Chesterfield hotels from HK$710

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chesterfield hotels

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (742)
"Spectular continental breakfast and really nice staff. Room was clean and beautiful. Amazing stay overall!"
United States
Jack
The price is HK$913
HK$1,004 total
includes taxes & fees
28 Dec - 29 Dec
Comfort Inn & Suites Brattleboro I-91

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1000)
"Very clean room, gentlemen at the front desk were welcoming and professional and the coffee was amazing! We are frequent visitors with you; we love IHG hotels. "
United States
Belinda
The price is HK$1,120
HK$1,232 total
includes taxes & fees
31 Dec - 1 Jan 2026
Holiday Inn Express Hotel & Suites Brattleboro by IHG

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1001)
"The room was okay for a quick stop to rest. "
United States
Janice
The Putney Inn

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.4 out of 10, Very good, (967)
"The room was perfect, and the food was great "
United States
Paul
The price is HK$917
HK$994 total
includes taxes & fees
28 Dec - 29 Dec
Keene Elm City Hotel, an Ascend Collection Hotel

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (358)
"Clean comfy nice staff "
United States
Katherine
The price is HK$1,310
HK$1,421 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Keene

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (340)
"Very nice historic inn. We enjoyed our stay. Breakfast was exceptional."
United States
scott
The price is HK$1,102
HK$1,213 total
includes taxes & fees
30 Dec - 31 Dec
Colonel Williams Inn

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (928)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is HK$1,142
HK$1,256 total
includes taxes & fees
30 Dec - 31 Dec
Hampton Inn Brattleboro

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1001)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is HK$1,081
HK$1,173 total
includes taxes & fees
25 Dec - 26 Dec
Best Western Plus Keene Hotel

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (629)
"Clean room, beautiful location"
United States
Marcie
The price is HK$1,184
HK$1,284 total
includes taxes & fees
22 Jan - 23 Jan 2026
Riverside Hotel, an Ascend Collection Hotel

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (474)
"Clean, very friendly staff. Will stay again."
United States
Scot
The price is HK$770
HK$847 total
includes taxes & fees
29 Dec - 30 Dec
Black Mountain Inn

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (165)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is HK$932
HK$1,012 total
includes taxes & fees
31 Dec - 1 Jan 2026
The Carriage Barn Inn

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
Keene
8.8 out of 10, Excellent, (758)
"Room spacious, breakfast good, poor directions to parking, snow covered disability ramp."
United States
Stephanie
The price is HK$1,400
HK$1,519 total
includes taxes & fees
7 Jan - 8 Jan 2026
Fairfield Inn & Suites by Marriott Keene Downtown

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (244)
"Gourmet breakfast, quiet and beautiful scenery. Loved it!!!!!"
United States
RICHARD
Harvest Barn Inn

Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (173)
"The house was cozy and inviting. Felt the history all around me and the breakfast made and served by Joan was great. We recommend this place for those looking for that historical b&b experience. "
United States
Paul
The price is HK$1,425
HK$1,507 total
includes taxes & fees
16 Jan - 17 Jan 2026
Centennial House

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (265)
"We stayed at the White House in two weekends in a row while our house was under construction. We loved that they had music until 9 and that the room was clean and the beds were comfortable. The staff made sure we had everything we needed. We would definitely recommend."
United States
Stacy
The price is HK$1,288
HK$1,417 total
includes taxes & fees
4 Jan - 5 Jan 2026
The White House Inn

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1001)
"Nice place to stay for the night."
United States
Robin
The price is HK$933
HK$1,027 total
includes taxes & fees
28 Dec - 29 Dec
Colonial Motel And Spa

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.4 out of 10, Very good, (837)
"Great stay"
United States
Jason
The price is HK$988
HK$1,087 total
includes taxes & fees
5 Jan - 6 Jan 2026
Latchis Hotel

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1000)
"Front Desk boy was super cute, but no breakfast served. Very quiet for being such a busy street. "
United States
Megan
The price is HK$693
HK$762 total
includes taxes & fees
26 Dec - 27 Dec
The Covered Bridge Inn

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (345)
"Room was great, we will be back again, favorite place in the valley thus far to stay. "
United States
Christine
The price is HK$987
HK$1,102 total
includes taxes & fees
27 Dec - 28 Dec
The Inn At Crumpin Fox

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1000)
"Not exactly spotless by the experience was better than at the Courtyard by Marriott on Railroad St. in Keene NH."
United States
Miroslaw
The price is HK$654
HK$710 total
includes taxes & fees
31 Dec - 1 Jan 2026
Days Inn by Wyndham Keene NH
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Chesterfield attractions

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.

