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

Chesterfield Hotels

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Check prices for these dates

Tonight
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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Our top choices for Chesterfield hotels

1. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
United States
Faith
€108
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Brattleboro

2. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
West Chesterfield
United States
Thomas
€147
includes taxes & fees
19 Nov - 20 Nov
Riverside Hotel, an Ascend Collection Hotel

3. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
United States
Charlene
€110
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn & Suites Brattleboro I-91

4. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
United States
Timothy
€145
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Hotel & Suites Brattleboro by IHG

5. Black Mountain Inn

Black Mountain Inn
Brattleboro
United States
Ron
€130
includes taxes & fees
22 Oct - 23 Oct
Black Mountain Inn

6. The Putney Inn

The Putney Inn
Putney
United States
Anita
€82
includes taxes & fees
25 Oct - 26 Oct
The Putney Inn

7. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
Brattleboro
United States
Nicolas
€70
includes taxes & fees
22 Oct - 23 Oct
Travelodge by Wyndham Brattleboro VT

8. The Covered Bridge Inn

The Covered Bridge Inn
Brattleboro
United States
Adolfo
€103
includes taxes & fees
22 Oct - 23 Oct
The Covered Bridge Inn

9. Latchis Hotel

Latchis Hotel
Brattleboro
United States
Erik
€139
includes taxes & fees
2 Nov - 3 Nov
Latchis Hotel

10. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
Keene
United States
CHERYL
€90
includes taxes & fees
25 Oct - 26 Oct
Days Inn by Wyndham Keene NH

11. Four Columns Inn

Four Columns Inn
Newfane
United States
Raymond
€104
includes taxes & fees
2 Nov - 3 Nov
Four Columns Inn

12. Colonial Motel

Colonial Motel
Brattleboro
United States
Swaraj
€87
includes taxes & fees
2 Nov - 3 Nov
Colonial Motel

13. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
United States
Lisa
€123
includes taxes & fees
25 Oct - 26 Oct
Keene Elm City Hotel, an Ascend Collection Hotel

14. Otherland Hotel

Otherland Hotel
Newfane
Canada
Omar
€164
includes taxes & fees
22 Oct - 23 Oct
Otherland Hotel

15. Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
Brattleboro
United States
Luis
€103
includes taxes & fees
29 Oct - 30 Oct
Econo Lodge Brattleboro South

16. Inn on Putney Road

Inn on Putney Road
Brattleboro
United States
Karla
€261
includes taxes & fees
3 Nov - 4 Nov
Inn on Putney Road

17. Colonel Williams Inn

Colonel Williams Inn
Brattleboro
United States
Amy
€154
includes taxes & fees
26 Oct - 27 Oct
Colonel Williams Inn

18. Chesterfield Inn

Chesterfield Inn
West Chesterfield
United States
Wayne
€291
includes taxes & fees
22 Oct - 23 Oct
Chesterfield Inn

19. The Burrell House

The Burrell House
Keene
United States
Carol
€133
includes taxes & fees
2 Nov - 3 Nov
The Burrell House

20. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
United States
Ruddy
€137
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Keene Hotel
View all properties

Hotels recommended for families in Chesterfield

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
€145
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
€110
includes taxes & fees
15 Nov - 16 Nov
Comfort Inn & Suites Brattleboro I-91

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
West Chesterfield
€147
includes taxes & fees
19 Nov - 20 Nov
Riverside Hotel, an Ascend Collection Hotel

Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
€108
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn Brattleboro

Latchis Hotel

Latchis Hotel
Brattleboro
€139
includes taxes & fees
2 Nov - 3 Nov
Latchis Hotel

Black Mountain Inn

Black Mountain Inn
Brattleboro
€130
includes taxes & fees
22 Oct - 23 Oct
Black Mountain Inn

The Putney Inn

The Putney Inn
Putney
€82
includes taxes & fees
25 Oct - 26 Oct
The Putney Inn

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
Keene
€187
includes taxes & fees
28 Oct - 29 Oct
Fairfield Inn & Suites by Marriott Keene Downtown
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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

