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Top Chesterfield hotels

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 out of 5
126 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $162 total per night from Jul 27 to Jul 28
$162 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...
Comfortable but not anything special
"Overall the stay was just OK. The room was clean and well equipped. The only thing not working as expected in the room was the sink stopper was broken. The free breakfast was mediocre. The front desk was understaffed but when you finally got attention it was good. The lobby microwave that I used ..."

Reviewed on Jul 18, 2025

Hampton Inn & Suites Keene
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $145 total per night from Jul 23 to Jul 24
$145 total
Jul 23 - Jul 24
Total includes taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests ...
"Not a luxury hotel, but fair prices. Mainly we liked the staff--friendly and REALLY helpful"

Reviewed on Jul 20, 2025

Comfort Inn & Suites Brattleboro I-91
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $144 total per night from Jul 23 to Jul 24
$144 total
Jul 23 - Jul 24
Total includes taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking and ...
"We have stayed at The Latchis a few times now and it is always a nice place to stay, from the friendly helpful staff to the clean room and amenities. The room we stayed in this time was one we have previously stayed in and it was recently updated with new furniture and it was nice. The location is ..."

Reviewed on Jul 19, 2025

Latchis Hotel
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd, Putney, VT
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $112 total per night from Jul 28 to Jul 29
$112 total
Jul 28 - Jul 29
Total includes taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi ...
"Nice, quiet spot for a night heading up to camp. Older building but kept clean and comfortable."

Reviewed on Jul 21, 2025

The Putney Inn
Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

2.5 out of 5
175 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $121 total per night from Jul 28 to Jul 29
$121 total
Jul 28 - Jul 29
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"Newly renovated- new inside"

Reviewed on Jul 18, 2025

Keene Elm City Hotel, Ascend Hotel Collection
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St, Keene, NH
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $145 total per night from Jul 23 to Jul 24
$145 total
Jul 23 - Jul 24
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Great price, clean room, very comfortable King bed. Large TV, A/C worked perfect. Quiet. Nice love seat couch and coffee table made for convenient use plus the desk/chair for laptop use. Plenty of outlets for chargers and plug in devices like a laptop. Close to some very nice restaurants for dinner ..."

Reviewed on Jul 14, 2025

Best Western Plus Keene Hotel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
$127 nightly
The price is $139 total per night from Aug 3 to Aug 4
$139 total
Aug 3 - Aug 4
Total includes taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...
"The peoplw were nice The room was clean For the price upgrades are needed"

Reviewed on Jul 20, 2025

Hampton Inn Brattleboro
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
1043 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $102 total per night from Jul 30 to Jul 31
$102 total
Jul 30 - Jul 31
Total includes taxes and fees
This hotel features free self parking and free WiFi in public areas. Enjoy the free self-serve breakfast each morning.
"Very comfortable and affordable room for late night traveling and just needing a place to rest before hitting the road again."

Reviewed on Jul 16, 2025

The Covered Bridge Inn
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $120 total per night from Jul 23 to Jul 24
$120 total
Jul 23 - Jul 24
Total includes taxes and fees
This smoke-free motel features a full-service spa, 2 indoor pools, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. ...
Very good last-minute stay
"I booked this room last-minute but checkin was smooth, room was comfortable. I like that there are two restaurants in walking distance."

Reviewed on Jul 14, 2025

Colonial Motel And Spa
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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.

Chesterfield Hotel & Travel Guide

If you are planning on journeying through Keene and decide to take some time out in Chesterfield, as a discerning traveler, you would do well to book as early as possible through Travelocity's hotels page to secure the best possible place to stay. 8 lodgings are within easy driving distance from the city centre.

Travelocity hotels found within a short distance of Chesterfield include the Chesterfield Inn and Riverside Hotel, an Ascend Hotel Collection Member.

The Fairfield Inn & Suites by Marriott Keene Downtown is around 10 miles (16 kilometers) outside downtown Chesterfield. Another place to stay is the 1868 Crosby House, which is approximately 6 miles (9 kilometers) away. Other possible Travelocity-registered hotels include the Holiday Inn Express Hotel & Suites Brattleboro and the Hampton Inn Brattleboro.

To travel through more of the valleys and rolling hills in this region of United States of America, you may like to plan extra time in other areas of Southern New Hampshire. You should look at the region's sights or have a go at hiking, horse riding and shore fishing and afterwards book a local base for the night.

10 miles (16 kilometers) to the east of Chesterfield, you will reach Historic Main Street, home to Historical Society of Cheshire County and Horatio Colony Museum. When you spend any time in Historic Main Street, check out the Courtyard by Marriott Keene Downtown and Holiday Inn Express Keene. 2 miles (4 kilometers) to the west of Chesterfield, you'll also find West Chesterfield, which features the Latchis Hotel and Colonial Motel And Spa. The United States Navy Seabee Bridge and Madame Sherris Castle Ruins are a couple of the more popular sites to discover while in West Chesterfield.