Chesterfield featuring autumn leaves, forests and building ruins

Top Chesterfield Hotel Reviews

More cheap stays in Chesterfield

Find out more about Chesterfield

Top reasons to visit Chesterfield

  • Scenic Outdoor Activities: Chesterfield offers an array of outdoor pursuits, including skiing and exploring lush forests, perfect for nature lovers.
  • Charming Canal and Peak District: Experience the picturesque Chesterfield Canal and the stunning views from Chesterfield Peak District.
  • Local Breweries and Quaint Shops: The city centre features welcoming breweries and delightful shops for a unique local experience.
  • Romantic Getaways: Ideal for couples, Chesterfield boasts beautiful wedding venues and a tranquil atmosphere.
  • Comfortable Accommodations: Enjoy a variety of lodging options, including pet-friendly hotels and agritourism properties with garden views.

Find great hotels near Chesterfield

Discover the charm of Chesterfield, New Hampshire, where a range of delightful accommodations awaits. Whether you're seeking adventure or a relaxing getaway, the local hotels and agritourism properties offer pet-friendly options, accessible rooms, and stunning garden views. Enjoy complimentary Wi-Fi, ample parking, and spacious bedroom apartments, ensuring a comfortable stay tailored to both business and leisure travellers alike.

  • Best Western Plus Keene Hotel: A welcoming 3-star hotel nestled 14.5km from Chesterfield, the Best Western Plus Keene is perfect for families and pet lovers seeking a comfortable stay. This property prides itself on being LGBTQIA friendly, making it an inclusive choice for all travellers. With amenities catering to children, including free cribs, and a pet-friendly policy with specific restrictions, it ensures a stress-free environment for families with furry companions. The hotel’s inviting atmosphere and dedicated service make it a great hub for exploration and relaxation.
  • Colonial Motel And Spa: Located 8.0km away from Chesterfield, the Colonial Motel And Spa is a 3-star establishment offering a unique blend of adventure and relaxation. Ideal for thrill-seekers, it provides access to various outdoor activities such as skiing, snowboarding, and hiking nearby. The full-service spa and relaxing hot tub invite guests to unwind after a day of adventure. The pet-friendly policy welcomes pets, with amenities designed to accommodate dogs, ensuring that every member of the family can join in on the fun.
  • Hampton Inn Brattleboro: Situated a mere 6.4km from Chesterfield, the Hampton Inn Brattleboro combines business convenience with a welcoming atmosphere for LGBTQIA travellers and pet owners. This hotel offers a range of amenities suited for business trips, while also ensuring a comfortable stay for leisure guests. With a pet-friendly policy that allows dogs and cats, it provides a home-like environment for your furry friends. The hotel’s commitment to service excellence makes it an appealing choice for both work and play.

Where to stay near Chesterfield

Chesterfield, New Hampshire, offers a delightful blend of outdoor adventures and scenic beauty, perfect for romantic getaways and family-friendly outings. Explore the charming Chesterfield Canal and enjoy the breathtaking views from Chesterfield Peak District. The city centre boasts welcoming breweries and quaint shops, while the stunning wedding venues set a perfect backdrop for any celebration. Nearby, you'll find a relaxing atmosphere with friendly locals, making it an ideal spot for a memorable vacation.

  • Keene: Located approximately 16.1km from Chesterfield, Keene offers a charming blend of outdoor adventure and scenic beauty. Known for its vibrant community, this city attracts visitors year-round, with peak times in July, August, and October. Travellers seeking outdoor activities will find plenty to enjoy, from skiing in the winter to exploring nearby lakes and mountains during warmer months. Keene is also home to a modern college university, adding a youthful energy to the city. Don't miss the local ski resorts, which are perfect for both beginners and seasoned enthusiasts.
  • Putney: Just 11.3km away from Chesterfield, Putney is a quaint city known for its picturesque landscapes and outdoor pursuits. The city sees a moderate influx of visitors, particularly in April, July, and September when the weather is most inviting. Outdoor enthusiasts flock to Putney for skiing and other adventure activities, with several ski fields and resorts nearby. The area is also notable for its serene lakes and a modern college university, making it an ideal spot for those looking to relax and recharge amidst nature's beauty.
  • Hinsdale: Also situated 11.3km from Chesterfield, Hinsdale is a delightful city that offers a romantic and scenic getaway. With a consistent flow of visitors peaking in April and from June to July, Hinsdale is perfect for those who appreciate the great outdoors. Explore the nearby ski fields and resorts, or take a leisurely stroll through urban parks and the national state park in the area. The stunning lakes provide ample opportunities for leisurely activities, making Hinsdale a picturesque destination for couples and nature lovers alike.

