Find hotels in Chesterfield, MA from $66

Top reasons to visit Chesterfield

• Outdoor Adventures: Chesterfield is perfect for outdoor enthusiasts, featuring hiking trails and recreational areas that highlight its stunning natural beauty.
• Scenic Parks: Explore beautiful national and state parks that provide opportunities for family-friendly fun and connection with nature.
• Historic Nearby Cities: Visit the nearby historic city of Springfield, known for its rich heritage and vibrant art deco district.
• Charming Neighborhoods: Experience the local culture in friendly neighborhoods, making for a welcoming atmosphere.
• Diverse Accommodations: Enjoy a range of lodging options, from luxurious stays to cozy boutique hotels, catering to every traveler's needs.

Find great hotels near Chesterfield

Discover the charm of Chesterfield, Massachusetts, where a variety of hotel accommodations await you. Whether you're seeking a luxurious stay, a family-friendly environment, or a cozy boutique hotel, Chesterfield offers options that cater to every traveler's needs. Enjoy amenities like pet-friendly rooms and business services, all designed to enhance your vacation experience in this picturesque town.

• Red Roof Inn PLUS+ West Springfield: Red Roof Inn PLUS+ West Springfield is a budget-friendly hotel located 21 miles from Chesterfield, making it an ideal choice for travelers seeking a pet-friendly experience. This property welcomes pets with specific policies in place, allowing dogs and cats on-site with certain restrictions. Guests appreciate the combination of affordability and comfort, with essential amenities that cater to both human and furry friends. Enjoy a relaxing stay with convenient access to nearby attractions while feeling at home with your pets by your side.
• Red Roof Inn PLUS+ South Deerfield – Amherst: Situated 13 miles from Chesterfield, Red Roof Inn PLUS+ South Deerfield – Amherst is another excellent budget-friendly option for those traveling with pets. This hotel also features pet-friendly policies, permitting dogs and cats with specific weight limits and restrictions. Guests enjoy a comfortable stay with essential amenities that accommodate both them and their pets. Its convenient location offers easy access to local attractions, making it a perfect base for exploring the beautiful surroundings of South Deerfield.
• D. Hotel Suites & Spa: D. Hotel Suites & Spa, a 3-star lodging option just 14 miles from Chesterfield, boasts an impressive guest rating of 9.2. This hotel caters to families and adventure seekers, offering a golf-themed experience and various recreational activities. Guests can partake in nearby hiking and biking, as well as enjoy amenities designed for children, such as cribs for a small fee. With a blend of comfort and adventure, D. Hotel Suites & Spa is perfect for those looking to create lasting family memories in a beautiful setting.

Where to stay near Chesterfield

Chesterfield, Massachusetts, offers an unforgettable vacation experience with its stunning outdoor scenery and adventurous spirit. Explore the nearby historic city of Springfield, known for its rich heritage and vibrant art deco district. Enjoy family-friendly activities and relax in charming neighborhoods filled with friendly locals. Whether you're seeking adventure or a peaceful getaway, Chesterfield's fantastic location makes it the perfect base for exploring the beauty of western Massachusetts.

• Northampton: Located 11 miles from Chesterfield, Northampton is a vibrant city known for its rich cultural scene and outdoor activities. Visitors flock here for a blend of arts and education, highlighted by its historic and modern colleges. Enjoy music concerts or take a stroll by the scenic lake that adds to the city’s charm. With peak visitor numbers in April, July, and September, you can immerse yourself in the lively atmosphere and partake in seasonal events that showcase the best of Northampton.
• Western Massachusetts: Just 2 miles from Chesterfield, Western Massachusetts offers a picturesque setting that captivates nature lovers and romantics alike. The area's stunning scenery includes mountains and lakes, making it an ideal spot for outdoor adventures like skiing and hiking. With a steady flow of visitors, especially during the summer months of July and August, you can explore various ski resorts and enjoy the natural beauty that surrounds this region. Western Massachusetts is perfect for those seeking both relaxation and adventure.
• Goshen: Only 4 miles from Chesterfield, Goshen is a charming city that draws visitors with its stunning landscapes and outdoor experiences. The area is particularly popular from June to August, when travelers can enjoy the beauty of local lakes and the nearby national state park. With opportunities for education and theater, Goshen offers a blend of relaxation and cultural enrichment. Whether you’re enjoying a resort stay or exploring the scenic island views, this city promises a romantic getaway amidst nature.

Things to do near Chesterfield

Chesterfield is an ideal destination for outdoor enthusiasts, offering a variety of activities that highlight its beautiful scenery and adventurous spirit. Visitors can explore hiking trails, enjoy recreational areas, and engage in educational experiences that showcase the area's natural beauty. Whether you're seeking a peaceful retreat or an active adventure, Chesterfield provides a perfect backdrop for your vacation.