Latchis Hotel

Latchis Hotel

8/10 Good
"It’s located with restaurants within walking distance. It is well maintained for a historic hotel with probably about 15 steps in the lobby before you get to the elevator. It was noisy some nights due to being in the city and having residents living life. Staff was wonderful. Again location was great to see Buffalo—Niagara is 20 min away, Botanic Garden and Eternal Flame about the same. We enjoyed our stay."
Matthew 1-night trip
Posted 2 hours ago
Latchis Hotel
Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent
"Loved view of the river"
Steve 1-night trip
Posted 2 hours ago
Riverside Hotel, an Ascend Collection Hotel
Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"Could not have been happier with the experience and the stay. This may look like a rustic cabin stay, but the cabins are not rustic and are very thoughtfully decorated with the Viking theme. Relax in these luxury cabins and take part in some onsite games to learn about the history of vikings. No costumes needed."
Cheri 4-night trip
Posted 8 hours ago
Vikings Villages Resort
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

8/10 Good
"Clean comfortable room with a comfortable bed. I didn’t like the smell of whatever cleaning product they used, it was a bit bit strong let the kind you used to cover up something. Was this recently a smoking hotel? Also I missed an cycle in the fitness center, although the machines that were there seemed to work well. All in all it’s about what you would expect for a moderately priced hotel in New Hampshire during leaf peeper season."
Judith 1-night trip
Posted 20 hours ago
Days Inn by Wyndham Keene NH
Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The hotel was fairly new. Coffee was the only thing I felt needed changed."
Debbie 1-night trip
Posted 22 hours ago
Hampton Inn Brattleboro
Colonial Motel

Colonial Motel

8/10 Good
"The rooms are quite large. There were a lot of unfinished projects going on, so the property was messy and slightly unkempt. The breakfast was terrible. Trash bags were left out attracting skunks. Price made it a 4 star."
Andrea 3-night trip
Posted 2 days ago
Colonial Motel
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

10/10 Excellent
"Excellent place to stay"
Matthew 1-night trip
Posted 2 days ago
Best Western Plus Keene Hotel
The Inn At Crumpin Fox

The Inn At Crumpin Fox

10/10 Excellent
"This hotel is amazing. A relief to tired travelers. Clean, quiet, and friendly. And a good associated restaurant near by at the golf course. Very happy with our stay."
Sallie 1-night trip
Posted 2 days ago
The Inn At Crumpin Fox
The Putney Inn

The Putney Inn

10/10 Excellent
"Our room was quiet, clean and very comfortable. Breakfast was nice--more than enough for a decent breakfast before heading out-- waffle maker, toast, yogurt, cold cereal, fruit, juice coffee, and tea, etc. The grounds were beautiful and well kept. The staff was very helpful and parking was super easy right next to the room. The only slight downside was a strong musty odor in the entryway of the room (106), but the room itself smelled clean and was just fine."
Donna 1-night trip
Posted 2 days ago
The Putney Inn

More cheap stays in Chesterfield

The Putney Inn

The Putney Inn

57 Putney Landing Rd Putney VT
€82
25 Oct - 26 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
€90
25 Oct - 26 Oct
includes taxes & fees
7/10 Good! (1,003 reviews)
Days Inn by Wyndham Keene NH
Hampton Inn Brattleboro

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT
€108
15 Nov - 16 Nov
includes taxes & fees
8.2/10 Very good! (1,002 reviews)
Hampton Inn Brattleboro
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT
€110
15 Nov - 16 Nov
includes taxes & fees
8.6/10 Excellent! (889 reviews)
Comfort Inn & Suites Brattleboro I-91
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH
€123
25 Oct - 26 Oct
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Keene Elm City Hotel, an Ascend Collection Hotel
Latchis Hotel

Latchis Hotel

50 Main Street Brattleboro VT
€139
2 Nov - 3 Nov
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Latchis Hotel

Find out more about Chesterfield

Top reasons to visit Chesterfield

  • Scenic Outdoor Adventures: Chesterfield boasts stunning landscapes ideal for hiking, skiing, and exploring nature reserves.
  • Rich Historical Attractions: Visit the Chesterfield Canal and Museum to delve into the area's fascinating history.
  • Charming Local Accommodations: Enjoy a variety of delightful hotels and agritourism properties tailored to all travellers.
  • Golf Courses: Experience exceptional golfing opportunities amidst picturesque surroundings.
  • Vibrant Community Events: Engage with friendly locals and participate in cultural activities throughout the year.

