Hotels in Chesterfield

Chesterfield: Where Nature Whispers and Adventure Awaits

Nestled in the serene hills of western Massachusetts, Chesterfield is a hidden gem for nature lovers and outdoor enthusiasts. This charming town offers a tranquil escape, with picturesque landscapes, lush forests, and the scenic Chesterfield Valley. Hike along winding trails, enjoy birdwatching, or unwind by the tranquil waters of local ponds. The area is perfect for a romantic getaway or a peaceful retreat. With its quaint rural charm, Chesterfield invites travelers to embrace the beauty of nature while exploring its rich history and community spirit. Discover the heart of Chesterfield and experience the serenity that this off-the-beaten-path destination has to offer.

Discover great hotels in Chesterfield

Chesterfield, Massachusetts, offers a range of accommodations, from cozy inns to charming bed-and-breakfasts, catering to different budgets. Enjoy comfortable rooms, local hospitality, and scenic surroundings. Rates can vary, making it easy to find the right hotel for your stay while exploring this picturesque area. Here are some of the most popular hotels with our travelers in Chesterfield:

1. The ElleryOpens in a new window: The Ellery is a charming 3.5-star bed and breakfast located in the city center, perfect for leisure travelers seeking a pet-friendly experience. This property offers a unique city-themed ambiance with amenities tailored for comfort, including cozy accommodations and a welcoming atmosphere. The standout feature is the pet-friendly policy, allowing for a relaxing retreat with your furry companion. Travelers appreciate the inviting environment and thoughtful touches that enhance their stay, making it a popular choice for those looking for a comfortable getaway.
2. Hotel NorthamptonOpens in a new window: Hotel Northampton is a distinguished 3.5-star hotel set in a national historic building, catering to adventure seekers and business travelers alike. This hotel provides an exciting blend of historic charm and modern amenities, including multiple meeting rooms and a 24-hour business center. Guests can indulge in various adventure sports nearby, ensuring an invigorating stay. The unique architectural design and the vibrant atmosphere create an unforgettable backdrop, receiving high praise for its exceptional service and distinctive experiences.
3. Old Mill InnOpens in a new window: Old Mill Inn is a delightful 3.0-star bed and breakfast that specializes in adventure vacations. Located in an area rich with recreational activities, this property offers easy access to thrilling options such as ziplining, snowshoeing, and kayaking nearby. The inviting accommodations and adventurous spirit of the hotel make it a favorite among travelers seeking active and engaging experiences. Guests consistently highlight the enchanting atmosphere and the opportunity to explore the great outdoors, ensuring a memorable and invigorating stay.

Top locations to stay in Chesterfield

When visiting Chesterfield, Massachusetts, consider staying in Northampton, South Deerfield, or Easthampton. Northampton offers vibrant live music and arts, South Deerfield is known for its charming local shops and farms, while Easthampton is perfect for families with its parks and recreational activities. For first-time visitors, Northampton is the best choice, providing a lively atmosphere and easy access to attractions.

1. NorthamptonOpens in a new window: Northampton is a vibrant and artistic town, perfect for those looking to immerse themselves in culture. Known for its lively arts scene, you'll find numerous galleries, theaters, and music venues showcasing local talent. The downtown area is bustling with unique shops, offering everything from handmade crafts to vintage finds. Enjoy the scenic beauty of the nearby parks and trails, ideal for leisurely strolls or picnics. With a variety of cultural attractions, Northampton is a great base for exploring the charming Pioneer Valley.
2. South DeerfieldOpens in a new window: South Deerfield is a quaint town that offers a charming and laid-back atmosphere for visitors. It's home to the famous Yankee Candle Village, where you can explore the factory, shop for unique gifts, and enjoy various family-friendly activities. The area is surrounded by beautiful outdoor spaces, perfect for hiking or biking. Plus, its proximity to nearby areas makes it an excellent spot for day trips, allowing you to experience the best of the Pioneer Valley while enjoying a peaceful retreat.
3. EasthamptonOpens in a new window: Easthampton is a hidden gem known for its family-friendly vibe and welcoming community. The town boasts an array of parks and recreational areas, making it ideal for outdoor activities with loved ones. The local arts scene is thriving, with various events and exhibitions throughout the year. You'll also find charming shops and cafes that reflect the town's unique character. Easthampton offers a perfect blend of relaxation and entertainment, ensuring a delightful stay for all types of travelers.

