Chesterfield Inn

Select Registry Member Since 1990

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Chesterfield Inn

Select Registry Member Since 1990

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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

cabin by pond

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

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

chesterfield pancakes

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 at 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

Guests can book luxurious spa treatments in the privacy of their room or unwind in the welcoming common areas. This pet-friendly New Hampshire inn happily welcomes well-behaved pets. 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

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

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