Chesterfield Hotels

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Our top choices for Chesterfield hotels

Inn at Valley Farms

Inn at Valley Farms
2.0 star property
Walpole
10.0 out of 10, Exceptional, (14 reviews)
"Picturesque, family run bed and breakfast."
United States
Jay
The price is €150
includes taxes & fees
20 Jan - 21 Jan
Inn at Valley Farms

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,001 reviews)
"Checkin was quick. I like the pre-check in process."
United States
Anthony
The price is €83
includes taxes & fees
19 Jan - 20 Jan
Days Inn by Wyndham Keene NH

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, (978 reviews)
"Staff was very welcoming and the room was very clean. "
United States
Rebecca
The price is €112
includes taxes & fees
27 Jan - 28 Jan
Keene Elm City Hotel, an Ascend Collection Hotel

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (935 reviews)
"Good breakfast, great staff and very good location "
United States
Valdeci
The price is €139
includes taxes & fees
26 Jan - 27 Jan
Hampton Inn Brattleboro

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, (1,000 reviews)
"The hotel was very clean. Staff was extremely friendly and helpful."
United States
Stephanie
The price is €123
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express Hotel & Suites Brattleboro by IHG

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 €124
includes taxes & fees
19 Jan - 20 Jan
Latchis Hotel

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,001 reviews)
"Very comfortable and clean."
United States
Christina
The price is €168
includes taxes & fees
28 Jan - 29 Jan
Courtyard by Marriott Keene Downtown

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (758 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is €114
includes taxes & fees
29 Jan - 30 Jan
Comfort Inn & Suites Brattleboro I-91

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 €130
includes taxes & fees
27 Jan - 28 Jan
Best Western Plus Keene 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 €209
includes taxes & fees
22 Jan - 23 Jan
Vikings Villages Resort

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, (759 reviews)
"Everything was clean, comfortable and the staff quite conversational"
United States
Diane
The price is €163
includes taxes & fees
28 Jan - 29 Jan
Fairfield Inn & Suites by Marriott Keene Downtown

Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (56 reviews)
"wonderful atmosphere, great breakfast, friedly staff, great location"
United States
Kurt
The price is €222
includes taxes & fees
20 Jan - 21 Jan
Inn on Putney Road

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,000 reviews)
"Easy check in and good parking"
United States
nicholas
The price is €79
includes taxes & fees
25 Jan - 26 Jan
The Covered Bridge Inn

The One Cat B&B

The One Cat B&B
2.5 star property
Brattleboro
9.6 out of 10, Exceptional, (78 reviews)
"Conrad and Pat were so welcoming, their house was adorable, and breakfast was superb!"
United States
Cara
The price is €142
includes taxes & fees
20 Jan - 21 Jan
The One Cat B&B

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

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 €149
includes taxes & fees
27 Jan - 28 Jan
Colonel Williams Inn

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (635 reviews)
"Scenic balcony. Friendly staff. We had a lovely stay. "
United States
Travis
The price is €150
includes taxes & fees
3 Feb - 4 Feb
Riverside Hotel, an Ascend Collection Hotel

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (363 reviews)
"Room is very clean , breakfast is good and fresh .coffee serve well all time . Will back to stay again . "
United States
Raymond
The price is €162
includes taxes & fees
8 Feb - 9 Feb
Hampton Inn & Suites Keene

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 €104
includes taxes & fees
26 Jan - 27 Jan
Black Mountain Inn

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (167 reviews)
"Very helpful and welcoming host. "
United States
Bruce
The price is €119
includes taxes & fees
20 Jan - 21 Jan
The Carriage Barn Inn
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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?
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 The White House Inn and Comfort Inn & Suites Brattleboro I-91. See all available top hotels, or vacation rentals in Chesterfield.
What are some of the best holiday rentals that Chesterfield has to offer?
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns: This holiday home rental outside of Chesterfield is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 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 balcony, a garden and a selection of games 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 534 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 Actors Theatre Playhouse 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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