Find hotels in Chesterfield, MA from $96

Top reasons to visit Chesterfield

• Outdoor Adventures: Chesterfield is a haven for outdoor enthusiasts, offering activities like water rafting, skiing, and exploring national parks.
• Charming Nearby Towns: Discover delightful local towns with family-friendly atmospheres, vibrant music venues, and shopping opportunities.
• Scenic Beauty: Enjoy the breathtaking landscapes and clean air, perfect for relaxation and rejuvenation.
• Diverse Accommodations: Find a range of lodging options, from family-friendly to pet-friendly hotels, catering to various traveler needs.
• Community Vibe: Experience the warm and welcoming atmosphere of Chesterfield, making it an ideal destination for all visitors.

Find great hotels near Chesterfield

Discover a range of hotel accommodations in Chesterfield, Massachusetts, designed to cater to the diverse needs of travelers. From family-friendly options to pet-friendly stays, you'll find the perfect fit for your vacation. Many hotels also offer business-centered services and amenities, including EV charging stations for electric vehicle owners. Experience a relaxing getaway in this charming town with our carefully selected lodging options.

• Red Roof Inn PLUS+ West Springfield: Nestled 21 miles from Chesterfield, Red Roof Inn PLUS+ West Springfield is a welcoming haven for travelers seeking a pet-friendly experience with a strong commitment to inclusivity. This hotel proudly embraces LGBTQIA guests and is affiliated with LGBTQI travel guides, ensuring a comfortable stay for all. Its amenities include pet-friendly policies that allow dogs and cats, alongside a service animal policy that waives fees. With a warm atmosphere and accommodating staff, this hotel is perfect for those traveling with furry companions.
• Red Roof Inn PLUS+ South Deerfield – Amherst: Located 13 miles from Chesterfield, Red Roof Inn PLUS+ South Deerfield – Amherst stands as an ideal choice for LGBTQIA travelers and pet lovers alike. This hotel emphasizes a welcoming environment and provides pet-friendly accommodations, allowing for a stress-free stay with your pets. Guests can enjoy the flexibility of variable pet fees and in-room access for dogs and cats, making it a convenient option for those on the go. Here, comfort meets inclusivity, ensuring a delightful vacation experience.
• Quality Inn West Springfield: Situated 21 miles from Chesterfield, Quality Inn West Springfield is a family-friendly hotel that caters to both leisure and business travelers. With a golf-themed atmosphere, this property offers an array of business amenities, including a 24-hour business center and accessible meeting spaces, making it well-suited for corporate gatherings. Families will appreciate the thoughtful amenities for children, such as complimentary cribs and first aid kits. Quality Inn combines comfort and practicality, creating a versatile environment for every guest.

Where to stay near Chesterfield

Chesterfield, Massachusetts, offers a perfect blend of outdoor adventures and scenic beauty, making it an ideal vacation spot. Explore charming nearby towns with family-friendly atmospheres, vibrant music venues, and delightful shopping malls. Breathe in the clean air as you enjoy the welcoming vibe of the community. Whether you're seeking relaxation or excitement, Chesterfield and its surroundings promise a memorable experience for every traveler.

• Northampton: Located 11 miles from Chesterfield, Northampton is a vibrant city known for its rich cultural scene and outdoor activities. Visitors flock here for music concerts, educational experiences, and scenic landscapes. The city boasts historic and modern colleges, making it a hub of academic and artistic endeavors. With its charming downtown area filled with eclectic shops and cafes, Northampton is perfect for those seeking a mix of urban energy and natural beauty. Don't miss the nearby lake, where you can relax or engage in water activities, especially during the peak months of April, July, and September.
• Western Massachusetts: Just 2 miles from Chesterfield, Western Massachusetts offers a delightful escape for nature lovers and adventure seekers. This area is celebrated for its stunning scenery and outdoor recreational opportunities, including skiing and hiking in the national state parks and mountains. Visitors can immerse themselves in the beautiful landscape, particularly during the bustling summer months of July and August, as well as in October. The region is perfect for those looking to explore its natural wonders and enjoy thrilling adventures amidst breathtaking views.
• Goshen: A charming city located 4 miles from Chesterfield, Goshen is known for its seasonal appeal, with peak visitor numbers in the summer months. This area is ideal for couples and families seeking romantic getaways or outdoor adventures. With a focus on scenic beauty, Goshen features a variety of recreational areas and resorts. Visitors can explore the local art gallery or spend time at the nearby lake and national state park, making it an attractive destination for nature enthusiasts and art lovers alike.

