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

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12 Aug - 13 Aug
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13 Aug - 14 Aug
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14 Aug - 16 Aug
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21 Aug - 23 Aug

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Our top choices for Chesterfield hotels

1. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
United States
Marnie
฿5,733
฿6,306 total
includes taxes & fees
6 Sept - 7 Sept
Holiday Inn Express Hotel & Suites Brattleboro by IHG

2. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
United States
Bonnie
฿4,474
฿4,922 total
includes taxes & fees
6 Sept - 7 Sept
Comfort Inn & Suites Brattleboro I-91

3. The Putney Inn

The Putney Inn
Putney
United States
Robert
฿4,101
฿4,511 total
includes taxes & fees
13 Aug - 14 Aug
The Putney Inn

4. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
United States
Greg
฿3,896
฿4,285 total
includes taxes & fees
8 Sept - 9 Sept
Hampton Inn Brattleboro

5. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
West Chesterfield
United States
Pauline
฿5,040
฿5,469 total
includes taxes & fees
6 Sept - 7 Sept
Riverside Hotel, an Ascend Collection Hotel

6. The Covered Bridge Inn

The Covered Bridge Inn
Brattleboro
United States
VINCENT JOEL
฿3,430
฿3,773 total
includes taxes & fees
23 Aug - 24 Aug
The Covered Bridge Inn

7. Black Mountain Inn

Black Mountain Inn
Brattleboro
United States
Robert
฿4,614
฿5,076 total
includes taxes & fees
13 Aug - 14 Aug
Black Mountain Inn

8. Latchis Hotel

Latchis Hotel
Brattleboro
United States
mark
฿3,996
฿4,395 total
includes taxes & fees
25 Aug - 26 Aug
Latchis Hotel

9. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
United States
Ramica
฿3,977
฿4,315 total
includes taxes & fees
1 Sept - 2 Sept
Keene Elm City Hotel, an Ascend Collection Hotel

10. Colonial Motel

Colonial Motel
Brattleboro
United States
James
฿2,465
฿2,711 total
includes taxes & fees
1 Sept - 2 Sept
Colonial Motel

11. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
United States
Debra
฿4,837
฿5,248 total
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn & Suites Keene

12. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
United States
Helen
฿4,917
฿5,335 total
includes taxes & fees
19 Aug - 20 Aug
Best Western Plus Keene Hotel

13. Chesterfield Inn

Chesterfield Inn
West Chesterfield
United States
Wayne
฿9,937
฿10,781 total
includes taxes & fees
24 Aug - 25 Aug
Chesterfield Inn

14. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
Brattleboro
United States
Brian
฿2,147
฿2,362 total
includes taxes & fees
30 Aug - 31 Aug
Travelodge by Wyndham Brattleboro VT

15. Inn on Putney Road

Inn on Putney Road
Brattleboro
United States
Karla
฿9,726
฿10,698 total
includes taxes & fees
24 Aug - 25 Aug
Inn on Putney Road

16. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
Brattleboro
United States
Aigul
฿2,940
฿3,234 total
includes taxes & fees
20 Aug - 21 Aug
Econo Lodge Brattleboro South

17. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
Keene
United States
Michael
฿3,098
฿3,361 total
includes taxes & fees
23 Aug - 24 Aug
Days Inn by Wyndham Keene NH

18. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
Keene
United States
Brian
฿5,301
฿5,752 total
includes taxes & fees
3 Sept - 4 Sept
Fairfield Inn & Suites by Marriott Keene Downtown

19. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
Keene
United States
Nancy
฿5,950
฿6,456 total
includes taxes & fees
18 Aug - 19 Aug
Courtyard by Marriott Keene Downtown

20. The Carriage Barn Inn

The Carriage Barn Inn
Keene
United States
Jonathan
฿4,842
฿5,254 total
includes taxes & fees
13 Aug - 14 Aug
The Carriage Barn 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 stone archway in a forest with autumn leaves.

