Chesterfield Hotels

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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, (756 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is P7,333
P8,066 total
includes taxes & fees
Jan 11 - Jan 12
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, (1,007 reviews)
"Clean. Friendly staff. Corn Chowder in the lobby!"
United States
Margaret
The price is P7,517
P8,269 total
includes taxes & fees
Jan 11 - Jan 12
Holiday Inn Express Hotel & Suites Brattleboro by IHG

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, (976 reviews)
"Staff was very welcoming and the room was very clean. "
United States
Rebecca
The price is P7,103
P7,707 total
includes taxes & fees
Jan 11 - Jan 12
Keene Elm City Hotel, an Ascend Collection Hotel

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,000 reviews)
"Great stay pool was very nice"
United States
Patrick
The price is P8,227
P8,927 total
includes taxes & fees
Jan 11 - Jan 12
Best Western Plus Keene Hotel

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,001 reviews)
"The room was okay for a quick stop to rest. "
United States
Janice
The Putney Inn

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,002 reviews)
"Front Desk boy was super cute, but no breakfast served. Very quiet for being such a busy street. "
United States
Megan
The price is P4,981
P5,479 total
includes taxes & fees
Jan 15 - Jan 16
The Covered Bridge Inn

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (477 reviews)
"Room looked good. Wish they have shampoo. Only one soap. Nice shower pressure. Would visit again "
United States
Miles
The price is P6,511
P7,162 total
includes taxes & fees
Jan 11 - Jan 12
Black Mountain Inn

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (933 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is P8,688
P9,557 total
includes taxes & fees
Jan 20 - Jan 21
Hampton Inn Brattleboro

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (634 reviews)
"Scenic balcony. Friendly staff. We had a lovely stay. "
United States
Travis
The price is P9,536
P10,346 total
includes taxes & fees
Jan 21 - Jan 22
Riverside Hotel, an Ascend Collection Hotel

The White House Inn

The White House Inn
3.5 star property
Wilmington
9.0 out of 10, Wonderful, (276 reviews)
"Very clean and the room was comfortable. The restaurant was fantastic. "
United States
Stefania
The price is P9,802
P10,782 total
includes taxes & fees
Jan 11 - Jan 12
The White House Inn

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,002 reviews)
"Great location and service "
United States
Paul
The price is P8,287
P9,115 total
includes taxes & fees
Jan 11 - Jan 12
Colonial Motel And Spa

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (342 reviews)
"Absolutely stunning bed and breakfast! The room and facilities were clean and welcoming. We really enjoyed the decorations and details of the house. The breakfast was delicious! Will definitely be coming back next time we are in town for ski! Highly recommended staying at Colonel Williams! "
United States
Ekaterina
The price is P9,322
P10,255 total
includes taxes & fees
Jan 11 - Jan 12
Colonel Williams Inn

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (245 reviews)
"Gourmet breakfast, quiet and beautiful scenery. Loved it!!!!!"
United States
RICHARD
Harvest 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 reviews)
"Room spacious, breakfast good, poor directions to parking, snow covered disability ramp."
United States
Stephanie
The price is P10,358
P11,239 total
includes taxes & fees
Jan 15 - Jan 16
Fairfield Inn & Suites by Marriott Keene Downtown

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (18 reviews)
"Everything was great 👍 I will stay there again and highly recommend to others "
United States
Linda
Four Columns Inn

Farm Road Estate

Farm Road Estate
3.0 star property
West Dover
10.0 out of 10, Exceptional, (77 reviews)
"Room was clean, staff friendly, amenities were good"
United States
Movses
Farm Road Estate

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (156 reviews)
"The building and room were very nice. The location is great, very walkable to the center of town. "
United States
Rochelle
The Burrell House

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.4 out of 10, Very Good, (843 reviews)
"Room was very clean and the hotel staff were very friendly! Hotel is attached to a movie theater which is great!"
United States
Jaime
The price is P7,724
P8,497 total
includes taxes & fees
Jan 15 - Jan 16
Latchis Hotel

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (156 reviews)
"It was wonderful & staff was great! I loved staying here!"
United States
Leticia
The price is P12,322
P14,371 total
includes taxes & fees
Jan 11 - Jan 12
Vikings Villages Resort