Things to do near Chesterfield

Chesterfield, Massachusetts, is perfect for outdoor enthusiasts seeking adventure and beautiful scenery. Visitors can enjoy activities such as water rafting, town excursions, and skiing at local ski fields. Don't miss the Westport Event Center for additional entertainment options. Whether you’re looking to explore nature or engage in thrilling sports, Chesterfield offers a variety of experiences for an unforgettable vacation.

Shopping

For a charming shopping experience in Chesterfield, visit Montague Bookmill, a unique bookstore 14 miles away. If you're up for a drive, Don Muller Gallery offers fine art 12 miles away, while Richardson's Candy Kitchen, 16 miles away, is perfect for sweet gifts and treats.

Recreation

Experience the vibrant arts at Jacob's Pillow, where you can enjoy captivating dance performances in a beautiful setting. For relaxation, head to Land of Providence, a serene recreational area perfect for unwinding. Don’t miss the Mullins Center for exciting sports events that energize and entertain.

Adventure

Experience the breathtaking views on the Skyline Trail, a hiking path located 10 miles from Chesterfield, perfect for outdoor enthusiasts. For climbing lovers, the Central Rock Climbing Center, 13 miles away, offers thrilling climbing experiences. If you enjoy winter sports, head to Blandford Ski Area, 14 miles from Chesterfield, for skiing adventures.

Nightlife

Experience the vibrant nightlife in Chesterfield by visiting the Academy of Music Theater for an enchanting show, or enjoy a fun-filled evening at Spare Time Bowling with arcade games. For more culture, check out Double Edge Theatre for a captivating performance, all within a short drive.

Booking tips and Expedia advantages for Chesterfield

To save money on your trip to Chesterfield, plan your visit during the cheaper months of March or December to January, and aim for a Tuesday stay, as Saturdays are the priciest. Use Expedia to find budget-friendly accommodations by applying filters like Eco-certified hotels and sorting prices from low to high. Consider booking a package that includes flights and activities for additional savings. Joining Expedia's One Key membership can unlock exclusive discounts and allow you to earn OneKeyCash for future bookings. Look out for deals on EV parking and holiday homes to further reduce costs.

• 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: Utilize Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. 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 arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your Chesterfield hotel reservation with your flights and activities through an Expedia package.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Chesterfield

Chesterfield, Massachusetts, is an ideal destination for outdoor enthusiasts and adventure seekers. Visitors can explore a variety of attractions, including historic and modern colleges and universities, as well as national and state parks. These points of interest cater to travelers looking for outdoor activities, cultural experiences, and family-friendly adventures, ensuring a memorable vacation for everyone.

• Smith College: Located 11 miles from Chesterfield, Smith College is a historic institution known for its stunning architecture and vibrant cultural atmosphere. Visitors can enjoy beautiful gardens, art galleries, and a rich history that reflects the women's educational movement.
• University of Massachusetts Amherst: Situated 16 miles away, this modern university embodies a lively city vibe, featuring contemporary campus buildings and a diverse student body. The university hosts various events and activities, making it a hub of innovation and learning.
• Swift River: Just 4 miles from Chesterfield, the Swift River offers breathtaking scenery and ample opportunities for outdoor activities such as hiking, fishing, and picnicking amidst nature's beauty.

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 high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 several major airports to consider flying into. Hartford, CT (BDL-Bradley Intl.) is located 33 miles away, with nearby hotel options like the DoubleTree by Hilton Hartford - Bradley Airport and Marriott Hartford Downtown. Albany, NY (ALB-Albany Intl.) is 55 miles away, offering hotels such as Park Manor Hotel and The Landing Hotel at Rivers Casino & Resort. Lastly, Worcester, MA (ORH-Worcester Regional) is 50 miles from Chesterfield, with accommodations including Beechwood Hotel and AC Hotel by Marriott Worcester. Each airport has convenient access from these hotels, making travel hassle-free.