A rural landscape with a grassy field, a dirt path, and a hill covered with autumn-colored trees.

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2 Oct - 3 Oct
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3 Oct - 4 Oct
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2 Oct - 4 Oct
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9 Oct - 11 Oct

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Our top choices for Chesterfield hotels

1. Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
West Chesterfield
United States
Jason
NZ$295
includes taxes & fees
1 Nov - 2 Nov
Riverside Hotel, an Ascend Collection Hotel

2. Hampton Inn Brattleboro

Hampton Inn Brattleboro
Brattleboro
United States
Francesca
NZ$232
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Brattleboro

3. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
Brattleboro
United States
Daniel
NZ$281
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Hotel & Suites Brattleboro by IHG

4. Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
Brattleboro
United States
Charlene
NZ$219
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn & Suites Brattleboro I-91

5. The Covered Bridge Inn

The Covered Bridge Inn
Brattleboro
United States
Kari
NZ$244
includes taxes & fees
11 Oct - 12 Oct
The Covered Bridge Inn

6. Latchis Hotel

Latchis Hotel
Brattleboro
United States
jeffrey
NZ$350
includes taxes & fees
5 Oct - 6 Oct
Latchis Hotel

7. The Putney Inn

The Putney Inn
Putney
United States
Elizabeth G
NZ$164
includes taxes & fees
28 Oct - 29 Oct
The Putney Inn

8. Black Mountain Inn

Black Mountain Inn
Brattleboro
United States
David
NZ$252
includes taxes & fees
2 Nov - 3 Nov
Black Mountain Inn

9. Colonial Motel

Colonial Motel
Brattleboro
Canada
David
NZ$163
includes taxes & fees
1 Nov - 2 Nov
Colonial Motel

10. The Burrell House

The Burrell House
Keene
United States
Justin
NZ$272
includes taxes & fees
21 Oct - 22 Oct
The Burrell House

11. Chesterfield Inn

Chesterfield Inn
West Chesterfield
United States
Wayne
NZ$583
includes taxes & fees
19 Oct - 20 Oct
Chesterfield Inn

12. The Carriage Barn Inn

The Carriage Barn Inn
Keene
United States
Jonathan
NZ$307
includes taxes & fees
12 Oct - 13 Oct
The Carriage Barn Inn

13. Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
Brattleboro
United States
Donna
NZ$124
includes taxes & fees
5 Oct - 6 Oct
Travelodge by Wyndham Brattleboro VT

14. Vikings Villages Resort

Vikings Villages Resort
Guilford
United States
Cecil
NZ$359
includes taxes & fees
13 Oct - 14 Oct
Vikings Villages Resort

15. The One Cat B&B

The One Cat B&B
Brattleboro
United States
marjie
NZ$577
includes taxes & fees
11 Oct - 12 Oct
The One Cat B&B

16. Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
Keene
United States
sheri
NZ$272
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn & Suites Keene

17. Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
Keene
United States
Ruddy
NZ$268
includes taxes & fees
25 Oct - 26 Oct
Best Western Plus Keene Hotel

18. Centennial House

Centennial House
Northfield
United Kingdom
Alan
NZ$311
includes taxes & fees
11 Oct - 12 Oct
Centennial House

19. The Inn At Crumpin Fox

The Inn At Crumpin Fox
Bernardston
United States
Alan
NZ$224
includes taxes & fees
1 Nov - 2 Nov
The Inn At Crumpin Fox

20. Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
Keene
United States
Angelo
NZ$230
includes taxes & fees
2 Nov - 3 Nov
Keene Elm City Hotel, an Ascend Collection Hotel
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Stay near popular Chesterfield attractions

Asbury United Methodist Church

You can learn about the history of Chesterfield when you stop by Asbury United Methodist Church. Amble around the area's riverfront or seek out its ski slopes.
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Chesterfield Town Hall

After visiting Chesterfield Town Hall, make a plan to see the other sights and activities in Chesterfield. Make some time to visit the shops while you're in the area.
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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.

