Chesterfield Hotels from ₹7,831

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Our top choices for Chesterfield hotels

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (343)
"Room was great, we will be back again, favorite place in the valley thus far to stay. "
United States
Christine
The price is ₹11,730
₹13,102 total
includes taxes & fees
11 Dec - 12 Dec
The Inn At Crumpin Fox

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1001)
"Quiet, easy to get to right off the highway with lots of quick eats within walking distance. Staff was friendly and helpful with any requests."
United States
Zachery
The price is ₹7,119
₹7,831 total
includes taxes & fees
14 Dec - 15 Dec
The Covered Bridge Inn

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 ₹11,415
₹12,557 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Hotel & Suites Brattleboro by IHG

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 ₹12,494
₹13,556 total
includes taxes & fees
11 Dec - 12 Dec
Best Western Plus Keene 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 ₹8,494
₹9,343 total
includes taxes & fees
11 Dec - 12 Dec
Black Mountain Inn

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (736)
"Reasonable rate for the the accomadations."
United States
David
The price is ₹6,391
₹7,030 total
includes taxes & fees
14 Dec - 15 Dec
Travelodge by Wyndham Brattleboro VT

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (628)
"Clean room, beautiful location"
United States
Marcie
The price is ₹13,676
₹14,838 total
includes taxes & fees
8 Jan - 9 Jan 2026
Riverside Hotel, an Ascend Collection Hotel

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (738)
"Staff was friendly and pool was nice"
United States
Joshua
The price is ₹10,359
₹11,395 total
includes taxes & fees
15 Dec - 16 Dec
Comfort Inn & Suites Brattleboro I-91

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.4 out of 10, Very good, (835)
"Great stay"
United States
Jason
The price is ₹11,143
₹12,258 total
includes taxes & fees
17 Dec - 18 Dec
Latchis Hotel

Deerfield Valley Inn

Deerfield Valley Inn
3.0 star property
West Dover
9.6 out of 10, Exceptional, (86)
"We had a lovely time staying here. "
United States
Jeff
Deerfield Valley 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 ₹10,786
₹11,865 total
includes taxes & fees
16 Dec - 17 Dec
Colonial Motel And Spa

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1001)
"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 ₹7,335
₹7,958 total
includes taxes & fees
18 Dec - 19 Dec
Days Inn by Wyndham Keene NH

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.2 out of 10, Wonderful, (260)
"The room was beautiful and the historic charm was wonderful "
United States
Karin
The price is ₹14,885
₹16,373 total
includes taxes & fees
4 Jan - 5 Jan 2026
The White House Inn

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (925)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is ₹12,871
₹14,158 total
includes taxes & fees
17 Dec - 18 Dec
Hampton Inn Brattleboro

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (14)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
Four Columns 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, (755)
"Front desk pleasant and helpful Breakfast was good Room was spacious and clean Able to walk to shopping and dining. "
United States
Stephen
The price is ₹16,179
₹17,554 total
includes taxes & fees
1 Jan - 2 Jan 2026
Fairfield Inn & Suites by Marriott Keene Downtown

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.6 out of 10, Excellent, (37)
"This place was amazing, beautiful and the staff was great. We will be coming back here again. Visit the waterfalls in the area, beautiful. Great romantic getaway. "
United States
Brandon
The price is ₹16,819
₹18,332 total
includes taxes & fees
16 Dec - 17 Dec
Windham Hill Inn

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1000)
"Nice motel. "
United States
Richard
The Putney Inn

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (353)
"Clean comfy nice staff "
United States
Katherine
The price is ₹13,231
₹14,356 total
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn & Suites Keene

Austrian Haus Lodge

Austrian Haus Lodge
2.5 star property
West Dover
8.6 out of 10, Excellent, (58)
"Wonderful for families!"
United States
Kristina
The price is ₹14,007
₹15,407 total
includes taxes & fees
12 Dec - 13 Dec
Austrian Haus Lodge
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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 showing a ruin, autumn colours and forest scenes

Top Chesterfield Hotel Reviews

More cheap stays in Chesterfield

Find out more about Chesterfield

Top reasons to visit Chesterfield

  • Outdoor Adventures: Chesterfield is perfect for skiing at local resorts and exploring picturesque forests, ideal for adventure enthusiasts.
  • Scenic Romantic Getaways: The town offers stunning scenery, making it a great destination for couples looking to escape.
  • Cultural Experiences: Visitors can enjoy art exhibitions and playful arcade games, blending culture with entertainment.
  • Welcoming Neighbourhoods: The friendly atmosphere in nearby towns enhances the overall experience for travellers.
  • Diverse Accommodation Options: From budget-friendly to charming agritourism properties, Chesterfield caters to all types of visitors.