Top Chesterfield Hotel Reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Lovely Hampton. Great staff. Would recommend."
David 1-night trip
Posted 6 hours ago
Hampton Inn Brattleboro
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Everything was very clean and very well taken care of. The bed was very comfortable the place where I think maybe the stay was lacking was the breakfast, not very exciting. It was adequate and well stocked. I do like that. There was coffee available 24 hours."
Margaret 2-night trip
Posted 1 day ago
Keene Elm City Hotel, an Ascend Collection Hotel
Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"We went just for a quiet night away and it surpassed my expectations. The cabins were wonderful and there was plenty to do to keep my teenagers entertained."
Juli 1-night trip
Posted 2 days ago
Vikings Villages Resort
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent
"Balcony over looking the river. Very relaxing"
Hosea 2-night trip
Posted 2 days ago
Riverside Hotel, an Ascend Collection Hotel
The Inn At Crumpin Fox

The Inn At Crumpin Fox

8/10 Good
"This hotel is a solid option when exploring the northern edges of Western Mass. The air conditioning was fantastic, and in an area where many have none, or are working from window units, this was useful for an August stay. There are no real frills at The Inn, but the water pressure is good and the AC works, so that’s a high recommendation."
Bjorn 3-night trip
Posted 3 days ago
The Inn At Crumpin Fox
Windmill Motel Restaurant

Windmill Motel Restaurant

10/10 Excellent
"I love the outdoor seating area with the tent and outdoor couches and I love the colors and textures used for the room I stayed in. When I checked in, I was hot from being at SoulFest and the owners gave me a cloth hand fan for free! When I came home that night, I was hungry and there were chips and chocolates in my room! That was wonderful and thoughtful. They also sell food in the office, if you need something more substantial. The mattress and pillows were so comfortable that I had trouble getting myself up the next morning! Slept like a rock. 10/10 for the Windmill! Can't wait to see what the restaurant will be like when it opens! I will definitely come back next year, if there is availability!"
June 1-night trip
Posted 3 days ago
Windmill Motel Restaurant
Latchis Hotel

Latchis Hotel

8/10 Good
"In an old Theater building. Definitely has character and cool features. We arrived too late for the movies, but still fun. In central Brattleboro which has some interesting shops, but is suffering from homelessnes and mental illness/drug use. Didnt really feel unsafe and we walked a few blocks to a fun restaurant with good food & karioke. Person at desk was lovely and helpful. Room was ok- a little dated and could be cleaner."
Jonathan 1-night trip
Posted 3 days ago
Latchis Hotel
The Putney Inn

The Putney Inn

8/10 Good
"I feel the 8.6 is much too overrated. A 7, maybe. Old building, needs a facelift. Clean, but does not feel as a happy place. Old rugs. Very dark ( but clean) rooms. Felt like in a cave. Manager had no people skills, not welcoming. Will not stay there again. Put a little money into the place!"
irina 1-night trip
Posted 4 days ago
The Putney Inn
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

8/10 Good
"Just one point the air conditioning was either too hot or too cold."
Matthew 2-night trip
Posted 4 days ago
Fairfield Inn & Suites by Marriott Keene Downtown

More cheap stays in Chesterfield

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
฿3,098
฿3,361 total
23 Aug - 24 Aug
includes taxes & fees
Days Inn by Wyndham Keene NH
Hampton Inn Brattleboro

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT
฿3,896
฿4,285 total
8 Sept - 9 Sept
includes taxes & fees
8.2/10 Very good! (1,003 reviews)
Hampton Inn Brattleboro
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH
฿3,977
฿4,315 total
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Keene Elm City Hotel, an Ascend Collection Hotel
Latchis Hotel

Latchis Hotel

50 Main Street Brattleboro VT
฿3,996
฿4,395 total
25 Aug - 26 Aug
includes taxes & fees
8.6/10 Excellent! (952 reviews)
Latchis Hotel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT
฿4,474
฿4,922 total
6 Sept - 7 Sept
includes taxes & fees
Comfort Inn & Suites Brattleboro I-91
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