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (167 reviews)
"Excellent place!!!! Lovely room that had all I needed!!! The bed was comfortable and the stay was wonderful!!!!!!"
United States
natalia
The price is P7,543
P8,184 total
includes taxes & fees
Jan 11 - Jan 12
The Carriage Barn Inn
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.
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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 featuring forest scenes, building ruins and fall colors

Top Chesterfield Hotel Reviews

More cheap stays in Chesterfield

Find out more about Chesterfield

Top reasons to visit Chesterfield

  • Outdoor Adventures: Chesterfield offers a variety of outdoor activities, including skiing, hiking, and exploring nature reserves, making it perfect for adventure seekers.
  • Scenic Landscapes: The area boasts stunning scenery, providing a picturesque backdrop for romantic getaways or family outings.
  • Charming Neighbourhoods: Experience the quaint charm of West Chesterfield, complete with friendly locals and a relaxed atmosphere.
  • Diverse Accommodation: Enjoy a range of delightful lodging options, from cosy inns to agritourism properties, catering to various needs.
  • Cultural Experiences: Discover local colleges and universities, enriching your visit with cultural insights and community spirit.

Find great hotels near Chesterfield

Discover a range of delightful accommodation options in Chesterfield, New Hampshire, catering to various travel needs. From charming inns to agritourism properties, you'll find pet-friendly options and facilities ideal for adventure seekers and business travellers alike. Whether you're looking for the Chesterfield Inn or seeking reviews on local hotels, this picturesque area promises a memorable stay in the heart of New England.

  • Colonial Motel And Spa: Embrace a rejuvenating getaway at the Colonial Motel And Spa, a delightful 3-star establishment located 8.0km from Chesterfield. This motel offers a unique spa theme, perfect for those seeking relaxation and adventure. Guests can indulge in a full-service spa experience alongside an indoor pool, ensuring a tranquil environment. Adventure enthusiasts will appreciate the variety of activities available, including snowshoeing, ice skating, mountain biking, and hiking. The onsite hot tub promises to melt away any stress, making it an ideal choice for both leisure and business travellers.
  • The Covered Bridge Inn: Situated just 6.4km from Chesterfield, The Covered Bridge Inn is a charming hotel that combines a welcoming atmosphere with adventure at every turn. Designed for business travellers and adventure seekers alike, this inn provides access to a range of exhilarating activities such as snow tubing, hiking, rafting, and snowboarding. The convenient location and comfortable accommodations make it an excellent base for exploring the natural beauty of the area while catering to those needing to balance work and leisure.
  • The Putney Inn: Located 9.7km from Chesterfield, The Putney Inn is a pet-friendly motel that caters to travellers who wish to bring their furry friends along on their journey. With a welcoming policy for dogs, guests can enjoy their stay without leaving their pets behind. Ideal for business travel, this inn offers essential amenities while ensuring a comfortable and accommodating environment. The friendly atmosphere and proximity to local attractions make it a popular choice for both business and leisure travellers alike.

Where to stay near Chesterfield

Chesterfield, New Hampshire, offers a delightful blend of outdoor adventures and charming scenery, perfect for romantic getaways or family-friendly excursions. Visitors can explore the quaint neighbourhoods of West Chesterfield and experience the relaxed atmosphere of upscale retreats and secluded country getaways. The small-town vibe, coupled with friendly locals, creates an inviting environment for those seeking an escape from the hustle and bustle, making it an ideal destination for travellers of all kinds.

  • Brattleboro: Nestled a mere 8.0km from Chesterfield, Brattleboro is a vibrant city renowned for its outdoor adventures and artistic spirit. Visitors flock here for skiing and thrilling sports experiences, particularly during the peak months of July to September. The town boasts captivating attractions such as picturesque lakes, majestic mountains, and the stunning national state park. Brattleboro’s blend of natural beauty and recreational activities guarantees an unforgettable travel experience.
  • Keene: Located 16.1km from Chesterfield, Keene is a charming city that offers a delightful mix of outdoor scenery and adventure. Popular with travellers from July to August and in October, Keene is perfect for those seeking outdoor activities amidst its scenic landscapes. With ski fields and resorts nearby, outdoor enthusiasts can indulge in winter sports. Additionally, the presence of a modern college university adds a youthful energy to the city, making it an engaging destination for visitors.
  • West Chesterfield: Just 4.8km from Chesterfield, West Chesterfield is an appealing city that attracts visitors with its adventure and outdoor experiences. Popular during March to April and June, it is a prime spot for skiing and outdoor pursuits. The city is surrounded by beautiful lakes, mountains, and parks, providing ample opportunities for exploration and relaxation. West Chesterfield’s close-knit community and natural charm make it a perfect getaway for those seeking both adventure and tranquillity.

