Chesterfield, NH

Travel Guide

A rural landscape with a grassy field, a dirt path, and a hill covered with autumn-colored trees.
A road flanked by trees with autumn foliage.
A stone archway in a forest with autumn leaves.
A forest with green and yellow leaves, a dirt path, and trees.
A wooden sign with 'MME. SHERI FOREST' and a blue sign below it stating 'Society for the Protection of New Hampshire Forests'.

This New Hampshire town sandwiched between Keen and Brattleboro has a large lake and tall mountain that make it stand out.

Experience the idyllic New England town of Chesterfield in southwestern New Hampshire near the Connecticut River. The town combines gorgeous scenery with convenient proximity to the area’s commercial hubs. Chesterfield includes the villages of Spofford and West Chesterfield.

Spofford Lake is Chesterfield’s main attraction. Head to Ware’s Grove Public Beach for a day of fun. Relax on its sandy beach or swim in the lake. Use the concession stand, volleyball and basketball courts and playground when you’re not swimming. The lake’s other beach, North Shore Beach, is open to town residents only.

The lake is also popular among boaters. Put your watercraft into the water at the public boat launch. Travel to Pierce Island, a state park at the center of Spofford Lake. Walk around the wild island or jump off its famous rope swing.

Delight in the striking natural beauty of Chesterfield Gorge Natural Area. A network of short trails follow Wilde Brook as it snakes through the gorge.

As the largest state park in New Hampshire, the vast wilderness of Pisgah State Park is inviting for any outdoorsman. Cast your fishing line into one of its seven ponds or go bird watching in its numerous wetlands. Six trailheads give you a variety of hiking, mountain biking and snowmobiling options.

Enjoy views for miles at Wantastiquet Mountain State Forest. Hike to the mountain’s summit or nearby Miner’s Ledge for spectacular vistas across the Connecticut River Valley and Vermont’s mountains.

See the historic Asbury United Methodist Church, one of Chesterfield’s most iconic structures. Since it was built in 1844, this white wooden church has served as a spiritual center for the town.

With just over 3,500 permanent residents, Chesterfield isn’t a large metropolis. However, it has a smattering of dining, shopping and accommodations options. ConcordOpens in a new window, New Hampshire’s capital, is about 60 miles (100 kilometers) away. Find Chesterfield between Keene, New Hampshire, and BrattleboroOpens in a new window, Vermont. Each of these bustling towns is about a 15-minute drive away.

Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
$99 nightly
The price is $109 total per night from Nov 1 to Nov 2
$109 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly motel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.2/10 (89 reviews)
"Lovely visit. Friendly staff."

Reviewed on Oct 12, 2026

Colonial Motel
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
$140 nightly
The price is $154 total per night from Nov 2 to Nov 3
$154 total
Nov 2 - Nov 3
Total with taxes and fees
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Latchis Hotel
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
$142 nightly
The price is $154 total per night from Nov 1 to Nov 2
$154 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Best Western Plus Keene Hotel
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.
Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment

Greenfield MA
Book a stay at this family-friendly vacation home in Greenfield. Enjoy a garden, an in-room coffeemaker, and housekeeping. Popular attractions Poet's Seat Tower ...
10/10 Exceptional! (70 reviews)
"Everything was in excellent condition and we were very happy with the accommodations."

Reviewed on Sep 27, 2026

Lovely 2nd Floor Apartment
5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow

5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow

Wilmington VT
Book a stay at this family-friendly vacation home in Wilmington. Enjoy a garden, laundry facilities, and patios. Our guests praise the property condition in ...
5 Bdrm Lakehouse, sleeps 18, private dock, hot tub, 15 minutes to Mount Snow
2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

Fitzwilliam NH
Stay at this vacation home in Fitzwilliam. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Webb Hill and Fitzwilliam Library are ...
10/10 Exceptional! (3 reviews)
"The property was adorable, clean and had everything we needed. Even though it rained all weekend we still had the best time. Great, private location with amazing views and close to downtown Keene. The host was very responsive and made sure we were comfortable and had all the info we needed."

Reviewed on Oct 9, 2026

2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
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.

Stay near popular Chesterfield attractions

Frequently asked questions

Is Chesterfield worth visiting?
Chesterfield is worth visiting for its diverse dining options, including Italian and Asian cuisine. Travelers can also explore local landmarks like the historic Asbury United Methodist Church and the Chesterfield Town Hall, offering a glimpse into the area's heritage.
When is the best time to visit Chesterfield?
The best time to visit Chesterfield is from May through September, when the weather is generally pleasant for exploring. For travelers looking for fewer crowds and better value, the quieter months of November through February are a good option, offering a more tranquil experience during the cooler season.
What is Chesterfield known for?
Chesterfield, also known as 'Chesterfield NH', is known for its local landmarks such as the Asbury United Methodist Church and the Chesterfield Town Hall. Travelers can also experience a strong Italian food culture, with many dining options available.
What is a good itinerary length for Chesterfield?
A good itinerary length for Chesterfield is one day to see key highlights like Asbury United Methodist Church and Chesterfield Town Hall. An extended stay of two days lets travelers explore the local dining scene, with options for Italian, Asian, and North American cuisine.
What are the top things to do in and around Chesterfield?
In Chesterfield, travelers can visit local landmarks such as the Asbury United Methodist Church and the Chesterfield Town Hall.
What cuisines can you find in Chesterfield?
In Chesterfield you can find Thai cuisine, with dishes like Pad Thai, Green Curry, and Tom Yum Soup. Travelers can also enjoy other Asian options such as Chinese, Japanese, and Indian. Additional choices include Italian, New American, Southern Soul Food, Mediterranean, and Latin American, featuring Mexican dishes like tacos.
Can I book a refundable hotel in Chesterfield?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Chesterfield by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Chesterfield with Expedia?
Expedia makes it easier to plan your Chesterfield trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Chesterfield?
The best choice depends on your travel style. Hotels in Chesterfield can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Chesterfield trip on Expedia?
Once you've booked your Chesterfield trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Chesterfield trip?
Expedia offers customer support before, during, and after your Chesterfield trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Chesterfield?
If it's your first trip to Chesterfield, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Chesterfield hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Chesterfield hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Chesterfield

Explore a world of travel with Expedia