100 Chickering Drive Brattleboro VT
฿5,733
฿6,306 total
6 Sept - 7 Sept
includes taxes & fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Find out more about Chesterfield

Top reasons to visit Chesterfield

  • Stunning Natural Scenery: Chesterfield is surrounded by breathtaking forests and nature reserves, ideal for outdoor enthusiasts and romantic getaways.
  • Exciting Outdoor Activities: Visitors can enjoy skiing, golfing, and exploring recreational areas, making it perfect for adventure seekers.
  • Charming Accommodations: A variety of delightful hotels cater to all types of travellers, from families to couples.
  • Cultural Attractions: The Chesterfield Canal and local museum offer a glimpse into the area's rich history.
  • Welcoming Community: Friendly locals and a vibrant atmosphere enhance the overall experience, making Chesterfield a delightful destination.

Find great hotels near Chesterfield

Discover a range of charming accommodations in Chesterfield, New Hampshire, perfect for all types of travellers. From pet-friendly hotels to agritourism properties, you'll find options that cater to adventure seekers, business travellers, and those on a relaxing holiday. Explore our selection of hotels in Chesterfield, including the renowned Premier Inn, ensuring a delightful stay tailored to your needs.

  • Colonial Motel And Spa: Situated approximately 8km from Chesterfield, the Colonial Motel And Spa is a 3-star establishment that caters to adventurous families and pet owners alike. This quaint motel is ideal for those seeking an active holiday, offering a variety of outdoor activities such as snowshoeing, snow tubing, and hiking. Families will appreciate the thoughtful amenities for children, including safety features and nearby sledding options. With a pet-friendly policy that accommodates dogs, the Colonial Motel ensures that your furry companions are welcome to join in the fun.
  • Best Western Plus Keene Hotel: Located about 14km from Chesterfield, the Best Western Plus Keene Hotel boasts a commendable guest rating of 8.4 out of 10. This 3-star hotel is an excellent choice for families, business travellers, and pet owners. Featuring complimentary cribs for infants and a designated dog exercise area, the hotel balances convenience and comfort. The property's commitment to accommodating pets—including a waiver for service animals—ensures that all guests feel at home during their stay.
  • The Covered Bridge Inn: Just 6km from Chesterfield, The Covered Bridge Inn offers budget-friendly lodging with a focus on adventure. This hotel is perfect for those looking to engage in outdoor activities such as snowboarding and rafting. Guests can enjoy the nearby hiking trails, making it a great base for both adventure seekers and business travellers. With its welcoming atmosphere and emphasis on recreation, The Covered Bridge Inn is a charming option for a variety of visitors.

Where to stay near Chesterfield

Chesterfield, New Hampshire, offers a delightful escape for those seeking a blend of outdoor adventure and charming scenery. Explore the inviting city centre, relax at family-friendly accommodations, or indulge in a romantic weekend getaway. Nearby, the tranquil atmosphere invites you to discover hidden gems and secluded spots, perfect for unwinding with loved ones. With friendly locals and a convenient location, Chesterfield is an ideal base for your New England adventure.

  • Brattleboro: Located a mere 8km from Chesterfield, Brattleboro is a charming city that offers a vibrant mix of outdoor and sports experiences. Known for its beautiful ski resorts, the area attracts adventure seekers year-round, with visitor numbers peaking from July to September. Nature enthusiasts will delight in nearby lakes and mountains, as well as the stunning landscapes of the national state park. Whether you’re skiing or simply enjoying the local scenery, Brattleboro provides an exciting getaway.
  • Keene: Situated 16km away from Chesterfield, Keene is a picturesque city renowned for its stunning outdoor scenery and adventure opportunities. With a focus on outdoor activities, this city sees increased visitor traffic from July to August and in October. The region boasts excellent ski fields and resorts, making it a perfect destination for winter sports lovers. The local landmarks, including a modern college university and nearby national state park, add to the appeal of Keene, ensuring a memorable visit for all.
  • West Chesterfield: Just 5km from Chesterfield, West Chesterfield is a delightful city that invites outdoor enthusiasts to explore its natural beauty. Known for its ski activities, the area’s appeal peaks between March and April and again in June. Visitors can enjoy skiing, hiking, and tranquil moments by the nearby lakes and forests. The proximity to a national state park further enhances West Chesterfield's allure, making it an ideal spot for those seeking adventure and serenity during their travels.

