A rural landscape with a grassy field, a dirt path, and a hill covered with autumn-colored trees.

Chesterfield Hotels from S$119

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Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

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Our top choices for Chesterfield hotels

1. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
United States
Francesca
S$158
includes taxes & fees
8 Nov - 9 Nov
Hampton Inn Brattleboro

2. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
West Chesterfield
United States
Jason
S$211
includes taxes & fees
8 Nov - 9 Nov
Riverside Hotel, an Ascend Collection Hotel

3. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
United States
Timothy
S$196
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Hotel & Suites Brattleboro by IHG

4. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
United States
Charlene
S$156
includes taxes & fees
8 Nov - 9 Nov
Comfort Inn & Suites Brattleboro I-91

5. The Putney Inn

The Putney Inn
Putney
United States
Anita
S$119
includes taxes & fees
28 Oct - 29 Oct
The Putney Inn

6. Latchis Hotel

Latchis Hotel
Brattleboro
United Kingdom
Deborah
S$200
includes taxes & fees
1 Nov - 2 Nov
Latchis Hotel

7. The Covered Bridge Inn

The Covered Bridge Inn
Brattleboro
United States
Adolfo
S$148
includes taxes & fees
15 Oct - 16 Oct
The Covered Bridge Inn

8. Chesterfield Inn

Chesterfield Inn
West Chesterfield
United States
Wayne
S$418
includes taxes & fees
25 Oct - 26 Oct
Chesterfield Inn

9. Inn on Putney Road

Inn on Putney Road
Brattleboro
United States
Karla
S$376
includes taxes & fees
1 Nov - 2 Nov
Inn on Putney Road

10. Black Mountain Inn

Black Mountain Inn
Brattleboro
United States
David
S$189
includes taxes & fees
10 Nov - 11 Nov
Black Mountain Inn

11. Four Columns Inn

Four Columns Inn
Newfane
United States
Raymond
S$133
includes taxes & fees
3 Nov - 4 Nov
Four Columns Inn

12. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
Keene
United States
Caroline
S$241
includes taxes & fees
25 Oct - 26 Oct
Fairfield Inn & Suites by Marriott Keene Downtown

13. The Carriage Barn Inn

The Carriage Barn Inn
Keene
United States
Richard
S$220
includes taxes & fees
18 Oct - 19 Oct
The Carriage Barn Inn

14. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
Brattleboro
United States
Nicolas
S$120
includes taxes & fees
4 Nov - 5 Nov
Travelodge by Wyndham Brattleboro VT

15. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
United States
Angelo
S$165
includes taxes & fees
2 Nov - 3 Nov
Keene Elm City Hotel, an Ascend Collection Hotel

16. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
Keene
United States
CHERYL
S$129
includes taxes & fees
25 Oct - 26 Oct
Days Inn by Wyndham Keene NH

17. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
United States
Rebecca
S$209
includes taxes & fees
10 Nov - 11 Nov
Hampton Inn & Suites Keene

18. The Burrell House

The Burrell House
Keene
United States
Justin
S$195
includes taxes & fees
21 Oct - 22 Oct
The Burrell House

19. Centennial House

Centennial House
Northfield
United Kingdom
Alan
S$219
includes taxes & fees
26 Oct - 27 Oct
Centennial House

20. Colonel Williams Inn

Colonel Williams Inn
Brattleboro
United States
Amy
S$206
includes taxes & fees
3 Nov - 4 Nov
Colonel Williams Inn
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Stay near popular Chesterfield attractions

Asbury United Methodist Church

You can learn about the history of Chesterfield when you stop by Asbury United Methodist Church. Amble around the area's riverfront or seek out its ski slopes.
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Chesterfield Town Hall

After visiting Chesterfield Town Hall, make a plan to see the other sights and activities in Chesterfield. Make some time to visit the shops while you're in the area.
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Learn more about Chesterfield

Tucked along the Connecticut River, this charming New England town offers peaceful kayaking and hiking trails through Pisgah State Park. Spend summer days swimming at Spofford Lake, where local families gather for picnics and the annual Old Home Day celebrations.

See all hotels in Chesterfield
A U.S. Post Office in Chesterfield, N.H. with stone walls and green shutters.

