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Our top choices for Chesterfield hotels

1. Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (998 reviews)
"I loved the updated accommodations and friendly staff."
United States
Marita
9 days ago
$102 nightly
The price is $112
Jul 2 - Jul 3
Total with taxes and fees
Hampton Inn Brattleboro

2. Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
5.2 out of 10, (7 reviews)
"Awesome and clean and quiet love the staff."
United States
Jeremiah
April 14th, 2026
$75 nightly
The price is $82
Jul 23 - Jul 24
Total with taxes and fees
Colonial Motel

3. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (820 reviews)
"Nice bedding. Clean rooms. Good breakfast. Convenient property. We were there for just one night."
United States
Kirsten
9 days ago
$109 nightly
The price is $120
Jul 2 - Jul 3
Total with taxes and fees
Comfort Inn & Suites Brattleboro I-91

4. 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)
"Very clean and helpful staff. Breakfast was pretty good."
United States
son
May 23rd, 2026
$142 nightly
The price is $156
Jul 2 - Jul 3
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG

5. The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,000 reviews)
"The room was clean. I had a good night s sleep."
United States
Lys
May 25th, 2026
$85 nightly
The price is $94
Jun 29 - Jun 30
Total with taxes and fees
The Covered Bridge Inn

6. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,001 reviews)
"The staff is very friendly. I think the hotel rooms."
United States
Aimee
5 days ago
$119 nightly
The price is $129
Jun 25 - Jun 26
Total with taxes and fees
Best Western Plus Keene Hotel

7. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (655 reviews)
"Clean room, staff is very friendly and attentive, pretty location right on the river."
United States
Monica
March 15th, 2026
$152 nightly
The price is $165
Jul 1 - Jul 2
Total with taxes and fees
Riverside Hotel, an Ascend Collection Hotel

8. Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (58 reviews)
"Fabulous home, breakfast, staff, and location."
United States
Mary
May 8th, 2026
$295 nightly
The price is $324
Jun 25 - Jun 26
Total with taxes and fees
Inn on Putney Road

9. The Putney Inn

The Putney Inn
2.5 star property
Putney
8.6 out of 10, Excellent, (1,000 reviews)
"Convenient to the freeway. Light and Airy room. Good Internet reception."
United States
Lawrence
2 days ago
$104 nightly
The price is $114
Jun 29 - Jun 30
Total with taxes and fees
The Putney Inn

10. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,000 reviews)
"Sunday s breakfast included real eggs. Clean with very comfortable beds."
United States
John
20 hours ago
$109 nightly
The price is $118
Jun 25 - Jun 26
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel

11. Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (495 reviews)
"Extremely pleasant to deal. Comfortable for a one night stay."
United States
Jennifer
27 days ago
$138 nightly
The price is $152
Jul 5 - Jul 6
Total with taxes and fees
Black Mountain Inn

12. Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (105 reviews)
"One of the nicest places we've ever stayed."
United States
Susan
$301 nightly
The price is $327
Jun 25 - Jun 26
Total with taxes and fees
Chesterfield Inn

13. Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (908 reviews)
"Love the historical aspects of this place."
United States
Clete
6 days ago
$134 nightly
The price is $148
Jun 29 - Jun 30
Total with taxes and fees
Latchis Hotel

14. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (778 reviews)
"Super helpful in bringing new towels. We had a king size bed."
United States
Bradley
2 days ago
$77 nightly
The price is $85
Jun 27 - Jun 28
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT

15. Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property
3.0 star property
West Dover
8.6 out of 10, Excellent, (278 reviews)
"We stayed in early summer. We had a great stay with our young children."
United States
Melissa
4 days ago
$162 nightly
The price is $179
Jul 21 - Jul 22
Total with taxes and fees
Grand Summit Resort, A Vail Resorts Property

16. The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
Stratton
7.6 out of 10, Good, (997 reviews)
"Rooms were clean, some wear noticeable. Staff very friendly and helpful."
United States
Paul
May 18th, 2026
$156 nightly
The price is $171
Jun 25 - Jun 26
Total with taxes and fees
The Black Bear Lodge at Stratton Mountain Resort

17. Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (199 reviews)
"Rooms were super clean. This was a hidden gem. The attention to detail was amazing."
United States
Robert
2 days ago
$180 nightly
The price is $196
Jul 23 - Jul 24
Total with taxes and fees
Vikings Villages Resort

18. Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1,008 reviews)
"Comfortable rooms with great AC. Every staff member was very nice."
United States
Jenn
11 days ago
$97 nightly
The price is $108
Jul 2 - Jul 3
Total with taxes and fees
Red Roof Inn PLUS+ South Deerfield – Amherst

19. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (389 reviews)
"Awesome place to stay. Lots of great amenities. Super comfortable beds pillows."
United States
Kathleen
1 day ago
$183 nightly
The price is $199
Jun 28 - Jun 29
Total with taxes and fees
Hampton Inn & Suites Keene

20. Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,006 reviews)
"For a budget hotel, it was good. Friendly staff and decent continental breakfast."
United States
Melissa
3 days ago
$87 nightly
The price is $94
Jul 23 - Jul 24
Total with taxes and fees
Days Inn by Wyndham Keene NH
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Where to stay near Chesterfield

Chesterfield, NH, offers an idyllic escape for outdoor enthusiasts and families alike. Explore scenic landscapes, enjoy upscale getaways at a New Hampshire inn, and embrace the friendly, relaxing atmosphere. Perfect for both adventure seekers and business travelers, Chesterfield is a delightful destination to unwind and explore.

Brattleboro

Discover Brattleboro, a welcoming destination perfectly suited for travelers seeking a blend of nature and adventure. With its scenic landscapes, Brattleboro offers access to skiing and outdoor activities, along with attractions like the charming Brattleboro Common, the stunning Hogback Mountain Conservation Area, and the intriguing Southern Vermont Natural History Museum. Located about 9 miles by car from Chesterfield, Brattleboro makes for a smart choice for your next getaway, providing a rich experience for families and outdoor enthusiasts alike.

Keene

Experience the charm of Keene, a vibrant hub for travelers seeking cultural and outdoor adventures. This delightful city offers attractions like the scenic Historic Main Street, the educational atmosphere of Keene State College, and the lush landscapes of Stonewall Farm, making it perfect for family outings and nature enthusiasts alike. Located about 11 miles by car from Chesterfield, Keene provides easy access to a variety of activities year-round, ensuring a smart choice for your next getaway.

West Chesterfield

If you are a nature and adventure enthusiast, look no further than West Chesterfield, a charming destination known for its outdoor experiences and family-friendly atmosphere. Visitors can enjoy the stunning landscapes of Spofford Lake, explore the trails in the nearby national state park, or unwind at the serene Brattleboro Common. Located about 3 miles from Chesterfield, West Chesterfield offers easy access to these attractions while providing a peaceful retreat. It's a smart choice for your next vacation stay!

Spofford

Immerse yourself in Spofford, where families and nature enthusiasts can easily access the stunning Spofford Lake, scenic mountains, and the nearby national state park. This charming city, just about 4 miles from Chesterfield, is perfect for those seeking weekend getaways or outdoor adventures, particularly during the bustling summer months from June to August. With its picturesque views and inviting atmosphere, Spofford is a smart choice for your next vacation stay.

Putney

Travelers visiting the area often choose Putney, especially those seeking a weekend getaway or outdoor adventure. This charming city offers access to beautiful Spofford Lake, the scenic expanse of a national state park, and the unique experience of Harlow's farm. With its moderate seasonal visitor numbers, Putney is ideal for family trips and nature enthusiasts alike. It’s only about a 9-mile drive from Chesterfield, making it a smart choice for your vacation.

Stay near popular attractions in and around Chesterfield

Chesterfield, New Hampshire, is a hidden gem for outdoor enthusiasts and romantics alike. With stunning scenery, lush forests, and nearby nature reserves, it offers endless adventure and cultural experiences. Don't miss the charm of West Chesterfield, where relaxation and exploration go hand in hand.

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.

Top Chesterfield Hotel Reviews

More cheap stays in Chesterfield

Hotels in Chesterfield with star-rating

Find out more about Chesterfield

Top reasons to visit Chesterfield

  • Outdoor Adventures: Chesterfield is ideal for hiking, skiing, and picnicking in its scenic nature reserves and lush forests.
  • Romantic Getaways: The charming atmosphere and cozy bed-and-breakfasts make it perfect for couples seeking a peaceful retreat.
  • Historic Charm: Visit the historic church to learn about Chesterfield's rich past and enjoy the quaint New England architecture.
  • Friendly Community: Experience the warm hospitality of the local townspeople, enhancing your visit with friendly interactions.
  • Diverse Accommodations: Choose from a range of lodging options, including charming inns and pet-friendly hotels, tailored to your needs.

