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

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Our top choices for Chesterfield hotels

1. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
United States
Amber
¥18,149
¥19,964 total
includes taxes & fees
Sep 20 - Sep 21
Comfort Inn & Suites Brattleboro I-91

2. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
United States
Marnie
¥24,731
¥27,204 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express Hotel & Suites Brattleboro by IHG

3. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
United States
Francesca
¥18,768
¥20,644 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn Brattleboro

4. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
United States
David
¥21,659
¥23,500 total
includes taxes & fees
Sep 14 - Sep 15
Keene Elm City Hotel, an Ascend Collection Hotel

5. Black Mountain Inn

Black Mountain Inn
Brattleboro
United States
Denise
¥15,701
¥17,271 total
includes taxes & fees
Sep 15 - Sep 16
Black Mountain Inn

6. The Putney Inn

The Putney Inn
Putney
United States
JANE
¥16,728
¥18,401 total
includes taxes & fees
Sep 14 - Sep 15
The Putney Inn

7. The Covered Bridge Inn

The Covered Bridge Inn
Brattleboro
United States
VINCENT JOEL
¥18,581
¥20,440 total
includes taxes & fees
Sep 14 - Sep 15
The Covered Bridge Inn

8. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
Brattleboro
United States
Jessica
¥10,230
¥11,253 total
includes taxes & fees
Sep 15 - Sep 16
Travelodge by Wyndham Brattleboro VT

9. Colonial Motel

Colonial Motel
Brattleboro
United States
James
¥12,774
¥14,050 total
includes taxes & fees
Sep 20 - Sep 21
Colonial Motel

10. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
United States
Julia
¥22,888
¥24,834 total
includes taxes & fees
Sep 14 - Sep 15
Best Western Plus Keene Hotel

11. Latchis Hotel

Latchis Hotel
Brattleboro
United States
Edward
¥19,732
¥21,705 total
includes taxes & fees
Sep 15 - Sep 16
Latchis Hotel

12. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
West Chesterfield
United States
Jason
¥24,678
¥26,775 total
includes taxes & fees
Sep 29 - Sep 30
Riverside Hotel, an Ascend Collection Hotel

13. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
Keene
United States
Alex
¥16,060
¥17,425 total
includes taxes & fees
Sep 17 - Sep 18
Days Inn by Wyndham Keene NH

14. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
Keene
United States
James
¥32,873
¥35,667 total
includes taxes & fees
Sep 14 - Sep 15
Fairfield Inn & Suites by Marriott Keene Downtown

15. Inn on Putney Road

Inn on Putney Road
Brattleboro
United States
Karla
¥45,275
¥49,803 total
includes taxes & fees
Sep 14 - Sep 15
Inn on Putney Road

16. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
United States
sheri
¥24,436
¥26,513 total
includes taxes & fees
Sep 21 - Sep 22
Hampton Inn & Suites Keene

17. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
Brattleboro
United States
David
¥15,277
¥16,805 total
includes taxes & fees
Oct 12 - Oct 13
Econo Lodge Brattleboro South

18. Vikings Villages Resort

Vikings Villages Resort
Guilford
United States
Cecil
¥20,954
¥24,438 total
includes taxes & fees
Oct 5 - Oct 6
Vikings Villages Resort

19. Windmill Motel Restaurant

Windmill Motel Restaurant
Bernardston
United States
Dan
¥18,663
¥20,846 total
includes taxes & fees
Sep 14 - Sep 15
Windmill Motel Restaurant

20. The One Cat B&B

The One Cat B&B
Brattleboro
United States
marjie
¥44,240
¥48,665 total
includes taxes & fees
Sep 15 - Sep 16
The One Cat B&B
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Stay near popular Chesterfield attractions

Asbury United Methodist Church

You can learn about the history of Chesterfield with a trip to 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