Top Chesterfield Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

8/10 Good
"The room was clean. Staff was very friendly. The breakfast was OK. Exactly what I needed."
John 2-night trip
Posted 8 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

10/10 Excellent
"We stayed for Three nights. The room was very clean. It was very spacious. It was in a very good location. The staff was very certious, friendly and helpful. We would stay there again. There was plenty of parking."
Eileen 3-night trip
Posted 13 hours ago
Travelodge by Wyndham Brattleboro VT
The White House Inn

The White House Inn

10/10 Excellent
"The staff was an 11 on a 1-10 scale"
Gary 1-night trip
Posted 14 hours ago
The White House Inn
Otherland Hotel

Otherland Hotel

8/10 Good
"Beautiful hotel clean quiet"
Nelson 1-night trip
Posted 1 day ago
Otherland Hotel
Colonial Motel

Colonial Motel

8/10 Good
"very convenient and cost was good, as we stay in Brattleboro as our daughter and granddaughter live in Turners Falls Mass. and its only a half hour drive to visit with them."
Leonard 3-night trip
Posted 1 day ago
Colonial Motel
The Inn At Crumpin Fox

The Inn At Crumpin Fox

8/10 Good
"Lovely setting."
Kay 1-night trip
Posted 2 days ago
The Inn At Crumpin Fox
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"We had a one night stay recently. We were on the newly-renovated 4th floor, which was very nice. The room was very clean. We were there early, so we went to the 99 Restaurants bar that was right in front of the Comfort Inn. Check-in was easy and the staff were very pleasant. Room was very nice. We did have an issue with the television, but staff responded quickly and solved the issue. The free breakfast in the morning was very nice. Pancakes, waffles (with fruit toppings & syrup), bacon, breads, bagels and muffins, fresh fruit, cereals, yogurts. Many beverage options. A very nice selection! Staff was right there to replenish anything that was running low. Parking was plentiful, and right in front of the entrance. Check-out was fast and easy. I would highly recommend Comfort Inn & Suites!"
Lori 1-night trip
Posted 3 days ago
Comfort Inn & Suites Brattleboro I-91
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

10/10 Excellent
"Staff friendly and helpful. Clean and great breakfast!"
William 1-night trip
Posted 3 days ago
Hampton Inn & Suites Keene
Black Mountain Inn

Black Mountain Inn

8/10 Good
"The Black Mountain Inn has seen some decades...but it is well kept up with kindly staff. --Immediately off the I-91 exit, on the main road into Brattlelboro with fast food and cafes nearby. --Room as described and parking available next to it --Marvelous motel cat is part of the welcome committee --Maps and brochures as well as knowledgeable staff --Negative? The "breakfast" is actually coffee, various snack bars and pkg'd baked goods and yogurt. So, if you really need breakfast, you'll have to go out..."
Marilyn 2-night trip
Posted 5 days ago
Black Mountain Inn

More cheap stays in Chesterfield

The Putney Inn

The Putney Inn

57 Putney Landing Rd Putney VT
S$119
28 Oct - 29 Oct
includes taxes & fees
The Putney Inn
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
S$129
25 Oct - 26 Oct
includes taxes & fees
7/10 Good! (1,002 reviews)
Days Inn by Wyndham Keene NH
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT
S$156
8 Nov - 9 Nov
includes taxes & fees
8.6/10 Excellent! (881 reviews)
Comfort Inn & Suites Brattleboro I-91
Hampton Inn Brattleboro

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT
S$158
8 Nov - 9 Nov
includes taxes & fees
Hampton Inn Brattleboro
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH
S$165
2 Nov - 3 Nov
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Keene Elm City Hotel, an Ascend Collection Hotel
Latchis Hotel

Latchis Hotel

50 Main Street Brattleboro VT
S$200
1 Nov - 2 Nov
includes taxes & fees
Latchis Hotel

Find out more about Chesterfield

Top reasons to visit Chesterfield

  • Outdoor Adventures: Chesterfield is ideal for outdoor enthusiasts, offering skiing, hiking in stunning forests, and exploring scenic recreational areas.
  • Charming Accommodations: The town features a variety of delightful hotels and agritourism properties, catering to diverse needs for a comfortable stay.
  • Rich Historical Experiences: Visit the Chesterfield Museum and explore local heritage, adding a cultural dimension to your trip.
  • Picturesque Surroundings: The area's natural beauty provides perfect opportunities for day trips and relaxation in a serene environment.
  • Local Community: Experience the warmth of friendly locals and the inviting atmosphere of Chesterfield, enhancing your holiday experience.