See all hotels in Chesterfield
A stone archway in a forest with autumn leaves.

Top Chesterfield Hotel Reviews

Recent Reviews in Chesterfield

Black Mountain Inn

Black Mountain Inn

10/10 Excellent
"Stayed here numerous times."
Charles 1-night trip
Posted 2 hours ago
Black Mountain Inn
Hampton Inn Brattleboro

Hampton Inn Brattleboro

8/10 Good
"The room was clean and spacious."
Wendy 1-night trip
Posted 4 hours ago
Hampton Inn Brattleboro
Colonial Motel

Colonial Motel

8/10 Good
"I love these kinds of motor lodges and I want them to keep improving and to succeed."
David 1-night trip
Posted 17 hours ago
Colonial Motel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"Very nice staff and enjoyed my stay."
Charlene 1-night trip
Posted 19 hours ago
Comfort Inn & Suites Brattleboro I-91
Vikings Villages Resort

Vikings Villages Resort

10/10 Excellent
"Nice place."
Nicolas 2-night trip
Posted 19 hours ago
Vikings Villages Resort
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Bed was more comfortable than most, shower was great and breakfast was good"
Angelo 1-night trip
Posted 1 day ago
Keene Elm City Hotel, an Ascend Collection Hotel
The Putney Inn

The Putney Inn

10/10 Excellent
"Just needed the basics. Putney Inn delivered!"
Gregory 1-night trip
Posted 2 days ago
The Putney Inn
The Inn At Crumpin Fox

The Inn At Crumpin Fox

10/10 Excellent
"Clean room, comfortable bed. Quiet, wooded area."
Christine 1-night trip
Posted 3 days ago
The Inn At Crumpin Fox
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

10/10 Excellent
"I booked at the last minute for an unplanned visit and was pleasantly surprised by the accommodations for the price."
STEPHEN 2-night trip
Posted 6 days ago
Days Inn by Wyndham Keene NH

More cheap accommodation in Chesterfield

The Putney Inn

The Putney Inn

57 Putney Landing Rd Putney VT
NZ$164
28 Oct - 29 Oct
includes taxes & fees
8.4/10 Very good! (1,002 reviews)
The Putney Inn
Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH
NZ$176
27 Oct - 28 Oct
includes taxes & fees
7/10 Good! (1,000 reviews)
Days Inn by Wyndham Keene NH
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT
NZ$219
1 Nov - 2 Nov
includes taxes & fees
Comfort Inn & Suites Brattleboro I-91
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH
NZ$230
2 Nov - 3 Nov
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Keene Elm City Hotel, an Ascend Collection Hotel
Hampton Inn Brattleboro

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT
NZ$232
1 Nov - 2 Nov
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
Hampton Inn Brattleboro
Latchis Hotel

Latchis Hotel

50 Main Street Brattleboro VT
NZ$350
5 Oct - 6 Oct
includes taxes & fees
Latchis Hotel

Find out more about Chesterfield

Top reasons to visit Chesterfield

  • Outdoor Adventures: Chesterfield is a haven for outdoor enthusiasts, offering skiing, scenic trails, and nature reserves for exploration.
  • Charming City Centre: Stroll through the picturesque city centre, filled with local shops and delightful eateries.
  • Romantic Getaways: The stunning landscapes make Chesterfield an idyllic spot for couples seeking a romantic escape.
  • Cultural Attractions: Visit local gems like the Chesterfield Museum and art galleries for a taste of the region's rich culture.
  • Diverse Accommodation: Choose from a range of accommodation options, including family-friendly and pet-friendly stays.

Find great hotels near Chesterfield

Explore a variety of accommodation options in Chesterfield, New Hampshire, perfect for every traveller. Whether you're seeking a family-friendly hotel, an agritourism property, or a pet-friendly stay, Chesterfield has it all. Enjoy adventure-filled experiences, business amenities, and the warmth of local hospitality. Discover the ideal hotel in Chesterfield for an unforgettable vacation, whether it's a charming inn or a modern getaway.

