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

Chesterfield Hotels

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Oct 10 - Oct 11
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Oct 11 - Oct 12
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Oct 16 - Oct 18
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Oct 23 - Oct 25

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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
Timothy
P8,732
P9,605 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express Hotel & Suites Brattleboro by IHG

2. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
West Chesterfield
United States
Jason
P9,558
P10,371 total
includes taxes & fees
Nov 8 - Nov 9
Riverside Hotel, an Ascend Collection Hotel

3. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
United States
Francesca
P7,049
P7,753 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Brattleboro

4. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
United States
Charlene
P6,950
P7,645 total
includes taxes & fees
Nov 8 - Nov 9
Comfort Inn & Suites Brattleboro I-91

5. Latchis Hotel

Latchis Hotel
Brattleboro
United Kingdom
Deborah
P8,905
P9,795 total
includes taxes & fees
Nov 1 - Nov 2
Latchis Hotel

6. The Covered Bridge Inn

The Covered Bridge Inn
Brattleboro
United States
Adolfo
P6,596
P7,256 total
includes taxes & fees
Oct 11 - Oct 12
The Covered Bridge Inn

7. Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
Keene
United States
Caroline
P10,905
P11,832 total
includes taxes & fees
Oct 25 - Oct 26
Fairfield Inn & Suites by Marriott Keene Downtown

8. Inn on Putney Road

Inn on Putney Road
Brattleboro
United States
Karla
P16,768
P18,445 total
includes taxes & fees
Nov 1 - Nov 2
Inn on Putney Road

9. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
United States
Rebecca
P9,451
P10,255 total
includes taxes & fees
Nov 10 - Nov 11
Hampton Inn & Suites Keene

10. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
United States
Ruddy
P8,892
P9,648 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Keene Hotel

11. Black Mountain Inn

Black Mountain Inn
Brattleboro
United States
David
P8,588
P9,447 total
includes taxes & fees
Nov 2 - Nov 3
Black Mountain Inn

12. Chesterfield Inn

Chesterfield Inn
West Chesterfield
United States
Wayne
P18,918
P20,526 total
includes taxes & fees
Oct 25 - Oct 26
Chesterfield Inn

13. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
United States
Angelo
P7,476
P8,111 total
includes taxes & fees
Nov 2 - Nov 3
Keene Elm City Hotel, an Ascend Collection Hotel

14. Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
Keene
United States
Deborah
P11,876
P12,886 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard by Marriott Keene Downtown

15. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
Brattleboro
United States
Nicolas
P5,371
P5,909 total
includes taxes & fees
Nov 4 - Nov 5
Travelodge by Wyndham Brattleboro VT

16. Colonial Motel

Colonial Motel
Brattleboro
United States
Leonard
P5,597
P6,157 total
includes taxes & fees
Nov 1 - Nov 2
Colonial Motel

17. The Putney Inn

The Putney Inn
Putney
United States
Anita
P5,286
P5,815 total
includes taxes & fees
Oct 25 - Oct 26
The Putney Inn

18. The One Cat B&B

The One Cat B&B
Brattleboro
United States
marjie
P18,846
P20,731 total
includes taxes & fees
Oct 12 - Oct 13
The One Cat B&B

19. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
Keene
United States
CHERYL
P5,820
P6,315 total
includes taxes & fees
Oct 25 - Oct 26
Days Inn by Wyndham Keene NH

20. The Inn At Crumpin Fox

The Inn At Crumpin Fox
Bernardston
United States
Heather
P7,067
P7,894 total
includes taxes & fees
Nov 1 - Nov 2
The Inn At Crumpin Fox
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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 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 7 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel
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 12 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 1 day 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
The Covered Bridge Inn

The Covered Bridge Inn

8/10 Good
"Poor included breakfast. Not much available. Bagels were very hard"
Marilyn 2-night trip
Posted 5 days ago
The Covered Bridge Inn