Find great hotels near Chesterfield

Discover a variety of accommodation options in Chesterfield, New Hampshire, where adventure meets comfort. Whether you're seeking pet-friendly stays or facilities suited for business travel, Chesterfield's hotels cater to diverse needs. From charming agritourism properties to inviting hotels, you'll find the perfect base for your vacation experience. Enjoy the scenic beauty and warm hospitality that this quaint town has to offer while exploring your lodging options, including the sought-after Premier Inn Chesterfield hotels.

  • Colonial Motel And Spa: A charming 3-star establishment located 8.0km from Chesterfield, Colonial Motel And Spa is ideal for those seeking an adventurous family getaway with a spa twist. Guests can indulge in a variety of outdoor activities such as hiking, biking, and skiing, with equipment rentals and guided experiences available nearby. For relaxation, the property boasts a full spa and pool service, featuring an accessible pool, sauna, and daily spa treatments. Families will appreciate the thoughtful amenities designed for children, including window guards and a nearby sledding location, ensuring a safe and enjoyable stay for younger guests.
  • Best Western Plus Keene Hotel: Situated 14.5km from Chesterfield, the Best Western Plus Keene Hotel earns high praise with a guest rating of 8.4/10. This 3-star hotel caters to families and business travellers alike, offering a welcoming atmosphere with pet-friendly policies. Amenities include complimentary cribs for families with infants, as well as a designated dog exercise area for furry companions. The hotel's central location makes it a convenient base for exploring local attractions, while the thoughtful services provided ensure a comfortable experience for all guests.
  • The Covered Bridge Inn: Just 6.4km from Chesterfield, The Covered Bridge Inn presents a budget-friendly option for adventure seekers and business travellers. This cosy hotel offers access to a variety of outdoor recreation activities, such as hiking, rafting, and snowboarding, making it an excellent choice for those who enjoy the great outdoors. Guests can unwind after a day of exploration in comfortable accommodations, perfect for resting up before their next adventure.

Where to stay near Chesterfield

Chesterfield, New Hampshire, offers a delightful blend of outdoor adventures and historical charm, making it an ideal destination for a romantic weekend getaway or a family-friendly trip. Explore the picturesque city centre, unwind in quaint accommodations, and enjoy the surrounding scenery teeming with friendly locals. Nearby towns provide a relaxing atmosphere perfect for those seeking solitude or adventure, ensuring a memorable experience in this charming region.

  • Brattleboro: Nestled approximately 8.0km from Chesterfield, Brattleboro is a vibrant city known for its artistic community and scenic landscapes. The area attracts visitors year-round, peaking from July to September, particularly for those seeking skiing, adventure, and sports experiences. Outdoor enthusiasts will find a wealth of activities at nearby ski resorts and fields, while nature lovers can explore stunning local landmarks such as lakes, mountains, and the beautiful national state park. Brattleboro's unique blend of culture and nature makes it an ideal spot for a memorable day trip.
  • Keene: Situated 16.1km from Chesterfield, Keene is a charming city that offers a delightful mix of outdoor adventure and picturesque scenery. With visitor numbers peaking in July, August, and October, Keene is popular among travellers looking for skiing, adventure, and outdoor activities. The surrounding area features scenic lakes, a modern college university, and access to the national state park, making it a perfect destination for those who appreciate nature and academic charm. Whether hiking or enjoying local events, Keene provides a refreshing getaway.
  • West Chesterfield: Just 4.8km from Chesterfield, West Chesterfield is a quaint city renowned for its outdoor pursuits and picturesque landscapes. The area sees a surge in visitors from March to April and June, appealing to those seeking skiing and adventure. Guests can engage in a variety of activities at local ski fields and resorts, or explore the nearby lakes, national state park, and serene forests. West Chesterfield's easy access to nature and recreational opportunities makes it a wonderful destination for adventure seekers.

Things to do in Chesterfield

Shopping

In Chesterfield, you'll find charming local shops offering unique gifts and souvenirs. If you're up for a drive, head to the Keene Shopping Centre, about 19.3km away, where you can explore diverse shops and enjoy a pleasant shopping atmosphere.

Recreation

Chesterfieldโ€™s Wellness Retreat offers a tranquil setting for relaxation, featuring yoga sessions amid picturesque landscapes and holistic therapies designed to rejuvenate the mind and body. For outdoor enthusiasts, the nearby Pisgah State Park provides hiking trails and serene picnic spots, ideal for unwinding in nature.

Adventure

Explore the scenic trails at Pisgah State Park, where you can hike through lush forests and enjoy the tranquility of nature. For a thrilling experience, try kayaking on Lake Spofford, taking in the beautiful surroundings while paddling across the serene waters.

