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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, (786 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
$141 nightly
The price is $155
Mar 30 - Mar 31
Total with taxes and fees
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, (1,001 reviews)
"Nice rooms"
United States
Kim
$149 nightly
The price is $162
Mar 29 - Mar 30
Total with taxes and fees
Best Western Plus Keene Hotel

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, (999 reviews)
"Clean room, polite staff,kids enjoyed the indoor heated pool they also have a small gym and breakfast in the morning couldn't beat the price definitely a great place for the family dogs are also welcome!!"
United States
Sean
$126 nightly
The price is $137
Apr 15 - Apr 16
Total with taxes and fees
Keene Elm City Hotel, an Ascend Collection Hotel

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,001 reviews)
"Great Stay!"
United States
Nicholas
$77 nightly
The price is $85
Apr 1 - Apr 2
Total with taxes and fees
The Putney Inn

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (170 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
$125 nightly
The price is $136
Mar 31 - Apr 1
Total with taxes and fees
The Carriage Barn Inn

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (954 reviews)
"I wish I could have stayed longer. Very nice hotel "
United States
Rosa
$130 nightly
The price is $143
Apr 1 - Apr 2
Total with taxes and fees
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, (1,001 reviews)
"Room spotless, welcoming & friendly staff especially in the breakfast area"
United States
Dominick
$144 nightly
The price is $158
Mar 29 - Mar 30
Total with taxes and fees
Holiday Inn Express Hotel & Suites Brattleboro by IHG

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (766 reviews)
"Everything was clean and the staff was friendly. "
United States
Kimberly
$175 nightly
The price is $190
Apr 1 - Apr 2
Total with taxes and fees
Fairfield Inn & Suites by Marriott Keene Downtown

Vikings Villages Resort

Vikings Villages Resort
2.0 star property
Guilford
10.0 out of 10, Exceptional, (179 reviews)
"Great place and very clean!!"
United States
Emil
$182 nightly
The price is $199
Mar 29 - Mar 30
Total with taxes and fees
Vikings Villages Resort

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (488 reviews)
"Pet friendly for $15 plus tax. The place noisy with heat turned on in the room "
United States
Angela
$105 nightly
The price is $116
Mar 29 - Mar 30
Total with taxes and fees
Black Mountain Inn

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (1,000 reviews)
"Really clean hotel, friendly staff and great location."
United States
Aaron
$180 nightly
The price is $195
Apr 1 - Apr 2
Total with taxes and fees
Courtyard by Marriott Keene Downtown

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,000 reviews)
"Clean room, quiet, good price "
United States
Derek
$81 nightly
The price is $89
Mar 29 - Mar 30
Total with taxes and fees
The Covered Bridge Inn

Windmill Motel Restaurant

Windmill Motel Restaurant
2.0 star property
Bernardston
10.0 out of 10, Exceptional, (1 review)
"Staff was friendly and accommodating "
Canada
James
$108 nightly
The price is $121
Apr 24 - Apr 25
Total with taxes and fees
Windmill Motel Restaurant

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (762 reviews)
"I will not be back. What’s roach motel must be like for roaches. Loud, gross and just no thanks. Glad it’s iver"
United States
Joseph
$71 nightly
The price is $78
Mar 29 - Mar 30
Total with taxes and fees
Travelodge by Wyndham Brattleboro VT

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (372 reviews)
"Nice room, pool, and breakfast! "
United States
Jennifer
$169 nightly
The price is $184
Apr 19 - Apr 20
Total with taxes and fees
Hampton Inn & Suites Keene

The Inn At Crumpin Fox

The Inn At Crumpin Fox
2.5 star property
Bernardston
9.2 out of 10, Wonderful, (356 reviews)
"Perfect place for what we needed!"
United States
Cathleen
$141 nightly
The price is $158
Mar 27 - Mar 28
Total with taxes and fees
The Inn At Crumpin Fox

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (349 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
$140 nightly
The price is $155
Apr 5 - Apr 6
Total with taxes and fees
Colonel Williams Inn

Colonial Motel And Spa

Colonial Motel And Spa
3.0 star property
Brattleboro
6.8 out of 10, (1,001 reviews)
"It was good to have pool option after a ski day"
United States
Aysa
$100 nightly
The price is $110
Mar 29 - Mar 30
Total with taxes and fees
Colonial Motel And Spa

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (255 reviews)
"Staff were wonderful, food was excellent, environment was peaceful, everything was clean and in decent condition."
United States
Charles
$139 nightly
The price is $152
Apr 1 - Apr 2
Total with taxes and fees
Harvest Barn Inn

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (856 reviews)
"Great location, great staff really cool old building with lots of character"
Canada
David
$116 nightly
The price is $128
Mar 29 - Mar 30
Total with taxes and fees
Latchis Hotel
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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 autumn leaves, building ruins and forests

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 $85 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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