Things to do in Chesterfield

Shopping

In Chesterfield, visit local shops for unique gifts and souvenirs that reflect the charm of the area. If you're up for a drive, check out the nearby Keene, around 24km away, where you'll find larger retail options and a variety of delightful boutiques to explore.

Recreation

The Chesterfield Inn offers a tranquil setting with spa treatments and wellness workshops to rejuvenate your body and mind. Enjoy scenic hikes in the surrounding woodlands, where you can connect with nature and unwind amidst beautiful landscapes that promote relaxation and reflection.

Adventure

In Chesterfield, explore the stunning landscapes at Lake Spofford, ideal for kayaking and paddleboarding. Alternatively, hike the scenic trails of Pisgah State Park, where you can encounter diverse wildlife and enjoy breathtaking views of the surrounding mountains.

Nightlife

Experience the charm of Chesterfield's nightlife at the local tavern, where you can enjoy a relaxed atmosphere and sample regional ales. For a lively evening, consider visiting a nearby venue featuring live music, where you can unwind with fellow patrons and appreciate the local talent.

*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, offers a charming escape for outdoor enthusiasts, with its stunning forests, nature reserves, and farms perfect for romantic getaways. Visitors can immerse themselves in a range of activities that blend culture and adventure. Key attractions include the Chesterfield Canal and the local museum, while accommodation options such as Liverpool hotels are readily available. For those interested in local sports, the Chesterfield Football Club adds to the vibrant community experience.

  • Spofford Lake: Nestled 3km from Chesterfield, Spofford Lake offers a tranquil retreat with its scenic views and sandy beach. Ideal for romantic strolls or leisurely afternoons, the lake’s outdoor setting invites visitors to unwind amidst nature’s beauty.
  • Brattleboro Common: Located 8km away, Brattleboro Common is a charming urban park that provides a vibrant atmosphere for families. With open spaces for picnics and play, it’s an inviting spot to enjoy the outdoors while soaking in the local community’s spirit.
  • New England Center for Circus Arts: Just 6km from Chesterfield, this arts centre is a hub of cultural activity, showcasing the art of circus performance. Visitors can witness captivating acts and perhaps even participate in workshops that celebrate this unique form of expression.

Best time to go to Chesterfield

The best time to visit Chesterfield is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

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

The nearest major airports for your trip to Chesterfield

Accessing Chesterfield, New Hampshire, is convenient via several major airports. BOSton Logan International Airport (BOS) is 132km away, with nearby luxury hotels such as Encore Boston Harbor, InterContinental Boston, and The Langham, all within 5km. Hartford Bradley International Airport (BDL) is 108km away, featuring the DoubleTree by Hilton Hartford, just 2km from the airport, along with the charming Simsbury 1820 House and Marriott Hartford Downtown. Albany International Airport (ALB) is situated 111km from Chesterfield, with excellent options like The Landing Hotel at Rivers Casino, Park Manor Hotel, and DoubleTree by Hilton Schenectady, all within 13km of the airport.

Frequently asked questions

Where is the best place to stay in Chesterfield?
Keene Elm City Hotel, an Ascend Collection Hotel, located 9.2 mi (14.8 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 Best Western Plus Keene Hotel and Latchis 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 515 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 19°C, while the coldest months are January and February, with an average of -3°C. 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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