Just because you're having a getaway, shouldn't have to mean you can't expand your obsession for sports. You can find Verizon Wireless Arena 50 miles (83 kilometers) to the east of Chesterfield. And travelers that want to find a room or apartment close to the stadium can explore the Hilton Garden Inn Manchester Downtown or the Radisson Hotel Manchester Downtown.

Chesterfield features some intriguing scenic and cultural attractions; come across more by spending a few minutes at Travelocity's up-to-the-minute Chesterfield accommodation and attractions guide.

Top reasons for your vacation to Chesterfield

  • Outdoor Activities: Chesterfield, New Hampshire offers a range of outdoor activities suitable for families, including hiking and biking trails in Pisgah State Park.
  • Madame Sherri Forest: Visit Madame Sherri Forest, known for its picturesque ruins and scenic trails.
  • Fishing and Swimming: Enjoy family-friendly activities like fishing and swimming in the Connecticut River.
  • Chesterfield Gorge: Don't miss out on visiting the Chesterfield Gorge, a popular landmark known for its stunning waterfalls.
  • Quaint Shopping: The town offers quaint shopping options and opportunities to relax by the beautiful river.

Find your favorite hotels in Chesterfield

If you're planning an outdoor vacation in Chesterfield, New Hampshire, you'll find a range of hotel accommodations to choose from. Whether you're looking for a cozy boutique hotel or a top-rated establishment, there are options to suit every family's needs. Some hotels offer suites in Keene, a nearby town, providing spacious and comfortable accommodations. Before making your booking, it's always helpful to check hotel reviews to ensure you find the best hotel for your stay.

Hotel nameTypeStarsDescription
The Black Bear Lodge at Stratton Mountain ResortResort3.0This 3.0-star rating resort is an excellent option for your outdoor vacation. With close proximity to skiing, mountain activities, snow tubing, yoga, snowshoeing, snowmobile riding, rafting, snowboarding, and cross-country skiing, you and your family will have plenty of outdoor adventures to enjoy. Additionally, its location just 27.0 miles away from Chesterfield allows for easy access to the town's amenities.
Colonial Motel And SpaMotel3.0If you're looking for relaxation and wellness, this 3.0-star rating motel is a great choice. With close proximity to a steam room, cross-country skiing, a sauna, an indoor pool, massage services, a friendly staff, a spa, a fitness center, and a hot tub, you can unwind after your outdoor activities. It's conveniently located just 4.5 miles away from Chesterfield.
The Covered Bridge InnHotel2.5This 2.5-star rating hotel is perfect for those who appreciate art, entertainment, and local attractions. With close proximity to monuments, skiing, entertainment venues, art galleries, shopping areas, flower gardens, theaters, rivers, and cafes, you and your family will have plenty of cultural experiences. It's located just 4.4 miles away from Chesterfield.

Explore the best activities and sights in Chesterfield

Chesterfield, located in New Hampshire, offers a range of outdoor activities suitable for families on a vacation visit. Nearby attractions include hiking and biking trails in Pisgah State Park, where you can explore the beautiful natural scenery. For a delightful experience, visit Madame Sherri Forest, known for its picturesque ruins and scenic trails. You can also enjoy family-friendly activities like fishing and swimming in the Connecticut River. Don't miss out on visiting the Chesterfield Gorge, a popular landmark known for its stunning waterfalls. Additionally, the town offers quaint shopping options and opportunities to relax by the beautiful river.

  1. Asbury United Methodist Church: This captivating church is a cultural treasure featuring stunning ski slopes that provide thrilling winter entertainment. The church also showcases magnificent theater performances, adding a touch of elegance and artistry to the experience. As you wander through the church grounds, you'll be greeted by remarkable monuments that honor the rich history of the area. Admire the vibrant and fragrant flowers that adorn the church, creating a picturesque setting. The church's proximity to a serene river offers a tranquil ambiance, perfect for peaceful contemplation. Birdwatching enthusiasts will be delighted by the variety of species that inhabit the church's surroundings. Additionally, the nearby university hosts vibrant festivals throughout the year, allowing visitors to immerse themselves in the local culture. Asbury United Methodist Church is a haven for wildlife lovers and culture enthusiasts alike, offering a truly unique and enriching experience.

Where to stay in Chesterfield

Chesterfield, New Hampshire offers a delightful blend of outdoor activities and breathtaking natural views. The town is situated near the scenic West River, providing ample opportunities for hiking, fishing, and picnicking. Explore the picturesque landscapes and immerse yourself in the tranquility of nature. In addition to outdoor adventures, Chesterfield also offers a charming shopping and dining scene, allowing you to indulge in local cuisine and browse unique boutiques. Don't miss the chance to visit nearby cities and explore their historical attractions. Chesterfield promises a perfect outdoor vacation for you and your family.