Find great hotels near Chesterfield

Discover a delightful array of hotel accommodations in Chesterfield, New Hampshire, perfect for every traveller. Whether you seek adventure, a pet-friendly environment, or facilities tailored for business travel, Chesterfield's hotels offer something for everyone. From charming agritourism properties to comfortable hotels, you’ll find the ideal base to explore the beautiful surroundings and enjoy a memorable vacation experience.

  • Fairfield Inn & Suites by Marriott Keene Downtown: Nestled 16.1km from Chesterfield, the Fairfield Inn & Suites by Marriott Keene Downtown caters to families, adventurers, and business travellers alike. With a commendable guest rating of 8.8 out of 10, this budget-friendly accommodation offers a variety of onsite and nearby adventure sports, including hiking, fishing, mountain biking, and snowboarding. Families will appreciate amenities like complimentary cribs and first aid kits, ensuring a comfortable stay for all ages. The hotel's convenient location makes it an excellent base for exploring the surrounding natural beauty.
  • Latchis Hotel: Located just 8.0km from Chesterfield, the Latchis Hotel boasts a guest rating of 8.6 out of 10 and is ideal for those seeking adventure and a pet-friendly experience. This budget-friendly hotel offers various recreational activities such as downhill skiing, fishing, and sailing, making it a great choice for outdoor enthusiasts. Its pet-friendly policy allows dogs with an associated fee, ensuring that your furry companions can join in on the adventure. The charming atmosphere and proximity to local attractions provide a welcoming retreat for travellers.
  • Hampton Inn & Suites Keene: Situated 14.5km from Chesterfield, the Hampton Inn & Suites Keene combines comfort with convenience, earning a guest rating of 8.8 out of 10. This budget-friendly accommodation is well-suited for business travellers, while also being pet-friendly. With a range of amenities for pets and a focus on a pleasant stay, guests can enjoy a hassle-free experience. The hotel's location ensures easy access to nearby business hubs and attractions, making it a practical choice for both work and leisure.

Where to stay near Chesterfield

Chesterfield, New Hampshire, offers a charming blend of outdoor adventure and historical allure, perfect for a romantic getaway or a family-friendly vacation. Explore the picturesque scenery and vibrant city centre, or venture to nearby Oxford for a delightful weekend retreat. With its convenient location and welcoming atmosphere, Chesterfield is an ideal base for those seeking relaxation or adventure among friendly locals and stunning landscapes.

  • Westmoreland: Located a mere 8.0km from Chesterfield, Westmoreland is a charming city known for its seasonal influx of visitors, particularly from March to May. This area is a haven for outdoor enthusiasts and adventure seekers, offering excellent skiing opportunities at local resorts. The picturesque landscape features scenic lakes, urban parks, and beautiful beaches, making it a delightful spot for both relaxation and recreation. Whether you're hitting the slopes or enjoying a tranquil day by the lake, Westmoreland provides a refreshing rural escape.
  • Winchester: Situated 14.5km from Chesterfield, Winchester boasts a steady flow of visitors year-round, peaking in the summer months of June to July and again in September. Known for its stunning scenery and romantic ambience, Winchester is an ideal destination for couples and nature lovers alike. The city features a variety of recreational areas and educational venues, alongside captivating landmarks such as a national state park and majestic mountains. Explore the outdoors and immerse yourself in the region's natural beauty, perfect for picnics and leisurely hikes.
  • Newfane: Just 19.3km from Chesterfield, Newfane is a welcoming city that attracts visitors throughout the year, with peak times in July and September to October. It is particularly popular among those seeking ski adventures and sports experiences. With access to several ski fields and resorts, Newfane is a winter wonderland for those who enjoy the snow. The surrounding area features serene lakes, nature reserves, and a national state park, providing ample opportunity for exploration and appreciation of the great outdoors.