Shopping

Chesterfield offers a quaint shopping experience with local boutiques and gift shops. If you're up for a drive, you can visit the nearby Northampton, where you’ll find larger stores and markets like Smith College Museum of Art Shop for unique souvenirs and handcrafted items.

Recreation

At Crumpin-Fox Golf Club, indulge in a luxurious golfing experience amidst picturesque landscapes. This private country club offers serene surroundings, perfect for relaxation and unwinding, while enjoying top-notch amenities and services that cater to your wellness needs.

Adventure

Explore the breathtaking views at Chesterfield Gorge, where hiking trails wind through picturesque landscapes. For a thrilling experience, try zip-lining at Berkshire East Mountain Resort, offering adrenaline-pumping rides through the treetops. Don't miss kayaking on the nearby rivers for a refreshing outdoor adventure.

Nightlife

Explore the cozy ambiance at Chesterfield's local taverns, where you can enjoy craft beers and lively conversations. For a unique experience, check out the local music scene at nearby venues, showcasing talented artists and bands that bring the community together for unforgettable nights.

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 and December to January, where the prices are slightly lower. This is in comparison to July to August 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: Expedia’s search tool enables you to specify your budget, desired location, and other preferences. You can sort the results to display the lowest prices first, making it easy to find the most affordable hotels. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotel options available for booking.
• Consider bundling your trip: You can save money by combining your Chesterfield hotel reservations with your flights and activities through an Expedia package.

Find the best attractions near Chesterfield

Chesterfield, Massachusetts, is perfect for outdoor enthusiasts and adventure seekers. Visitors can explore beautiful national and state parks, nature reserves, and urban parks that showcase the area’s stunning scenery. The attractions cater to travelers looking for outdoor activities, cultural experiences, and family-friendly fun, making it an ideal destination for anyone looking to connect with nature and enjoy quality time together.

• Smith College Botanic Garden: Located 11 miles from Chesterfield, this enchanting botanical garden offers a serene escape with its diverse plant collections. Ideal for families and couples, visitors can stroll through beautifully landscaped trails, enjoy vibrant blooms, and immerse themselves in nature's tranquility.
• Historic Northampton: Situated 12 miles away, this history museum showcases the rich cultural heritage of Northampton. Through engaging exhibits and artifacts, you can explore the city's past, making it a perfect destination for history buffs and those interested in local culture.
• Historic Deerfield Village: About 16 miles from Chesterfield, this charming historic village invites you to step back in time. With its preserved 18th-century buildings, it offers a captivating glimpse into colonial life, complete with guided tours and interactive exhibits.

Best time to go to Chesterfield

The best time to visit Chesterfield can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chesterfield falls in July, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature in Chesterfield falls in January, visitor numbers are low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	25.9°F (-3.4°C)	Light Rain	Mostly Sunny	Low	Slightly Low
February	27.3°F (-2.6°C)	Light Rain	Mostly Sunny	Average	Average
March	35.2°F (1.8°C)	Light Rain	Mostly Sunny	High	Slightly Low
April	47.1°F (8.4°C)	Light Rain	Mostly Sunny	High	Average
May	58.6°F (14.8°C)	Light Rain	Mostly Sunny	Average	Average
June	66.6°F (19.2°C)	Light Rain	Mostly Sunny	Average	Average
July	72.7°F (22.6°C)	Light Rain	Mostly Sunny	High	Slightly High
August	70.9°F (21.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	63.7°F (17.6°C)	Light Rain	Mostly Sunny	Average	Average
October	52.3°F (11.3°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	40.3°F (4.6°C)	Light Rain	Mostly Sunny	Low	Average
December	32.0°F (0.0°C)	Light Rain	Mostly Sunny	Low	Slightly Low

The nearest major airports for your trip to Chesterfield

If you're planning to visit Chesterfield, Massachusetts, there are a few major airports to consider. BOSton Logan International Airport (BOS) is about 93 miles away, with nearby hotels like the 5-star Encore Boston Harbor, InterContinental Boston, and Boston Harbor Hotel, all within 3 miles. Hartford Bradley International Airport (BDL) is much closer at 33 miles, offering options such as the 4-star DoubleTree by Hilton Hartford and Simsbury 1820 House, both conveniently accessible. Lastly, T.F. Green Airport (PVD) in Providence, Rhode Island, is located 85 miles away, with quality accommodations like the Omni Providence Hotel and Hotel Providence, both situated 7 miles from the airport.