  1. Winchendon: Winchendon is a popular city located 25.7 miles away from Chesterfield. This region is known for its natural parks, offering a wide range of outdoor activities for families. You can explore hiking trails, have a picnic by the lake, or go fishing. The serene atmosphere and beautiful scenery make it a perfect spot for nature lovers.
  2. Brattleboro: Brattleboro is a vibrant city located just 5.1 miles away from Chesterfield. It offers a unique blend of cultural experiences and outdoor adventures. Families can visit monuments, enjoy skiing in the nearby mountains, and explore the local art scene. The city also boasts a variety of entertainment options, including theaters and live music performances. With its charming riverfront, cafes, and dining options, Brattleboro is a great place to relax and immerse yourself in the local atmosphere.
  3. Keene: Keene is a lively city located 10.3 miles away from Chesterfield. It is known for its festivals, family-friendly activities, and vibrant entertainment scene. Families can enjoy live music performances, explore the local theaters, and indulge in delicious dining experiences. Keene is also a great destination for outdoor enthusiasts, with its hiking trails and scenic beauty. The city's university adds a youthful and dynamic atmosphere, making it a compelling place to visit for families seeking a mix of culture and adventure.

Best times to go to Chesterfield

The travel seasons of Chesterfield

Trips to Chesterfield show no change in popularity throughout the year. The peak season to visit is from July to September, with July being the highest month. Off-peak season starts from November to January, and November sees the least travelers.

Chesterfield has something in store for you whenever you visit. January is the coldest month of the year, while July is hottest, with average temperatures up to 70.7 degrees Fahrenheit. The wettest month in Chesterfield is October, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January22.5°F (-5.3°C)Light RainMostly Sunny
February24.4°F (-4.2°C)Light RainMostly Cloudy
March32.2°F (0.1°C)Light RainMostly Sunny
April44.4°F (6.9°C)Light RainMostly Sunny
May56.8°F (13.8°C)Light RainMostly Sunny
June64.6°F (18.1°C)Light RainMostly Sunny
July70.7°F (21.5°C)Light RainMostly Sunny
August68.7°F (20.4°C)Light RainMostly Sunny
September61.5°F (16.4°C)Light RainMostly Sunny
October50.0°F (10.0°C)Light RainMostly Sunny
November37.8°F (3.2°C)Light RainMostly Sunny
December29.1°F (-1.6°C)Light RainMostly Sunny

How do I find a great hotel with Travelocity?

Ensure your entire crew enjoys an unforgettable vacation. Explore our family-friendly badge to find hotels that offer extra amenities for children. Take advantage of our custom filters to narrow down hotels that are conveniently located near top attractions, provide enhanced cleaning, and fit within your budget.

Why should I book with Travelocity?

Conference calls, to-do lists, and, of course, soccer practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide stress-free travel every time you and your family book with us so that you can spend less time worrying and more time creating cherished memories. With our assistance, you will discover and plan your ideal trip, benefit from transparent pricing and reliable reviews, and have access to 24/7 customer support before, during, and after your vacation.

How can I save money on my trip to Chesterfield?

Avoid the peak season from July to September when planning your trip to Chesterfield, New Hampshire. This less popular season runs from November to January and offers potential savings. To save money, consider bundling your flight, hotel, and car bookings into a discounted package. As for inexpensive local activities, you can explore the family-friendly attractions, enjoy affordable shopping options, and dine at budget-friendly restaurants. Additionally, don't miss out on the chance to immerse yourself in the town's rich historical heritage.

Frequently asked questions

What are the top kid-friendly hotels in Chesterfield?
Family vacations are where lifelong memories are made, but it's no secret that traveling with children can be tricky. These kid-friendly Chesterfield hotels come with perks designed to keep guests of all ages relaxed and happy: Put your bags down at Penthouse, Steps to the Sandy Beach & clear water. It comes with a deck, a king bed and a passion for making families feel at home. Also look up Tyler House - 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford. It offers a nearby beach, a king bed and ample opportunities to spend time as a family.
Where can I find cheap hotels in Chesterfield?
At Travelocity you'll find really nice hotels in Chesterfield at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Chesterfield rather than in Chesterfield. We may find you even better rates, too.
How do I find the best Chesterfield hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Chesterfield then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Chesterfield?
The cheapest hotel in Chesterfield is $102. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Chesterfield?
There are 508 hotels in Chesterfield on Travelocity.
What are the best hotels in Chesterfield?
Chesterfield has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Chesterfield for you!
When is the best time to visit Chesterfield?
If you want the joy of a fun-filled trip in peak season, visit Chesterfield during June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Chesterfield?
Based on historic data is usually the cheapest month to visit Chesterfield. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Chesterfield?
There are multiple hotels in Chesterfield that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Chesterfield. We have plenty of kid-friendly hotels in Chesterfield to choose from on Travelocity!
Why book a hotel in Chesterfield through Travelocity?
Because we have the top hotels in Chesterfield! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Chesterfield on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Chesterfield hotel reviews by fellow wanderers

The Putney Inn

The Putney Inn

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Nice, quiet spot for a night heading up to camp. Older building but kept clean and comfortable. "
A verified traveler stayed at The Putney Inn
The Putney Inn
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