  • Colonial Motel And Spa: Nestled 8.0km from Chesterfield, the Colonial Motel And Spa offers a family-friendly atmosphere with a focus on adventure and recreation. This 3-star lodge is ideal for those seeking outdoor activities, including hiking, biking, snowboarding, and more, all available nearby. Families will appreciate the thoughtful amenities for children, such as a first aid kit and window guards for safety. The property is also pet-friendly, welcoming dogs and providing a service animal policy with waived fees, making it a great choice for furry companions.
  • Best Western Plus Keene Hotel: Located 14.5km from Chesterfield, the Best Western Plus Keene Hotel combines comfort with convenience, boasting a guest rating of 8.4 out of 10. This 3-star hotel caters to families, business travellers, and pets, offering amenities like free cribs for younger guests and a dog exercise area. The property maintains a pet policy with certain restrictions, ensuring a welcoming environment for all. Enjoy modern accommodations with an array of facilities that make your stay enjoyable, whether for work or leisure.
  • The Covered Bridge Inn: Just 6.4km from Chesterfield, The Covered Bridge Inn provides a budget-friendly option for the adventurous traveller. This hotel offers various outdoor activities nearby, including snow tubing, rafting, and hiking, making it an excellent base for those looking to explore the region's natural beauty. While focusing on affordability, it doesn’t skimp on comfort, ensuring a pleasant stay for those on a tighter budget while still enjoying the excitement of the surrounding area.

Where to stay near Chesterfield

Chesterfield, New Hampshire, offers a delightful blend of outdoor adventures and serene scenery, perfect for a romantic getaway or a family-friendly retreat. Explore the charming city centre, unwind at nearby Oxford hotels, and indulge in the relaxed atmosphere that surrounds you. With its convenient location, Chesterfield provides access to secluded spots and thrilling activities, making it an ideal weekend escape for those seeking both relaxation and adventure.

  • Brattleboro: Situated a mere 8.0km from Chesterfield, Brattleboro is a vibrant city renowned for its outdoor and adventure offerings. Visitors flock here especially between July and September for skiing, sports, and various adventure experiences. The city boasts stunning natural landmarks including lakes, mountains, and a national state park, making it an ideal spot for nature lovers. Whether you're hitting the slopes at the local ski resorts or exploring the picturesque surroundings, Brattleboro promises an exhilarating travel experience.
  • Keene: Located approximately 16.1km from Chesterfield, Keene captivates with its scenic beauty and outdoor adventures. The city sees a rise in visitor numbers from July to August and in October, drawing adventurers for skiing and exploration. With attractions like a modern college university, lakes, and a national state park, Keene is perfect for those who appreciate both nature and culture. Enjoy the charming downtown area, where you can find unique shops and eateries alongside breathtaking views of the surrounding landscapes.
  • West Chesterfield: Just 4.8km from Chesterfield, West Chesterfield offers a serene escape for outdoor enthusiasts. The city attracts visitors primarily from March to April and June, who are keen on skiing and adventure activities. With its proximity to beautiful lakes, a national state park, and lush forests, West Chesterfield is a fantastic destination for exploring the great outdoors. Whether you're skiing down the slopes or hiking through the stunning landscapes, this charming city is a perfect spot for a relaxing yet adventurous getaway.

Things to do in Chesterfield

Shopping

Chesterfield offers quaint shops for unique gifts and souvenirs, like the local artisan markets. If you're up for a drive, check out the nearby Keene Marketplace for a wider selection of stores or the Monadnock Marketplace for even more variety.

Recreation

Experience the tranquility at the Chesterfield Inn, where you can enjoy yoga sessions and meditation amidst stunning nature. For outdoor activities, the nearby Pisgah State Park offers hiking trails and scenic vistas, perfect for immersing yourself in the peaceful surroundings.