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Room was clean and comfortable, there was water and cookies available at check in, the coffee bar was well stocked and had a variety, the hotel was tucked away in a quiet area, there was a row of electric car chargers and the breakfast had a good variety. We would stay here, again!"
Amy 1-night trip
Posted 6 hours ago
Comfort Inn & Suites Brattleboro I-91
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Great place for overnight stay"
Francesca 1-night trip
Posted 16 hours ago
Hampton Inn Brattleboro
Latchis Hotel

Latchis Hotel

8/10 Good
"This hotel is a great representation of a niche throw back. Record players in the room. Stacks of records in the hall to enjoy. The lobby is beautiful and they are attached to the movie theatre, which is old school and beautiful to witness. The hotel is in a TERRIBLE AREA and in fact Brattleboro, VT has an extremely large homeless and drug population. I truly feel for the business’ in the town. No foot traffic. We didn’t see one police vehicle at all. Multiple people told us to keep our wits about us if walking at night. The restaurants that we did visit have lovely people and are friendly but the places to see are not worth a visit to this sad town. It’s truly unfortunate too. You have this idea of small town in New England with shops and mom and pop places to eat and this had almost NONE of that."
Matthew 1-night trip
Posted 2 days ago
Latchis Hotel
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

8/10 Good
"I was charged for a night I didn't stay, but the staff did remove the charge. In the case of an emergency I didn't like that the stairs were on the outside of the building."
Lee Ann 1-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Keene Downtown
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG

10/10 Excellent
"Todo muy bien me encanta este cadena de hoteles, nunca he tenido problemas con ellos"
Carmen 2-night trip
Posted 4 days ago
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"How fun! The cabin was immaculate and well decorated. It was very sturdy and also cozy."
Jennifer 1-night trip
Posted 4 days ago
Vikings Villages Resort
Windmill Motel Restaurant

Windmill Motel Restaurant

10/10 Excellent
"Easy to find, clean and friendly staff. New renovations are fabulous!"
Marlene 5-night trip
Posted 4 days ago
Windmill Motel Restaurant
Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

10/10 Excellent
"As a single tired woman traveling, I was a little leery of Brattleboro, the gent who checked me in was very pleasant, the room was fine for a one nighter! My only “bummer” was that the coffee wasn’t working. But there was enough food all around the area to accommodate that !"
Debra 1-night trip
Posted 3 weeks ago
Travelodge by Wyndham Brattleboro VT

More cheap stays in Chesterfield

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
¥16,060
¥17,425 total
Sep 17 - Sep 18
includes taxes & fees
Days Inn by Wyndham Keene NH
The Putney Inn

The Putney Inn

57 Putney Landing Rd Putney VT
¥16,728
¥18,401 total
Sep 14 - Sep 15
includes taxes & fees
The Putney Inn
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT
¥18,149
¥19,964 total
Sep 20 - Sep 21
includes taxes & fees
8.6/10 Excellent! (861 reviews)
Comfort Inn & Suites Brattleboro I-91
Hampton Inn Brattleboro

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT
¥18,768
¥20,644 total
Sep 20 - Sep 21
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
Hampton Inn Brattleboro
Latchis Hotel

Latchis Hotel

50 Main Street Brattleboro VT
¥19,732
¥21,705 total
Sep 15 - Sep 16
includes taxes & fees
8.6/10 Excellent! (981 reviews)
Latchis Hotel
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH
¥21,659
¥23,500 total
Sep 14 - Sep 15
includes taxes & fees
Keene Elm City Hotel, an Ascend Collection Hotel

Find out more about Chesterfield

Top reasons to visit Chesterfield

  • Stunning Outdoor Activities: Chesterfield is perfect for outdoor enthusiasts, offering skiing, hiking, and exploration of beautiful forests and nature reserves.
  • Charming Scenic Getaways: Enjoy romantic escapes amidst picturesque landscapes and cozy accommodations that invite relaxation.
  • Cultural Experiences: Visit local attractions like the Chesterfield Museum and Chesterfield Canal for a glimpse of history and culture.
  • Family-Friendly Atmosphere: Chesterfield provides a welcoming environment for families, making it ideal for weekend getaways.
  • Diverse Lodging Options: Choose from a variety of hotels, including pet-friendly and agritourism properties, ensuring a tailored experience.

