Find hotels in Chesterfield, NH from $73

These Chesterfield insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 13, 2026.

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.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	22.5°F (-5.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
February	24.4°F (-4.2°C)	Light Rain	Mostly Cloudy	Average	Slightly High
March	32.2°F (0.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	44.4°F (6.9°C)	Light Rain	Mostly Sunny	Average	Slightly Low
May	56.8°F (13.8°C)	Light Rain	Mostly Sunny	Average	Average
June	64.6°F (18.1°C)	Light Rain	Mostly Sunny	Average	Average
July	70.7°F (21.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	68.7°F (20.4°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	61.5°F (16.4°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	50.0°F (10.0°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	37.8°F (3.2°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
December	29.1°F (-1.6°C)	Light Rain	Mostly Sunny	Slightly Low	Average

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.