Find great hotels near Chesterfield

Discover a variety of hotel accommodation options in Chesterfield, New Hampshire, perfect for every traveller. From budget-friendly establishments to charming agritourism properties, you’ll find a selection that suits your needs. Enjoy pet-friendly options and accessible rooms, while adventurers and business travellers alike can take advantage of facilities designed for an enriching stay. Whatever your requirements, Chesterfield has the ideal lodging to make your visit memorable.

  • Colonial Motel And Spa: Embrace a serene retreat at Colonial Motel And Spa, a 3-star lodging located a mere 8.0km from Chesterfield. This motel is perfect for families and business travellers seeking a rejuvenating escape. Guests can indulge in a full spa experience alongside an indoor pool that is accessible for all. Family-friendly amenities such as a First Aid Kit, nearby sledding locations, and window guards for children ensure a safe and enjoyable stay. The combination of relaxation and comfort makes this motel a distinctive choice for those wanting to unwind while remaining connected to work.
  • Best Western Plus Keene Hotel: Positioned 14.5km from Chesterfield, Best Western Plus Keene Hotel caters to families and business travellers alike, with a welcoming, pet-friendly environment. The hotel features a business centre and multiple meeting rooms, ensuring that corporate needs are met seamlessly. Families will appreciate the complimentary crib for infants, while pet owners can enjoy the convenience of a designated dog exercise area. This hotel provides a blend of business efficiency and comfort, making it an ideal choice for those travelling with furry companions.
  • Days Inn by Wyndham Keene NH: Situated 14.5km from Chesterfield, Days Inn by Wyndham Keene NH is a practical option for business and pet-friendly travellers. The 24-hour business centre caters to all your work-related needs, allowing you to stay productive even while on holiday. With a pet policy that welcomes dogs and includes service animals, guests can travel with peace of mind. Known for its straightforward amenities and comfortable setting, this hotel is an excellent choice for those prioritising convenience and accessibility during their stay.

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-friendly holiday. Explore the tranquil surroundings and experience the welcoming atmosphere of nearby towns, where relaxation and adventure await. Don’t miss the vibrant neighbourhoods that promise a friendly vibe, making your visit truly memorable. Whether you're seeking a secluded retreat or a bustling area to enjoy, Chesterfield has something for every traveller.

  • Brattleboro: Situated a mere 8.0km from Chesterfield, Brattleboro is a vibrant city that attracts visitors year-round, with a seasonal peak from July to September. Known for its exhilarating outdoor activities, Brattleboro is a haven for ski enthusiasts and adventure seekers. The nearby ski resorts offer thrilling experiences, while the scenic landscapes featuring lakes, mountains, and valleys provide a picturesque backdrop for your escapades. Whether you're carving through fresh powder or exploring the charming downtown filled with shops and eateries, Brattleboro promises a delightful travel experience.
  • Keene: Located 16.1km from Chesterfield, Keene is a charming city offering a delightful mix of outdoor adventures and scenic beauty. It sees a peak in visitor arrivals during the summer months of July and August, as well as in October. The area is renowned for its stunning landscapes, including lakes and mountains, making it perfect for hiking, skiing, and enjoying nature. The presence of a modern college university adds a youthful vibrancy to the city, with various cultural events and activities. Keene is a wonderful choice for those looking to immerse themselves in the great outdoors while enjoying a lively community atmosphere.
  • West Chesterfield: Just 4.8km away from Chesterfield, West Chesterfield is an inviting city perfect for outdoor enthusiasts, particularly those who enjoy skiing. The peak travel times are from March to April and June, drawing visitors eager for adventure. With easy access to ski fields and resorts, this location is ideal for winter sports lovers. The surrounding natural beauty, featuring lakes, mountains, and valleys, offers a serene environment for hiking and relaxation. West Chesterfield is a fantastic destination for those seeking both outdoor thrills and peaceful retreats.

Things to do near Chesterfield

Chesterfield, New Hampshire, is ideal for outdoor and scenic romantic getaways, offering a range of activities such as skiing at local resorts. Visitors can also enjoy art exhibitions and playful arcade games, making it a delightful destination for both adventure and culture. Whether you're hitting the slopes or exploring creative displays, Chesterfield has something to captivate every traveller.