Find great hotels near Chesterfield

Discover a variety of lodging options in Chesterfield, New Hampshire, perfect for every traveler. Whether you're seeking adventure, a pet-friendly retreat, or a business-friendly stay, Chesterfield hotels offer it all. Enjoy the charm of agritourism properties alongside convenient hotel accommodations, ensuring a memorable vacation experience. Explore the diverse selection of hotels in Chesterfield for the ideal getaway tailored to your needs.

  • Colonial Motel And Spa: Nestled 8km from Chesterfield, the Colonial Motel And Spa offers a charming retreat for adventure seekers and families alike. This 3-star motel provides easy access to exhilarating outdoor activities such as hiking, snowboarding, and mountain biking. Guests can enjoy a range of recreational amenities onsite or nearby, making it an ideal choice for those looking to explore the great outdoors. Families will appreciate the thoughtful children’s amenities, including sledding and safety features like window guards, ensuring a safe and enjoyable stay for younger guests.
  • Best Western Plus Keene Hotel: Located 14km from Chesterfield, the Best Western Plus Keene Hotel is a family-friendly haven with a guest rating of 8.4 out of 10. This 3-star hotel caters to business travelers and pet owners, allowing certain pets on-site with specific restrictions. Families will find complimentary cribs available, making it convenient for those traveling with little ones. With its welcoming atmosphere and modern amenities, this hotel serves as a comfortable base for exploring the local area and enjoying nearby attractions.
  • The Covered Bridge Inn: Just 6km from Chesterfield, The Covered Bridge Inn is a budget-friendly option perfect for adventure enthusiasts and business travelers. This welcoming hotel provides easy access to various outdoor activities such as snow tubing, rafting, and hiking. Its economical rates and convenient location make it a practical choice for those looking to explore the area without breaking the bank. With essential amenities and a focus on comfort, guests can unwind after a day of adventure in a cozy environment.

Where to stay near Chesterfield

Chesterfield, New Hampshire, offers a delightful escape for those seeking outdoor adventures and scenic beauty. Explore the charming city center, unwind at cozy Oxford hotels, or enjoy a family-friendly atmosphere perfect for a weekend getaway. Nearby, discover tranquil spots that invite relaxation and adventure, all while being embraced by friendly locals. Whether you're hiking in lush landscapes or experiencing the rich history of the area, Chesterfield promises a memorable vacation experience.

  • Brattleboro: Located a mere 8km from Chesterfield, Brattleboro is a vibrant city known for its stunning natural landscapes and outdoor activities. The city attracts visitors year-round, with a noticeable peak from July to September. Adventurers flock here for skiing and various sports experiences, making it a hub for winter sports enthusiasts. The nearby lakes, mountains, and the beautiful national state park offer breathtaking scenery and ample opportunities for exploration. Whether you're skiing on the slopes or enjoying the serene views by the lake, Brattleboro promises a delightful travel experience.
  • Keene: Situated 16km from Chesterfield, Keene is a charming city that combines outdoor adventure with scenic beauty. With visitor numbers peaking during the summer months of July and August, as well as in October, Keene is an ideal destination for those seeking a getaway. The city is famous for its outdoor activities including skiing and hiking, with local attractions such as lakes and a modern college university enhancing the area’s appeal. With its inviting atmosphere and picturesque surroundings, Keene offers a refreshing travel experience for nature lovers and outdoor enthusiasts alike.
  • West Chesterfield: Just 5km from Chesterfield, West Chesterfield is a cozy city that offers a perfect blend of outdoor adventure and tranquility. With peak visitor numbers in March to April and June, this destination is popular among travelers looking for skiing and other outdoor activities. The nearby lakes, national state park, and lush forests provide a stunning backdrop for exploration and relaxation. Whether you’re hitting the ski slopes or enjoying a peaceful hike, West Chesterfield is a delightful spot for those seeking an active yet serene vacation.

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, visit the nearby Keene Marketplace for a wider selection of artisanal crafts and specialty foods that capture the essence of New Hampshire.

