Hotels in Chesterfield

Chesterfield: Where Nature Meets Charm in a Hidden Oasis

Nestled in the picturesque Monadnock Region of New Hampshire, Chesterfield is a hidden gem for nature lovers and peace seekers. This charming town boasts serene landscapes, with lush forests and tranquil lakes perfect for hiking, fishing, and exploring. The historic Chesterfield Center offers quaint shops and local eateries, inviting visitors to savor the warm community spirit. Don’t miss the breathtaking views from Chesterfield’s hills, ideal for a romantic picnic or a family adventure. With cozy accommodations and a relaxed vibe, Chesterfield is an off-the-beaten-path destination that promises unforgettable moments in the heart of New England. For great hotel rates in Chesterfield, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Chesterfield

Chesterfield, New Hampshire offers a cozy mix of accommodations, ranging from charming inns to comfortable motels. Prices vary, with options for budget travelers and those seeking a bit more luxury. Riverfront spots provide scenic views, enhancing your stay in this quaint New England town. Here are some of the best hotels in Chesterfield that our travelers love:

1. Centennial HouseOpens in a new window: Centennial House is a charming 3.5-star bed and breakfast that caters to adventure seekers and business travelers alike. Featuring a cozy atmosphere and comfortable accommodations, this hotel is perfect for those looking to unwind after a day of exploration. Guests will appreciate the onsite adventure sports options, including nearby skiing and ziplining. The property has received high praise for its welcoming ambiance and delightful culinary offerings, making it a favorite among travelers seeking a homey retreat.
2. Chesterfield InnOpens in a new window: Chesterfield Inn is a stylish 4.0-star bed and breakfast that stands out for its dedication to adventure travelers and those wishing to bring their pets along. This property offers a range of recreational activities such as kayaking and snowshoeing in nearby locations. With modern amenities, including conference spaces, it ensures comfort and convenience for all guests. The warm hospitality and pet-friendly policies have garnered enthusiastic reviews, highlighting a unique atmosphere that resonates with both leisure and pet-loving travelers.
3. Inn on Putney RoadOpens in a new window: Inn on Putney Road is an elegant 4.0-star bed and breakfast that appeals to discerning adventure seekers and business travelers. This establishment features well-appointed suites and an inviting garden, providing a tranquil escape for relaxation. With 24-hour business center access and a variety of adventure activities, including mountain biking and snowboarding, it creates a perfect blend of work and play. The superb breakfast offerings are particularly celebrated, ensuring guests start their day with a delightful culinary experience.

Top locations to stay in Chesterfield

When visiting Chesterfield, New Hampshire, consider staying in Brattleboro, West Dummerston, or Keene. Brattleboro offers vibrant nightlife and cultural experiences, while West Dummerston boasts beautiful nature and outdoor adventures. Keene combines historical charm with recreational opportunities. For first-time visitors, Brattleboro is the best choice, providing a lively atmosphere and diverse attractions.

1. BrattleboroOpens in a new window: Brattleboro is a charming town known for its vibrant arts scene and beautiful river views. Here, you can enjoy leisurely strolls through Brattleboro Common or take in the local culture at the Latchis Theatre and Hooker-Dunham Theater & Gallery. Nature lovers will appreciate the nearby Lake Raponda and Spofford Lake, perfect for a peaceful day outdoors. Shopping enthusiasts can explore the Brattleboro Farmers' Market and Vermont Marketplace for unique finds and local produce. With its rich history and welcoming atmosphere, Brattleboro is a delightful spot for travelers looking to experience the heart of New England.
2. West DummerstonOpens in a new window: Nestled between mountains and rivers, West Dummerston offers a serene escape for nature lovers. The area is home to scenic spots like Spofford Lake and Lake Raponda, ideal for a relaxing day by the water. You can also venture into the nearby mountains for breathtaking views and outdoor fun. For cultural experiences, check out the Hooker-Dunham Theater & Gallery or catch a performance at the Brattleboro Bowl. This quaint area is perfect for those seeking tranquility alongside engaging activities, making it a lovely place to unwind.
3. KeeneOpens in a new window: Keene is a vibrant town that combines rich history with a lively atmosphere. Take a stroll along Historic Main Street, where you'll find charming shops and local vendors. Outdoor enthusiasts can explore Monadnock State Park, offering stunning views and hiking opportunities. Although Keene has a range of cultural attractions like the Colonial Theatre, it's also a great base for exploring nearby natural wonders. Whether you're shopping at the Vermont Country Store or enjoying the local scene, Keene provides a delightful blend of experiences for every traveler.