Find great hotels near Chesterfield

Chesterfield, New Hampshire, offers a variety of lodging options perfect for any traveler. From the charming Chesterfield Inn to pet-friendly hotels in West Chesterfield, you’ll find accommodations that cater to both adventure seekers and business travelers alike. Whether you're looking for a peaceful retreat or a base for exploration, Chesterfield's hotels provide a welcoming experience tailored to your vacation needs.

  • Best Western Plus Keene Hotel: The Best Western Plus Keene Hotel is a welcoming 3-star hotel with a guest rating of 8.4, located 9 miles from Chesterfield. This family-friendly and pet-friendly property is ideal for travelers seeking comfort and convenience. The hotel offers a range of amenities for children, such as complimentary cribs, making it a great choice for families. With a pet policy that accommodates dogs and service animals, guests can enjoy their stay without leaving their furry friends behind. The hotel also features business facilities, ensuring a seamless experience for corporate travelers.
  • Colonial Motel And Spa: Situated just 5 miles from Chesterfield, the Colonial Motel And Spa is a vibrant 3-star motel perfect for adventure seekers and families alike. This property offers exciting outdoor activities, including snowshoeing, ice skating, and hiking, all easily accessible nearby. The motel is kid-friendly, providing amenities such as sledding locations and safety features like window guards. With its focus on recreation and adventure, guests can enjoy a fun-filled stay while also taking advantage of comfortable accommodations designed for relaxation.
  • The Covered Bridge Inn: Offering budget-friendly lodging just 4 miles from Chesterfield, The Covered Bridge Inn is perfect for those looking for an adventurous getaway. This property provides access to thrilling activities like snow tubing, snowboarding, and rafting, making it ideal for outdoor enthusiasts. With a focus on recreation, guests can easily explore the surrounding natural beauty while enjoying affordable rates. The inn’s casual atmosphere and proximity to adventure sports make it a fantastic choice for travelers seeking excitement and budget-conscious accommodations.

Where to stay near Chesterfield

Chesterfield, New Hampshire, offers a delightful mix of outdoor adventures and charming scenery, perfect for a romantic getaway or family vacation. Explore hidden gems and cozy bed-and-breakfasts in this quaint New England town. With its convenient proximity to other friendly towns, you can enjoy a relaxing atmosphere filled with friendly faces and secluded spots for a memorable experience in the heart of New Hampshire.

  • Brattleboro: Located 5 miles from Chesterfield, Brattleboro is a vibrant city known for its outdoor adventures and sports. The visitor numbers peak from July to September, making it a bustling hub during the summer months. Travellers flock to Brattleboro for skiing and other adventure sports, with popular venues including ski resorts and fields. Nature lovers will appreciate the nearby lake, mountain ranges, and national state parks that offer stunning landscapes and recreational opportunities.
  • Keene: Situated 10 miles from Chesterfield, Keene is a charming city that attracts visitors year-round, with peak travel seen in July, August, and October. Known for its scenic beauty and outdoor activities, Keene is a haven for adventure seekers. The area is home to ski fields and resorts, making it a great destination for winter sports enthusiasts. Additionally, visitors can explore local attractions like the tranquil lake and the modern college university, all set against the backdrop of picturesque national state parks.
  • West Chesterfield: Just 3 miles from Chesterfield, West Chesterfield is an inviting city perfect for outdoor and adventure lovers. With peak visitor numbers in March to April and June, it offers a range of activities from skiing to hiking. The nearby ski resorts and fields cater to winter sports fans, while the area’s natural beauty, including lakes, national state parks, and lush forests, provides ample opportunities for exploration and relaxation.

Things to do near Chesterfield

Chesterfield, New Hampshire, is perfect for outdoor enthusiasts and couples seeking a romantic getaway. Enjoy skiing at local ski fields, visit recreational areas, or have a leisurely picnic amidst scenic views. Don't miss the historic church for a glimpse into the town's past. For those planning events, Chesterfield offers options for wedding receptions and is conveniently located near a gym for fitness enthusiasts.

Shopping

Chesterfield offers quaint local shops for unique gifts and souvenirs. If you're up for a drive, check out the Keene Shopping Center about 14 miles away for a variety of retail options, or visit the nearby Brattleboro Mall for more extensive shopping choices.

Recreation

Experience the luxury of Crumpin-Fox Golf Club, where you can enjoy a round of golf amidst scenic landscapes and unwind in the tranquil atmosphere. Alternatively, visit Brattleboro Country Club for a delightful golfing experience and beautiful views, perfect for relaxation and rejuvenation.