More cheap stays in Chesterfield

The Putney Inn

The Putney Inn

57 Putney Landing Rd Putney VT
P5,286
P5,815 total
Oct 25 - Oct 26
includes taxes & fees
The Putney Inn
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
P5,820
P6,315 total
Oct 25 - Oct 26
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
P6,950
P7,645 total
Nov 8 - Nov 9
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
P7,049
P7,753 total
Nov 8 - Nov 9
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
P7,476
P8,111 total
Nov 2 - Nov 3
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
P8,905
P9,795 total
Nov 1 - Nov 2
includes taxes & fees
Latchis Hotel

Find out more about Chesterfield

Top reasons to visit Chesterfield

  • Stunning Outdoor Activities: Chesterfield offers a range of outdoor adventures, including skiing and exploring scenic forests and nature reserves.
  • Charming Local Culture: Discover local art galleries, the Chesterfield Museum, and engage with friendly locals.
  • Romantic Getaways: The beautiful scenery makes Chesterfield an ideal spot for couples seeking a romantic retreat.
  • Diverse Accommodation Options: Enjoy a variety of lodging, from pet-friendly retreats to comfortable hotels, catering to all travellers.
  • Tranquil Day Trips: Chesterfield serves as a perfect base for exploring nearby attractions and peaceful neighbourhoods.

Find great hotels near Chesterfield

Discover a range of inviting accommodations in Chesterfield, New Hampshire, perfect for every type of traveller. Whether you seek a pet-friendly retreat, a base for adventure, or a spot for business travel, the local hotels are designed to meet your needs. Explore options including agritourism properties and renowned chains, ensuring a memorable stay in this charming town.

  • Colonial Motel And Spa: Colonial Motel And Spa embodies a charming, adventurous spirit, making it an ideal retreat for guests seeking recreation in a picturesque setting. Located 8km from Chesterfield, this 3-star motel offers a range of adventure sports including snowshoeing, snowboarding, and ice skating, catering to thrill-seekers and families alike. Children’s amenities such as window guards and nearby sledding options ensure a safe and enjoyable experience for younger guests. The property’s blend of comfort and adventure makes it a unique choice for both business and leisure travellers.
  • Best Western Plus Keene Hotel: This 3-star hotel, situated 14km from Chesterfield, combines convenience and comfort with a welcoming atmosphere for families and pet owners. With a commendable guest rating of 8.4 out of 10, the hotel offers free cribs for families travelling with infants and features a pet-friendly policy that accommodates dogs, complete with an exercise area. Best Western Plus Keene Hotel is well-suited for those seeking a blend of leisure and business travel, with various amenities designed to ensure a pleasant stay for all guests.
  • The Covered Bridge Inn: The Covered Bridge Inn is a budget-friendly option located just 6km from Chesterfield, appealing to those looking for adventure on a budget. This inn offers access to a variety of nearby recreational activities such as hiking, snowboarding, and rafting, making it a perfect base for outdoor enthusiasts. Its focus on providing essential amenities and proximity to adventure sports makes it an attractive choice for travellers seeking both comfort and exploration opportunities.

Where to stay near Chesterfield

Chesterfield, New Hampshire, offers a delightful blend of outdoor adventures and charming scenery, perfect for a romantic getaway or a family holiday. Explore the welcoming city centre, enjoy the relaxing atmosphere of nearby neighbourhoods, or unwind in comfortable Oxford hotels. With its friendly locals and captivating historical sites, Chesterfield serves as an ideal base for weekend escapes, inviting you to discover the surrounding tranquil regions and embrace the spirit of adventure.

  • Brattleboro: Situated a mere 8km from Chesterfield, Brattleboro is a vibrant city known for its year-round appeal. Visitors flock here particularly from July to September, seeking exhilarating outdoor experiences such as skiing and adventure sports. The city is adorned with stunning natural landmarks, including lakes and mountains, providing a picturesque backdrop for exploration. Notable venues include ski resorts and fields that cater to thrill-seekers. Brattleboro also boasts the nearby national state park, ensuring that nature enthusiasts have ample opportunities to immerse themselves in the great outdoors.
  • Keene: Located approximately 16km away from Chesterfield, Keene is another charming city with a steady stream of visitors, especially during the summer and autumn months. Known for its breathtaking scenery and outdoor adventures, Keene is perfect for those looking to enjoy activities such as skiing and hiking. The presence of a modern college university adds a youthful vibrancy to the area. With its proximity to lakes and national state parks, Keene offers a splendid blend of urban and natural attractions, making it an excellent stop for nature lovers and adventure seekers alike.
  • West Chesterfield: Just 5km from Chesterfield, West Chesterfield is a delightful city that appeals to outdoor enthusiasts. With visitor numbers peaking in spring and summer, it’s a fantastic destination for those keen on skiing and exploring the surrounding forests and lakes. The local ski fields and resorts offer thrilling winter sports opportunities, while the nearby national state park provides a serene escape into nature. West Chesterfield’s proximity to Chesterfield makes it an easy and enjoyable addition to your travel itinerary.