Recreation

In Chesterfield, the Holistic Wellness Center offers a serene atmosphere for yoga and meditation, complemented by personalized wellness programs. Nearby, the Chesterfield Gorge provides scenic trails for hiking and nature walks, allowing visitors to connect with the tranquil beauty of New Hampshire's landscape.

Adventure

Explore the scenic trails at Pisgah State Park, where hiking and mountain biking offer thrilling adventures amidst beautiful landscapes. For a unique experience, try kayaking on Lake Spofford, enjoying the serene waters and surrounding nature while paddling along the shore.

Nightlife

Explore the cozy atmosphere at The Chesterfield Inn, where you can enjoy a warm drink and local cuisine. For a more lively evening, visit The Maplewood Tavern, featuring a selection of beers and occasional live music that showcases the area's 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, is perfect for outdoor enthusiasts and those seeking scenic or romantic getaways. Popular attractions include forests, nature reserves, and farms that offer an adventurous cultural experience. Visitors can also explore local highlights such as the Chesterfield Football Club, Chesterfield Museum, and the picturesque Chesterfield Canal. Whether you're looking for adventure or relaxation, Chesterfield has something for everyone.

  • Spofford Lake: Located 3km from Chesterfield, Spofford Lake offers a picturesque escape with its sandy beach and stunning scenery. Enjoy a romantic day by the water or partake in outdoor activities like swimming, kayaking, or picnicking amidst nature.
  • Brattleboro Common: Just 8km away, Brattleboro Common serves as a vibrant urban park ideal for families. Stroll through its open spaces, enjoy community events, or let the kids play in the playground while soaking up the lively city atmosphere.
  • Madame Sherri Forest: Situated 5km from Chesterfield, Madame Sherri Forest invites adventure seekers to explore its scenic trails. Experience the beauty of nature while hiking among the towering trees and discovering hidden gems throughout the forest.

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
January22.5°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

Traveling to Chesterfield, New Hampshire, is convenient from several major airports. BOSton Logan International Airport (BOS) is 132km away, with excellent hotels like 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, Simsbury 1820 House, and Marriott Hartford Downtown, all offering easy access. ALBany International Airport (ALB) is 111km away, with nearby options like The Landing Hotel at Rivers Casino & Resort, Park Manor Hotel, and DoubleTree by Hilton Schenectady, all located about 13km from the airport, ensuring a smooth travel experience.

Frequently asked questions

Where is the best place to stay in Chesterfield?
Latchis Hotel, located 5.1 mi (8.1 km) from the heart of Chesterfield, is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Colonial Motel and Keene Elm City Hotel, an Ascend Collection Hotel. See all available top hotels, or vacation rentals in Chesterfield.
What's the top vacation rental that Chesterfield has to offer?
5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow: Visitors like this Chesterfield vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Chesterfield.
If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?
Yes, you'll find most hotel reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.
Where can I learn more about changing or cancelling my trip to Chesterfield?
For more details about rescheduling or cancelling your trip to Chesterfield, click here.
Where is the best place to stay close to Asbury United Methodist Church?
Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located 4.8 mi (7.7 km) from Asbury United Methodist Church. Other good options within 5 miles include Colonial Motel And Spa and Hampton Inn Brattleboro.
What is the best accommodation for staying close to Manchester-Boston Regional Airport (MHT)?
Best Western Plus Executive Court Inn & Conference Center is a popular 3-star hotel featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.2 km) from Manchester-Boston Regional Airport. Other choices near the airport are Super 8 by Wyndham Manchester Airport and Country Inn & Suites by Radisson, Manchester Airport, NH.
What is staying in Chesterfield like?
Visitors can enjoy all that Chesterfield has to offer including the shopping and restaurants. There are 521 hotels and other accommodations in the surrounding area. Find out more about Chesterfield.
What are the top places to visit in Chesterfield?
Favorite 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. Check out what more 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 temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Chesterfield are January, March, November, and February, with each month seeing an average of 9 inches of snowfall.

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