Chesterfield Hotels

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Top 10 trending Chesterfield hotels

The Inn At Crumpin Fox

2.5 star property
Bernardston
9.2 out of 10, Wonderful, (342)
"Room was great, we will be back again, favorite place in the valley thus far to stay. "
United States
Christine
The price is €126
includes taxes & fees
1 Dec - 2 Dec
The Inn At Crumpin Fox

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1005)
"Friendly, efficient staff and a very clean and nice room"
United States
Margaret
The price is €136
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express Hotel & Suites Brattleboro by IHG

The Covered Bridge Inn

2.5 star property
Brattleboro
7.6 out of 10, Good, (1007)
"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 €58
includes taxes & fees
1 Dec - 2 Dec
The Covered Bridge Inn

Best Western Plus Keene Hotel

3.0 star property
Keene
8.4 out of 10, Very good, (1006)
"Great staff, clean room, nice breakfast"
United States
DORTHY
The price is €130
includes taxes & fees
1 Dec - 2 Dec
Best Western Plus Keene Hotel

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 €104
includes taxes & fees
8 Dec - 9 Dec
Black Mountain Inn

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 €151
includes taxes & fees
7 Dec - 8 Dec
Riverside Hotel, an Ascend Collection Hotel

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 €64
includes taxes & fees
1 Dec - 2 Dec
Travelodge by Wyndham Brattleboro VT

Comfort Inn & Suites Brattleboro I-91

2.5 star property
Brattleboro
8.6 out of 10, Excellent, (732)
"Absolutely perfect stay for a business trip"
United States
Lyndsey
The price is €112
includes taxes & fees
4 Dec - 5 Dec
Comfort Inn & Suites Brattleboro I-91

Latchis Hotel

2.5 star property
Brattleboro
8.4 out of 10, Very good, (833)
"Great stay"
United States
Jason
The price is €124
includes taxes & fees
1 Dec - 2 Dec
Latchis Hotel

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
The price is €177
includes taxes & fees
23 Dec - 24 Dec
Deerfield Valley Inn

Days Inn by Wyndham Keene NH

2.0 star property
Keene
7.0 out of 10, Good, (1004)
"Very professional people good service good staff "
United States
George
The price is €86
includes taxes & fees
15 Dec - 16 Dec
Days Inn by Wyndham Keene NH

Colonial Motel And Spa

3.0 star property
Brattleboro
6.8 out of 10, (1005)
"Nice place to stay for the night."
United States
Robin
The price is €114
includes taxes & fees
1 Dec - 2 Dec
Colonial Motel And Spa

Hampton Inn Brattleboro

2.5 star property
Brattleboro
8.2 out of 10, Very good, (923)
"The room was very clean, and both staff and service were outstanding."
United States
Wonji
The price is €136
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn Brattleboro

The White House Inn

3.5 star property
Wilmington
9.2 out of 10, Wonderful, (256)
"The room was beautiful and the historic charm was wonderful "
United States
Karin
The price is €161
includes taxes & fees
1 Dec - 2 Dec
The White House Inn

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
Keene
8.8 out of 10, Excellent, (754)
"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 €154
includes taxes & fees
15 Dec - 16 Dec
Fairfield Inn & Suites by Marriott Keene Downtown

The Putney Inn

2.5 star property
Putney
8.4 out of 10, Very good, (1005)
"The Putney Inn is a great place to stay!! The people who work there are very nice and the location is great!"
United States
Kristen
The Putney Inn

Four Columns Inn

4.0 star property
Newfane
9.8 out of 10, Exceptional, (13)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
Four Columns Inn

Vikings Villages Resort

2.0 star property
Guilford
10.0 out of 10, Exceptional, (152)
"Amazing Place! "
United States
Gretchen
The price is €184
includes taxes & fees
1 Dec - 2 Dec
Vikings Villages Resort

Hampton Inn & Suites Keene

2.5 star property
Keene
8.8 out of 10, Excellent, (351)
"Nice place to stay, nice area, will stay again."
United States
Catherine
The price is €138
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn & Suites Keene

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 €178
includes taxes & fees
1 Dec - 2 Dec
Windham Hill 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, autumn leaves and building ruins

