65 guests at our New England bed and breakfast. Our experienced staff will attend to every detail, including planning a delicious menu that will leave your guests raving! Choose from a garden ceremony and reception or inside in front of our beautiful fireplace for winter weddings. We also offer affordable elopement packages if you want to runaway together!
Wedding/Events Capacity: 50-99
Events Supported: Private Parties, Ceremony, Receptions, Rehearsal Dinner, Elopement
Wedding Services & Amenities: Wedding Planner, Officiant, Caterer
Wedding/Reception/Event Facilities: Indoor, Outdoor
Reception Seating: 55
Banquet Seating: 35
Max Capacity Outdoor: 60
Business Travel & Events
The Chesterfield Inn is a perfect place for an off site meeting where people can work in privacy and without the distractions of the office. We offer meetings in our parlor where we can seat 12-14 people comfortably at a conference table with wireless internet service, conference call capability, and space for power point presentations. We provide coffee breaks, lunch, and dinner as needed.
# of Meeting Rooms: 1
Meeting Types: Business Meeting, Retreats, Social
Meeting Amenities: Onsite Catering
Meeting Facilities: Indoor
Business Travel & Event Max Capacity: 15
Total Rooms Sq Footages: 600
Max Capacity Theater: 15
Max Capacity Boardroom: 15
Max Capacity Classroom: 15