Things to do in Chesterfield

Chesterfield charms visitors with its vibrant town center, offering delightful shopping experiences alongside scenic parks for leisurely strolls. Enjoy outdoor activities like hiking through lush trails or relaxing by tranquil waters. With a friendly atmosphere, it’s a great spot to unwind and discover local gems.

• Spofford LakeOpens in a new window – Spend a sunny day at Spofford Lake, where you can swim, kayak, or simply relax by the shore. The scenic views and tranquil waters make it a great spot for picnics or a leisurely stroll along the water’s edge.
• Asbury United Methodist ChurchOpens in a new window – Visit the Asbury United Methodist Church, a charming historical landmark that welcomes visitors with its beautiful architecture and vibrant community spirit. Take a moment to appreciate the stained glass windows and the serene atmosphere that invites reflection and peace.
• Madame Sherri ForestOpens in a new window – Explore the enchanting trails of Madame Sherri Forest, where you’ll encounter lush woods and perhaps catch a glimpse of wildlife. The forest offers a perfect setting for hiking or enjoying a quiet moment surrounded by nature’s beauty.
• Brattleboro CommonOpens in a new window – Head over to Brattleboro Common, a lively gathering place that features beautiful green spaces and seasonal events. Whether you’re looking to enjoy a community festival or simply relax on the grass, this spot offers a taste of local life.
• Madame Sherri's Castle Ruins – Discover the intriguing ruins of Madame Sherri's Castle, a remnant of a once-grand estate. Wander among the stone walls and let your imagination run wild as you envision the stories that unfolded here, all while enjoying the stunning views of the surrounding landscape.

5 tips for savvy savings when booking a hotel in Chesterfield

1. Book for the cheapest times: The most budget-friendly time to visit Chesterfield is during March, April, and November, when hotel prices may drop. For an affordable getaway, consider staying at least 2 to 3 days to fully explore the area's key landmarks and cultural attractions. Visitors can enjoy the natural beauty of the nearby national parks, majestic mountains, and serene lakes, making it a great value for money experience while immersing themselves in the region's rich history and culture.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Chesterfield, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted rates on hotels as your travel date approaches. Consider enabling email alerts or push notifications from Hotels.com to stay informed about flash sales and special promotions, ensuring you don't miss potential savings. The Smart ShoppingOpens in a new window tool available via the app allows you to compare hotel prices and amenities, helping you make informed choices. If rooms become available or prices drop, you could be among the first to know, making it easier to book your next stay.
3. Be flexible with dates: Prices can fluctuate based on various factors, including the hotel's location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay at a Chesterfield hotel. If you're seeking unique accommodations, boutique hotels often provide a more personalized experience and may offer better value. When you book through Hotels.com, we'll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll recommend more budget-friendly dates to help you find the best deal.
4. Consider your location: Staying near major attractions or downtown areas can be convenient, but it often comes with a higher price tag. If you’re looking for more budget-friendly options, consider hotels in neighborhoods that are a bit further out, which usually tend to be more affordable while still providing reasonable access to the sights you want to see. You might also look into independent hotels a little farther away, as they can offer a more authentic experience at a lower cost.
5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Chesterfield. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Chesterfield

Chesterfield experiences its lowest average temperature in January, at 22.5°F (-5.3°C), while July is the hottest month, with an average temperature of 70.7°F (21.5°C). October is typically the wettest month. If you’re looking to soak up the lively atmosphere in Chesterfield, July to September are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, accompanied by light rainfall. However, if you prefer a more relaxed experience, January, November, and December are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.