Adventure

In Chesterfield, explore the scenic hiking trails of Pisgah State Park, offering diverse landscapes and serene views. Try kayaking on Lake Spofford for a refreshing aquatic adventure, and don’t miss the opportunity to spot local wildlife while enjoying the tranquil surroundings.

Nightlife

Chesterfield offers a relaxed nightlife vibe, ideal for unwinding after a day of exploration. Enjoy a pint at local pubs or savour a meal at charming eateries. For live music, check out nearby venues that feature local talent, creating a welcoming atmosphere to mingle with fellow visitors.

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

Find the best attractions near Chesterfield

Chesterfield is perfect for outdoor and romantic getaways, offering stunning scenery and a variety of points of interest like forests, nature reserves, and farms. Adventurous travellers can explore local attractions such as the Chesterfield Football Club, the Chesterfield Canal, and the Chesterfield Museum, all while soaking in the region's rich culture. For a serene experience, enjoy the beautiful landscapes that Chesterfield has to offer.

  • Spofford Lake: Located 3.2km from Chesterfield, Spofford Lake offers a serene escape with its picturesque scenery and sandy beach. Ideal for a romantic picnic or a peaceful day of kayaking, the tranquil waters and surrounding nature create an inviting atmosphere for relaxation and outdoor activities.
  • Brattleboro Common: Just 8.0km away, Brattleboro Common is a vibrant urban park that provides a lively space for families. With its spacious lawns and playgrounds, it’s a great spot for picnics, leisurely strolls, and community events, all while enjoying the local city vibe.
  • New England Center for Circus Arts: Situated 6.4km from Chesterfield, this arts centre offers a unique cultural experience. Engage with the art of circus performance through workshops and shows, showcasing a blend of creativity, skill, and artistry that celebrates the circus tradition.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Flying into Chesterfield, New Hampshire, is convenient via several major airports. BOSton Logan International Airport (BOS) is 132.0km away, with luxurious hotels like Encore Boston Harbor, InterContinental Boston, and The Langham, all within 4.8km. Hartford Bradley International Airport (BDL) is 107.8km away, featuring the DoubleTree by Hilton and Simsbury 1820 House, both offering easy access to the airport. Albany International Airport (ALB) is situated 111.0km away, with options like The Landing Hotel at Rivers Casino and DoubleTree by Hilton Schenectady, all conveniently located nearby. Each airport provides various transportation services to ensure a smooth journey to Chesterfield.

Frequently asked questions

What is the best area to stay in Chesterfield?
The best area to stay in Chesterfield is near Spofford Lake, particularly along the eastern and southern shores, which offer a delightful mix of natural beauty and convenient access to local amenities.This area is centred around the largest lake in Chesterfield, providing a tranquil environment with opportunities for water-based activities. You'll find a selection of accommodations, from charming inns to holiday rentals, many offering lake views or direct access to the water. The main road, Route 9A, runs along the southern edge, making it easy to get around.Couples looking for a peaceful escape will find the lakeside setting particularly appealing. You can enjoy strolls along the shore, leisurely boat trips, or simply relax with views of the water. The quiet atmosphere and natural surroundings are superb for a romantic getaway.Families will also appreciate staying near Spofford Lake. Many properties offer space for children to play, and the lake itself provides activities like swimming and kayaking.
When is the best time to go to Chesterfield?
The best times to visit Chesterfield are during the summer months from June to August and in the autumn from September to October.Summer offers warm weather, superb for enjoying the outdoors. Activities like swimming, boating, and hiking are popular around Spofford Lake. This season is great for families looking for a relaxed getaway with plenty of opportunities for water sports and exploring nature.Autumn transforms Chesterfield with stunning foliage. The rolling hills surrounding the town become a canvas of red, orange, and gold, making it an ideal time for scenic drives and photography.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 hotel booking in Chesterfield with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Chesterfield hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Chesterfield?
Prices for hotels in Chesterfield often vary, but you can find a great deal from NZ$124 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 our cheapest rates.

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