Things to do in Chesterfield

Shopping

In Chesterfield, you can explore local shops offering unique gifts and souvenirs. If you're up for a drive, head to the Springfield Plaza about 24.1km away for a variety of retail options, including well-known brand stores and charming boutiques.

Recreation

At the Chesterfield Retreat, unwind with holistic therapies and rejuvenating spa treatments in a tranquil setting. Enjoy guided meditation sessions and yoga classes amidst nature, fostering relaxation and mindfulness. For outdoor enthusiasts, explore scenic hiking trails and serene lakes for peaceful reflection and connection with the natural world.

Adventure

Chesterfield offers an array of outdoor adventures, including hiking the scenic trails at Pisgah State Park, where you can explore diverse wildlife. For water enthusiasts, paddling on the Connecticut River provides a refreshing way to enjoy the area's natural beauty and serene landscapes.

Nightlife

In Chesterfield, the local pub scene offers a charming atmosphere, with places like The Chesterfield Inn serving craft beers and live music. For a cozier vibe, The View offers a relaxed setting to enjoy cocktails and conversation, creating a delightful evening experience in this quaint town.

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

Booking tips and Expedia advantages for Chesterfield

To save money on your trip to Chesterfield, plan your visit during the cheaper months of March to April or November, and aim to stay on a Tuesday for the best rates. Use Expedia’s search wizard to refine your accommodation preferences and find eco-friendly options. Consider booking a package deal that combines your hotel with flights and activities for added savings. Additionally, explore free local activities to maximise your enjoyment without overspending. Always compare prices and look for the best available rates to ensure a cost-effective stay.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chesterfield are March to April and November, where the prices are slightly lower. This is in comparison to February, July and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chesterfield is Tuesday. The most expensive day to stay in Chesterfield is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search wizard to refine your preferences, such as your budget, preferred location, and the type of accommodation you desire. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To uncover the best prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Chesterfield hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Chesterfield

Chesterfield, New Hampshire, offers an enchanting escape for outdoor enthusiasts and romantics alike. Visitors can explore scenic forests and nature reserves, while engaging in cultural and adventurous activities. Notable attractions include the Chesterfield Football Club, the historic Chesterfield Canal, and the Chesterfield Museum. For a delightful stay, consider nearby accommodation options in Liverpool, enhancing your experience in this picturesque locale.

  • Spofford Lake: Located a mere 3.2km from Chesterfield, Spofford Lake offers a tranquil escape with its picturesque beach and serene scenery. The area is ideal for romantic strolls, swimming, and picnicking, making it a charming spot for relaxation and outdoor enjoyment.
  • Brattleboro Common: Just 8.0km away, Brattleboro Common serves as a vibrant urban park perfect for families. With its lush green spaces and recreational areas, it's an inviting place to unwind, enjoy a leisurely walk, or partake in community events amidst the city's lively atmosphere.
  • New England Center for Circus Arts: Located 6.4km from Chesterfield, this arts centre immerses visitors in the captivating world of circus arts. With a focus on culture, it offers workshops and performances, allowing you to experience the artistry and skill of the circus like never before.

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

Reaching Chesterfield, New Hampshire, is convenient with several major airports nearby. Hartford, CT (BDL-Bradley Intl.) is 107.8km away, with hotels like The Capitol Hotel and Candlewood Suites Windsor Locks, both offering easy airport access. ALBany, NY (ALB-Albany Intl.) is 111.0km distant, featuring options such as Hilton Albany and Oakcliff Bed and Breakfast, all within a short drive of the airport. Boston, MA (BOS-Logan Intl.) is 132.0km from Chesterfield, with luxurious hotels like Four Seasons Hotel One Dalton Street and Omni Boston Hotel at the Seaport, providing excellent transport services to the airport. Each location presents a variety of accommodations and transport options for a smooth travel experience.

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.
What are some of the best holiday rentals that Chesterfield has to offer?
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns: This holiday home rental outside of Chesterfield is located on a river, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. See all 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 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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