Things to do in Chesterfield

Chesterfield invites travelers to explore its stunning natural landscapes, from lush forests to serene lakes, perfect for hiking, kayaking, and picnicking. After a day outdoors, indulge in vibrant shopping experiences at bustling malls and enjoy live performances at community amphitheaters, making for a well-rounded getaway.

• Pyramid LakeOpens in a new window – Enjoy a day by the water at Pyramid Lake, where the serene surroundings invite you to relax or partake in outdoor activities. Perfect for picnicking, fishing, or simply soaking in nature, this lake is a hidden gem for those looking to unwind amidst beautiful landscapes.
• Historic NorthamptonOpens in a new window – Step back in time at Historic Northampton, where you can explore the rich history of the region. This museum offers fascinating exhibits and artifacts that tell the story of the area’s past, making it a great stop for history enthusiasts and curious minds alike.
• Smith College Botanic GardenOpens in a new window – Discover a vibrant array of plant life at the Smith College Botanic Garden. Wander through beautifully curated gardens and enjoy the seasonal blooms. Whether you’re a botany lover or just looking for a peaceful stroll, this garden is an inspiring place to connect with nature.
• Bridge of FlowersOpens in a new window – Take a leisurely walk across the Bridge of Flowers, a unique historic bridge adorned with stunning floral displays. This picturesque spot provides a delightful escape and is ideal for capturing memorable photos while enjoying the beauty of the surrounding scenery.
• Glendale FallsOpens in a new window – Experience the natural beauty of Glendale Falls, where cascading waters create a tranquil atmosphere. This picturesque waterfall is perfect for a scenic hike or a quiet moment in nature, allowing you to appreciate the soothing sounds of water and the lush landscape.

5 tips for savvy savings when booking a hotel in Chesterfield

1. Book for the cheapest times: The best time to visit Chesterfield for budget-conscious travelers is in January, March, and December, when hotel prices are generally lower. For a fulfilling experience, staying for at least 2 to 3 days is recommended to fully explore the area’s historical landmarks and cultural attractions. This timeframe allows visitors to enjoy great value for money while discovering the rich history and local culture. With a range of affordable options available, Chesterfield offers a wonderful opportunity for adventure, dining, and shopping, making it an ideal destination for those seeking an enriching experience on a budget.
2. Look for last-minute deals on Hotels.com: To find hotel deals in Chesterfield, explore the DealsOpens in a new window and Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and special promotions, helping you save on your stay. Additionally, the Smart ShoppingOpens in a new window tool available via the app allows you to compare hotel prices and amenities, ensuring you have the best options. By keeping an eye on availability and price drops, you’re more likely to seize the perfect last-minute getaway.
3. Be flexible with dates: Prices can fluctuate based on various factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay in a Chesterfield hotel. For those seeking a unique experience, boutique hotels often provide a more personalized touch and sometimes better value. When you book through Hotels.com, we'll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that may be more affordable, helping you find a better deal.
4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. For more budget-friendly options, you might want to look at hotels in less central areas or neighborhoods, striking a balance between cost and accessibility to the sites you intend to visit. Additionally, consider independent hotels located a bit further out, as they usually tend to be more affordable and can provide a more authentic experience.
5. Become a Member: Join for free and start booking your next stay in Chesterfield! Enjoy exclusive member prices and save on over 100,000 hotels worldwide. As a member, you'll have the opportunity to advance through tiers quickly and access fantastic perks, including complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Don't miss out on these amazing benefits—sign up today and make your travel experience even better!

Best time to go to Chesterfield

Chesterfield experiences its lowest average temperature in January, at 25.9°F (-3.4°C), while July is the hottest month, with an average temperature of 72.7°F (22.6°C). October are usually the wettest months. March, April, and July are the peak travel months in Chesterfield, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. On the other hand, January, November, and December tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.