Things to do near Chesterfield

Chesterfield, New Hampshire, is perfect for outdoor enthusiasts seeking scenic and romantic getaways. Visitors can indulge in various activities, such as skiing at local resorts and exploring the picturesque ski fields. Additionally, there are fantastic stalls to discover, offering a unique local experience. This charming destination promises memorable adventures amidst its beautiful landscapes.

Shopping

The nearest shopping experience is Delectable Mountain Cloth, a charming store located 8.0km from Chesterfield. For a broader selection, visit Vermont Marketplace, which is 9.7km away and offers a mix of business and family-friendly entertainment. If you're up for a drive, check out the Brattleboro Farmers' Market, located 11.3km away, for a vibrant local vibe.

Recreation

The Stone Church offers an enchanting atmosphere with live music performances, perfect for unwinding. Pine Grove Springs Golf Course invites you to enjoy outdoor sports amidst beautiful landscapes, while Brattleboro Country Club provides a luxurious setting for relaxation and leisure, perfect for a rejuvenating retreat.

Adventure

Harris Hill Ski Jump offers exhilarating ski experiences with a vibrant sports atmosphere, located 8.0km from Chesterfield. For stunning scenery and outdoor adventures, explore the Metacomet-Monadnock Trail, 22.5km away. The Hermitage Club, a ski resort 35.4km from Chesterfield, provides thrilling outdoor skiing experiences.

Nightlife

Experience the vibrant nightlife in Chesterfield by visiting the Brattleboro Bowl, an exciting arcadeAdventureZone with thrilling vibes, or enjoy a romantic evening at the Actors Theatre Playhouse or Hooker-Dunham Theater & Gallery, both offering captivating cultural performances just a short drive away.

*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, consider visiting during the cheaper months of March to April and November, with Tuesdays being the least expensive days for accommodation. Utilise Expedia's search tool to find budget-friendly hotels by sorting prices from lowest to highest and applying filters for eco-friendly options. Additionally, you can save further by booking a package that combines your hotel, flights, and activities. Take advantage of free outdoor activities and explore the area on foot or via affordable public transport to make the most of your visit without overspending.

  • 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: Expedia's search tool enables you to specify your budget, preferred location, and other criteria. You can arrange your search results to display prices from lowest to highest, ensuring you see the most affordable hotels first. Additionally, you have the option to refine your search by hotel type; for instance, by selecting the Eco-certified filter, you'll be presented with sustainable and environmentally-friendly hotels available for booking.
  • 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 in and around Chesterfield

Chesterfield, New Hampshire, is perfect for outdoor enthusiasts and couples seeking a scenic getaway. The area boasts attractions such as modern colleges and universities, lush forests, and tranquil nature reserves. Visitors can enjoy a variety of experiences, from cultural explorations to adventurous activities, making it an ideal destination for those wanting to immerse themselves in nature and local charm.

  • Spofford Lake: Located a mere 3.2km from Chesterfield, Spofford Lake offers a romantic escape with its picturesque scenery and sandy beaches. Enjoy outdoor activities such as swimming, kayaking, and picnicking while soaking in the tranquil vibes of this beautiful lake.
  • Madame Sherri Forest: Situated 4.8km away, Madame Sherri Forest is a haven for outdoor enthusiasts. This enchanting forest invites visitors to explore its scenic trails, discover hidden clearings, and experience an adventurous day amidst nature’s splendour.
  • Asbury United Methodist Church: Nestled within Chesterfield, Asbury United Methodist Church is steeped in cultural significance. Its historic architecture and warm community atmosphere provide a glimpse into local traditions and the rich spiritual life of the area.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

To reach Chesterfield, New Hampshire, you can fly into several nearby airports. Manchester-Boston Regional Airport (MHT) is 83.7km away, with notable hotels like The Grand at Bedford Village Inn and DoubleTree by Hilton Manchester Downtown, both within 6.4km. Worcester Regional Airport (ORH) is also 85.3km distant, featuring options such as Beechwood Hotel and AC Hotel by Marriott, each around 4-8.0km from the airport. Lastly, Lebanon Municipal Airport (LEB), situated 83.7km from Chesterfield, offers accommodations like Hanover Inn Dartmouth and Hotel Coolidge, located within 2-16.1km from the airport. All hotels provide convenient access to their respective airports.

Frequently asked questions

Where is the best place to stay in Chesterfield?
The Covered Bridge Inn, located 4.4 mi (7.1 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 Hampton Inn Brattleboro and The White House Inn. See all available top hotels, or vacation rentals in Chesterfield.
What are some of the best holiday rentals that Chesterfield has to offer?
Lovely 2nd Floor Apartment: This holiday home rental outside of Chesterfield offers a garden, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. 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 520 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 Sherris Castle Ruins 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.

Explore a world of travel with Expedia