Adventure

Explore Pisgah State Park for hiking and mountain biking trails that wind through beautiful forests and stunning vistas. Enjoy kayaking or canoeing on Spofford Lake, where you can experience serene waters and wildlife. For an adrenaline rush, try rock climbing at nearby cliffs.

Nightlife

Chesterfield’s nightlife offers cozy pubs like the Chesterfield Tavern, perfect for a casual drink with locals. For a more vibrant atmosphere, visit the nearby Monadnock Region, where you can find live music and entertainment options that keep the evening lively and engaging.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chesterfield

  • 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: Utilize Expedia’s search tool to customize your options based on your budget, desired location, and type of hotel you prefer. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save money by combining your Chesterfield hotel reservation with your flights and activities by booking a package through Expedia.

Find the best attractions near Chesterfield

Chesterfield, New Hampshire, is perfect for outdoor enthusiasts and those seeking romantic getaways. With its stunning nature reserves, lush forests, and charming farms, the area offers a variety of attractions for travelers interested in outdoor adventures and cultural experiences. Whether you're looking to explore scenic landscapes or enjoy peaceful moments, Chesterfield has something for everyone.

  • Spofford Lake: Experience the serene beauty of Spofford Lake, located only 2 miles from Chesterfield. This stunning lake offers a perfect backdrop for outdoor activities, beach relaxation, and romantic sunsets, making it an ideal spot for nature lovers and couples alike.
  • Brattleboro Common: Just 5 miles away, Brattleboro Common is a vibrant urban park. It’s a wonderful place for families to enjoy picnics, outdoor games, and community events while soaking in the lively city atmosphere.
  • New England Center for Circus Arts: Located 4 miles from Chesterfield, this unique arts center immerses you in the world of circus culture. Attend a show or take a class to feel the thrill of acrobatics and performance art.

Best time to go to Chesterfield

The best time to visit Chesterfield is dependent 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 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 have several airport options. BOSton Logan International Airport (BOS) is located 82 miles away, with nearby hotels like Encore Boston Harbor, InterContinental Boston, and Boston Harbor Hotel, all within a few miles of the airport. Hartford Bradley International Airport (BDL) is 67 miles from Chesterfield, with convenient accommodations such as DoubleTree by Hilton Hartford and Simsbury 1820 House. ALBany International Airport (ALB), located 69 miles away, offers hotel choices like The Landing Hotel at Rivers Casino and DoubleTree by Hilton Schenectady Downtown. Each airport provides various transportation services to ensure easy access to your hotel and Chesterfield.

Frequently asked questions

What is the best area to stay in Chesterfield?
The best area to stay in Chesterfield is near Spofford Lake, which offers a blend of natural beauty and recreational activities.

This area is centered around the picturesque Spofford Lake, providing direct access to water-based activities. It's characterized by a more spread-out, scenic landscape with various lodging options ranging from lakeside resorts to private rentals. The main road, New Hampshire Route 9A, runs nearby, connecting you to local establishments and scenic drives.

For families, staying near Spofford Lake is an excellent choice. The lake provides opportunities for swimming, boating, and fishing, ensuring entertainment for all ages. Many accommodations in this area offer amenities like private beach access, playgrounds, and picnic areas, creating a relaxed and enjoyable environment for a family getaway.

Couples looking for a peaceful retreat will also find the Spofford Lake area appealing. The natural surroundings offer a quiet setting for relaxation, with opportunities for scenic walks, kayaking, or simply enjoying the lake views.
When is the best time to go to Chesterfield?
The best time to visit Chesterfield is during the late spring, summer, and fall months, typically from May through October, when the weather is most pleasant for outdoor activities.

For those interested in exploring the region's natural beauty, late spring (May-June) offers comfortable temperatures and blooming landscapes, great for hiking and enjoying the early greenery. The Connecticut River, which borders Chesterfield, is particularly inviting for boating during this time.

Summer (July-August) is ideal for families, with warm weather great for swimming in Spofford Lake or picnicking at Pisgah State Park. Many local farms are open for berry picking, and the longer daylight hours allow for extended outdoor enjoyment.

Fall (September-October) is a prime time for couples and solo travelers seeking scenic beauty. The area is renowned for its spectacular fall foliage, with vibrant colors painting the hillsides.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chesterfield.
How can I save on a Chesterfield hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Chesterfield hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Chesterfield hotel?
Prices for hotels in Chesterfield often vary, but you can find a great deal from $94 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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