Things to do near Chesterfield

Chesterfield offers a delightful escape for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can enjoy skiing at the local ski resorts, while families can partake in various adventures that the area has to offer. The stunning scenery and outdoor activities make it an ideal destination for those looking to immerse themselves in nature and create lasting memories.

Shopping

If you're up for a drive, you can explore the Vermont Marketplace, 9.7km away, offering a vibrant shopping experience with entertainment options. The Brattleboro Farmers' Market, located 11.3km from Chesterfield, provides a local flavour, while Delectable Mountain Cloth, only 8.0km away, is perfect for unique finds.

Recreation

The Stone Church offers a vibrant music experience just 8.0km away, perfect for unwinding with live performances. For outdoor enthusiasts, Pine Grove Springs Golf Course, 3.2km from Chesterfield, boasts stunning landscapes for a relaxing round of golf. Enjoy the luxury ambiance at Brattleboro Country Club, located 9.7km away.

Adventure

Harris Hill Ski Jump, a thrilling ski field 8.0km from Chesterfield, offers exhilarating winter sports experiences with a vibrant ski culture. For more adventure, visit The Hermitage Club, a ski resort 35.4km away, boasting outdoor activities amidst stunning landscapes. Don’t miss the Metacomet-Monadnock Trail, a scenic hiking trail 22.5km distant, perfect for nature lovers.

Nightlife

In Chesterfield, the Hooker-Dunham Theater & Gallery offers a charming atmosphere for romance and culture, while the Actors Theatre Playhouse provides similar vibes just 4.8km away. For family fun, the Brattleboro Bowl arcadeAdventureZone is perfect, also located 8.0km from Chesterfield, promising adventurous entertainment.

*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 an idyllic destination for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can explore local attractions such as modern colleges and universities, lush forests, and nature reserves. The area offers a blend of culture and adventure, making it perfect for those seeking memorable experiences in scenic surroundings. Whether hiking through tranquil woods or enjoying the serene landscapes, Chesterfield promises a delightful escape into nature.

  • New England Center for Circus Arts: Experience the magic of circus arts at this vibrant centre, located a mere 6.4km from Chesterfield. Engage in captivating performances or even take part in workshops to learn skills like juggling and aerial silks, all while soaking in the rich cultural atmosphere.
  • Scott Farm Orchard: Just 8.0km away, Scott Farm Orchard invites you to explore its picturesque landscapes. Enjoy seasonal fruit picking, sample fresh produce, and immerse yourself in the charm of a working farm, perfect for families and nature lovers alike.
  • Epsilon Spires: Also situated 8.0km from Chesterfield, Epsilon Spires offers an inspiring space for artistic expression. Attend innovative performances and art events that highlight the local creative community, ensuring a culturally enriching experience.

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

For your visit to Chesterfield, New Hampshire, you can fly into three major airports. Manchester-Boston Regional Airport (MHT) is about 83.7km away, with nearby hotels such as the DoubleTree by Hilton Manchester Downtown, 6.4km from the airport, and the Best Western Plus Executive Court Inn & Conference Center, just 1.6km away. Rutland Southern Vermont Regional Airport (RUT) is located 80.5km from Chesterfield, with options like the Cortina Inn, 6.4km away, offering free airport transportation. Lastly, Worcester Regional Airport (ORH) is approximately 85.3km away, featuring hotels like the Beechwood Hotel, situated 8.0km from the airport.

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 traveler data. Other good choices for your visit to the area are The White House Inn and Comfort Inn & Suites Brattleboro I-91. 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 529 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, Chesterfield Town Hall, and Pisgah State Park. 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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