Top Chesterfield Hotel Reviews

More cheap stays in Chesterfield

Find out more about Chesterfield

Top reasons to visit Chesterfield

  • Outdoor Adventures: Chesterfield is a haven for outdoor enthusiasts, offering activities like skiing and hiking in stunning landscapes.
  • Charming Neighbourhoods: Explore picturesque areas such as Charles Street and enjoy leisurely walks along the Chesterfield Canal.
  • Scenic Beauty: The region's breathtaking forests and nature reserves provide a perfect backdrop for relaxation and exploration.
  • Cultural Experiences: Visit local colleges and universities to enrich your understanding of the area's cultural heritage.
  • Variety of Accommodations: Choose from charming bed & breakfasts to comfortable hotels, catering to all types of travellers.

Find great hotels near Chesterfield

Explore a variety of accommodation options in Chesterfield, New Hampshire, where you can choose from charming bed & breakfasts to comfortable hotels. Whether you seek adventure, a business-themed stay, or a pet-friendly experience, you'll find the perfect lodging to suit your needs. With accessible bedrooms and a range of services, Chesterfield offers a welcoming retreat for every type of traveller.

  • Colonial Motel And Spa: Embracing a relaxing spa-themed atmosphere, Colonial Motel And Spa is an ideal choice for those seeking a family-friendly and pet-friendly experience. Located 8.0km from Chesterfield, this 3-star motel offers a range of amenities designed for comfort and leisure. Guests can indulge in the full spa services, including a hot tub and indoor pool, perfect for unwinding after a day of exploration. Families will appreciate the dedicated children's amenities, such as nearby sledding and safety features like window guards. Pets are welcome, ensuring that your furry friends can join in on the holiday fun.
  • Best Western Plus Keene Hotel: Situated 14.5km away from Chesterfield, Best Western Plus Keene Hotel caters to travellers in search of a business-friendly environment with a warm, LGBTQIA welcoming atmosphere. This 3-star hotel is equipped with multiple meeting rooms and accessible business centre facilities, making it an excellent choice for corporate guests. Families are also well accommodated, with free cribs available for younger children. The hotel's commitment to inclusivity and comfort ensures a pleasant stay for all types of travellers.
  • Days Inn by Wyndham Keene NH: Days Inn by Wyndham Keene NH, located 14.5km from Chesterfield, provides a balanced blend of business amenities and pet-friendly accommodations. This hotel features a 24-hour business centre, catering to the needs of travelling professionals. While maintaining a focus on business, it also welcomes pets, with specific restrictions in place, ensuring that you can travel with your dogs without hassle. Comfort and convenience are at the forefront, making this hotel a solid choice for those on the go.

Where to stay near Chesterfield

Chesterfield, New Hampshire, offers a delightful blend of outdoor adventures and scenic beauty, perfect for a romantic getaway or a family-friendly retreat. Explore the charming neighbourhoods, such as Charles Street, and take leisurely strolls along the Chesterfield Canal, where countryside views abound. Just a stone's throw away, you'll find the picturesque atmosphere of Derbyshire, inviting you to unwind and embrace the friendly local vibe. Prepare for an unforgettable experience in this tranquil haven.

  • Brattleboro: Nestled approximately 8.0km from Chesterfield, Brattleboro is a vibrant city that attracts visitors year-round, with a notable spike from July to September. This charming locale is a haven for those seeking adventure, particularly in skiing and outdoor sports. The surrounding natural beauty includes captivating lakes, majestic mountains, and scenic valleys that enhance your travel experience. Brattleboro is not only recognised for its winter sports but also offers artsy boutiques, delightful cafés, and a rich cultural scene that makes it a delightful stop on your journey.
  • Keene: Located about 16.1km away from Chesterfield, Keene is another captivating city that draws adventurers and outdoor enthusiasts alike. With visitor numbers peaking in the summer months of July and August and continuing into October, Keene offers a unique blend of scenic landscapes and urban charm. The city is surrounded by picturesque lakes and mountains, providing ample opportunities for hiking, skiing, and exploration. Additionally, Keene's modern college university adds a lively atmosphere, bustling with energy and creativity, making it an ideal destination for those seeking both adventure and culture.
  • West Chesterfield: Just 4.8km from Chesterfield, West Chesterfield is a quaint city that is perfect for those looking to immerse themselves in nature. The peak travel periods from March to April and June suggest a welcoming environment for outdoor activities, particularly skiing. With its proximity to stunning lakes, mountains, and valleys, West Chesterfield offers a peaceful retreat for adventurers and nature lovers alike. Visitors can enjoy various outdoor sports while also taking in the serene beauty of the landscape, making it a delightful addition to your travel itinerary.