Nightlife

Visit the Chesterfield Inn for a cosy atmosphere and enjoy their selection of local wines. For a lively evening, head to the nearby Firehouse Restaurant, where you can indulge in hearty dishes while soaking up live music from local artists.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Chesterfield

Chesterfield, New Hampshire, is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can explore its stunning forests, nature reserves, and charming farms, perfectly catering to those craving adventure and cultural experiences. Don't miss the Chesterfield Football Club, Chesterfield Museum, and the picturesque Chesterfield Canal for enriching activities during your stay.

  • Spofford Lake: Nestled 3.2km from Chesterfield, Spofford Lake offers a serene escape with its picturesque beach and stunning scenery. Ideal for romantic walks or tranquil afternoons, the lake's outdoor vibe invites you to unwind while enjoying nature's beauty.
  • Brattleboro Common: Located 8.0km away, Brattleboro Common is a charming urban park that serves as a vibrant gathering spot for families. With ample green space, itโ€™s perfect for leisurely strolls, picnics, and enjoying the lively local atmosphere.
  • New England Center for Circus Arts: Situated 6.4km from Chesterfield, this unique arts centre immerses visitors in the captivating world of circus culture. Engage with thrilling performances and perhaps even try your hand at circus skills in a supportive environment.

Best time to go to Chesterfield

The best time to visit Chesterfield can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chesterfield falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chesterfield falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January22.5ยฐF (-5.3ยฐC)Light RainMostly SunnySlightly LowSlightly High
February24.4ยฐF (-4.2ยฐC)Light RainMostly CloudyAverageSlightly High
March32.2ยฐF (0.1ยฐC)Light RainMostly SunnyAverageSlightly Low
April44.4ยฐF (6.9ยฐC)Light RainMostly SunnyAverageSlightly Low
May56.8ยฐF (13.8ยฐC)Light RainMostly SunnyAverageAverage
June64.6ยฐF (18.1ยฐC)Light RainMostly SunnyAverageAverage
July70.7ยฐF (21.5ยฐC)Light RainMostly SunnySlightly HighAverage
August68.7ยฐF (20.4ยฐC)Light RainMostly SunnySlightly HighAverage
September61.5ยฐF (16.4ยฐC)Light RainMostly SunnySlightly HighAverage
October50.0ยฐF (10.0ยฐC)Light RainMostly SunnyAverageSlightly High
November37.8ยฐF (3.2ยฐC)Light RainMostly SunnySlightly LowSlightly Low
December29.1ยฐF (-1.6ยฐC)Light RainMostly SunnySlightly LowAverage

The nearest major airports for your trip to Chesterfield

Reaching Chesterfield, New Hampshire, is convenient with several nearby airports. BOSton Logan International Airport (BOS) is 132.0km away, with luxury accommodations such as Encore Boston Harbor, InterContinental Boston, and The Langham, all within 4.8km of the airport. Hartford Bradley International Airport (BDL) is located 107.8km from Chesterfield, featuring hotels like DoubleTree by Hilton Hartford, just 1.6km away, and Simsbury 1820 House, 11.3km away. Albany International Airport (ALB) is 111.0km from Chesterfield, with great options like The Landing Hotel at Rivers Casino & Resort and Park Manor Hotel, both situated 12.9km from the airport. Each of these airports offers accessible transportation to their respective hotels.

Frequently asked questions

Where is the best place to stay in Chesterfield?
Colonial Motel, located 4.5 mi (7.3 km) from the heart of Chesterfield, is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are Latchis Hotel and Keene Elm City Hotel, an Ascend Collection Hotel. See all available top hotels, or vacation rentals in Chesterfield.
If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?
Yes! Most hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.
What is staying in Chesterfield like?
Visitors can enjoy all that Chesterfield has to offer, including the shopping and restaurants. There are 524 hotels and other accommodation options in the surrounding area. Find out more about Chesterfield.
What should I see while I'm in Chesterfield?
Favourite places to visit include Asbury United Methodist Church, Pisgah State Park and Chesterfield Town Hall. You'll also find Spofford Lake and Madame Sherri Forest in the area. Take a look at what more there is to see and do in Expedia's Chesterfield guide.
What's the weather like in Chesterfield?
The hottest months are usually July and August, with an average temperature of 19ยฐC, while the coldest months are January and February, with an average of -3ยฐC. The snowiest months in Chesterfield are January, March, November and February, with each month seeing an average of 23 cm of snowfall.

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