Things to do in Chesterfield

Shopping

In Chesterfield, you can visit local shops for unique gifts and souvenirs. If you're up for a drive, head to Keene, where you’ll find larger retailers and charming boutiques in the downtown area, offering a variety of handcrafted items and local delicacies.

Recreation

In Chesterfield, the Green Mountain Spa offers rejuvenating treatments surrounded by serene landscapes, ideal for relaxation. Nearby, the Cheshire Wellness Centre provides a variety of yoga classes and holistic therapies, promoting balance and harmony in a tranquil environment.

Adventure

Explore the scenic trails at Pisgah State Park, where you can hike through diverse landscapes and enjoy the tranquillity of nature. For a thrilling experience, try kayaking on Lake Spofford, offering stunning views and the chance to encounter local wildlife.

Nightlife

In Chesterfield, the local pubs offer a cosy atmosphere with live music and craft beers. For a laid-back evening, you might enjoy a quiet dinner at a charming eatery, while a nearby tavern invites conversation over a game of darts.

*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 off-peak months of March to April and November, when accommodation prices are lower. Tuesdays offer the best rates for stays, while Saturdays tend to be more expensive. Use Expedia’s search tool to filter options based on your budget and preferences, and consider booking a package that combines your hotel, flights, and activities for additional savings. Lastly, explore the town on foot to avoid transport costs and take advantage of free activities available in the area.

  • 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 January to February 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 tool to refine your preferences, such as your budget, preferred location, and the type of hotel you desire. To find the most affordable prices and offers, sort 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, is perfect for outdoor enthusiasts and those seeking a romantic getaway, offering stunning scenery and a variety of attractions like forests, nature reserves, and farms. Visitors can explore local highlights such as the Chesterfield Canal, Chesterfield Museum, and delve into the local culture with nearby Liverpool hotels and the Chesterfield Football Club, ensuring a delightful blend of adventure and relaxation during your stay.

  • New England Center for Circus Arts: Located 6km from Chesterfield, this vibrant arts centre offers a unique glimpse into the world of circus arts. Visitors can engage in workshops or enjoy performances that showcase the incredible skills of aerialists, jugglers, and acrobats, all set against a backdrop of creative energy.
  • Scott Farm Orchard: Just 8km away from Chesterfield, this charming farm invites you to experience the joys of apple picking and seasonal produce. Stroll through the picturesque orchards, enjoy fresh farm-to-table offerings, and immerse yourself in the tranquil beauty of the New England countryside.
  • Epsilon Spires: Also situated 8km from Chesterfield, this arts centre serves as a hub for contemporary art and performance. With its focus on cultural experiences, visitors can attend exhibitions, concerts, and community events that highlight local talent and creativity.

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 via several major airports. BOSton Logan International Airport (BOS) is situated 132km away, with nearby luxury hotels like Encore Boston Harbor, InterContinental Boston, and The Langham, all within 5km. Hartford Bradley International Airport (BDL) lies 108km from Chesterfield, featuring the 4-star DoubleTree by Hilton Hartford just 2km away, alongside Simsbury 1820 House and Marriott Hartford Downtown. Manchester-Boston Regional Airport (MHT) is the closest at 84km, offering quality options like The Grand at Bedford Village Inn and DoubleTree by Hilton Manchester Downtown, both just 6km from the airport. Each airport has accessible transportation services from these 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 traveler data. Other good choices for your visit to 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, 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.
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 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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