Things to do near Chesterfield

Chesterfield, New Hampshire, is perfect for outdoor enthusiasts and those seeking a romantic getaway. Visitors can enjoy a range of activities, including skiing at local resorts and exploring picturesque landscapes. With its charming scenery and recreational opportunities, Chesterfield offers a delightful escape for nature lovers and adventure seekers alike.

Shopping

In Chesterfield, visit Delectable Mountain Cloth, a charming store just 8.0km away, for unique gifts. The Vermont Marketplace, located 9.7km away, offers a vibrant shopping experience for families. If you're up for a drive, the Brattleboro Farmers' Market, 11.3km away, showcases local produce and crafts.

Recreation

Experience live music at The Stone Church, a vibrant venue offering an entertaining atmosphere just 8.0km from Chesterfield. For outdoor enthusiasts, Pine Grove Springs Golf Course, located 3.2km away, provides a delightful golfing experience amidst beautiful scenery. Indulge in luxury at the Brattleboro Country Club, 9.7km distant.

Adventure

Experience the thrill of winter sports at Harris Hill Ski Jump, a premier skiField only 8.0km from Chesterfield. For a stunning hiking adventure, explore the Metacomet-Monadnock Trail, located 22.5km away, offering breathtaking outdoor scenery. Alternatively, enjoy the slopes at The Hermitage Club, a skiResort situated 35.4km from town.

Nightlife

In Chesterfield, the Actors Theatre Playhouse offers a charming blend of culture and romance, while the Hooker-Dunham Theater & Gallery provides family-friendly entertainment. For a lively adventure, head to Brattleboro Bowl, where you can enjoy arcade games and a vibrant atmosphere 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, 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 a delightful escape for outdoor enthusiasts and those seeking romance. Explore the area's stunning forests and nature reserves, or visit local colleges and universities that enrich the cultural experience. With a perfect blend of adventure and scenic beauty, Chesterfield caters to travellers looking for an unforgettable holiday immersed in nature and local charm.

  • Spofford Lake: Nestled only 3.2km from Chesterfield, Spofford Lake offers a tranquil escape with its picturesque beaches and stunning scenery. Perfect for romantic strolls or relaxing afternoons by the water, this scenic spot invites visitors to unwind and soak in the natural beauty.
  • Madame Sherri Forest: Located 4.8km away, Madame Sherri Forest is a haven for adventure seekers. With its winding trails and lush greenery, it provides an exhilarating outdoor experience, perfect for hiking and exploring the enchanting woods.
  • Keene State College: Just 16.1km from Chesterfield, Keene State College presents a vibrant city atmosphere. This modern university boasts beautiful architecture and a lively campus, making it a great place to engage with local culture and discover student life.

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 your visit to Chesterfield, New Hampshire, the nearest major airports are Manchester, NH (MHT) and Worcester, MA (ORH), both located around 83.7km from Chesterfield. Nearby Manchester, good hotel options include The Grand at Bedford Village Inn and DoubleTree by Hilton Manchester Downtown, both 6.4km from the airport. In Worcester, consider staying at the Beechwood Hotel or AC Hotel by Marriott, both roughly 6.4km from Worcester Regional Airport. Alternatively, Lebanon, NH (LEB) is also 83.7km away, with hotels like Hanover Inn Dartmouth and Hotel Coolidge within 5 and 3.2km, respectively, from the airport, offering convenient access for travellers.

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.
What are some of the best holiday rentals that Chesterfield has to offer?
Beautiful Custom Built Timber Frame Home, Sleeps 11: This holiday home rental outside of Chesterfield is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 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 garden, a selection of games and 1 hot tub 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 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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