Shopping

In Chesterfield, you can visit Delectable Mountain Cloth, a charming store just 8.0km away. The Vermont Marketplace, 9.7km away, offers a lively atmosphere with family-friendly options. If you're up for a drive, check out the Brattleboro Farmers' Market, located 11.3km from Chesterfield, for local produce and crafts.

Recreation

The Stone Church offers a vibrant music concert experience, perfect for those seeking entertainment just a few miles away. For sports enthusiasts, Pine Grove Springs Golf Course provides an invigorating outdoor atmosphere, while the Brattleboro Country Club exudes luxury, making it an ideal retreat for relaxation and leisure.

Adventure

Experience the thrill of skiing at Harris Hill Ski Jump, a mere 8.0km from Chesterfield, where you can embrace the exhilarating sports atmosphere. For hiking enthusiasts, the Metacomet-Monadnock Trail, located 22.5km away, offers breathtaking outdoor scenery. The Hermitage Club, 35.4km away, promises an adventurous ski resort experience.

Nightlife

Experience the vibrant nightlife in Chesterfield by visiting the Actors Theatre Playhouse, just 4.8km away, for a cultural evening. Alternatively, enjoy some fun at Brattleboro Bowl, 8.0km from Chesterfield, or catch a show at Hooker-Dunham Theater & Gallery, also 8.0km away, for a delightful night out.

*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 during your visit to Chesterfield, plan your trip for March to April or November, when accommodation prices are lower, and consider staying on a Tuesday for the best rates. Use Expedia’s search tool to filter by budget and accommodation type, and arrange results from lowest to highest price. Look for package deals that combine flights, hotels, and activities for significant savings. Additionally, be mindful of any extra fees to ensure you find the most affordable options available.

  • 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 tool to refine your preferences, including your budget, desired location, and the type of accommodation you prefer. To uncover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy significant savings by combining your hotel accommodation in Chesterfield with your flights and activities by opting for an Expedia package.

Find the best attractions near Chesterfield

Chesterfield is an ideal destination for those seeking outdoor adventures and romantic getaways amidst stunning scenery. Visitors can explore a range of attractions, including modern colleges and universities, picturesque forests, and serene nature reserves. These points of interest cater to travellers looking for a blend of culture, adventure, and natural beauty, ensuring a memorable experience in this charming town.

  • Spofford Lake: Nestled merely 3.2km from Chesterfield, Spofford Lake offers a serene escape with its scenic beauty and inviting beach. Ideal for romantic picnics or leisurely strolls, visitors can bask in the tranquil atmosphere while enjoying various outdoor activities, including swimming and kayaking.
  • Madame Sherri Forest: Located 4.8km away, Madame Sherri Forest is a haven for adventure seekers. With its lush greenery and enchanting trails, it provides an exhilarating backdrop for hiking, birdwatching, and discovering the remnants of the historic Madame Sherri’s estate.
  • Keene State College: Situated 16.1km from Chesterfield, Keene State College exudes a vibrant city vibe. Engage with the lively campus atmosphere, attend cultural events, or explore the art galleries and theatres that reflect the dynamic spirit of its student community.

Best time to go to Chesterfield

The best time to visit Chesterfield is dependant 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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.5°F (-5.3°C)Light RainMostly SunnySlightly LowAverage
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 HighSlightly High
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

For a visit to Chesterfield, New Hampshire, you can choose from several nearby airports. Manchester-Boston Regional Airport (MHT) is located 83.7km away, with excellent hotels such as The Grand at Bedford Village Inn and DoubleTree by Hilton Manchester Downtown, both 6.4km from the airport. Worcester Regional Airport (ORH) is 85.3km away, featuring the Beechwood Hotel and AC Hotel by Marriott Worcester, both within 8.0km. Alternatively, Lebanon Municipal Airport (LEB) is also 83.7km distant, offering options like the Hanover Inn Dartmouth, just 8.0km from the airport. All these hotels provide convenient access to their respective airports, ensuring a smooth travel experience.

Frequently asked questions

Where is the best place to stay in Chesterfield?
Hampton Inn Brattleboro, located 4.2 mi (6.7 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 Comfort Inn & Suites Brattleboro I-91 and Best Western Plus Keene 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 518 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 Chesterfield Gorge Natural Area 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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