Chesterfield Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chesterfield hotels

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (613 reviews)
  • cleanliness
    Enjoy a relaxing stay in Holyoke with easy access to MGM Springfield and Big E.
"Room was spotless, staff were nice. "
United States
Jose I Medina
The price is P6,378
P7,125 total
includes taxes & fees
Feb 22 - Feb 23
Fairfield Inn & Suites Springfield Holyoke

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (827 reviews)
  • cleanliness
    Enjoy a peaceful stay near Big E with an indoor pool and helpful service.
"I will stay again"
United States
Jailene
The price is P6,609
P7,383 total
includes taxes & fees
Feb 25 - Feb 26
Hampton Inn Westfield

Motel 6 Chicopee, MA - Springfield

Motel 6 Chicopee, MA - Springfield
2.0 star property
Chicopee
6.6 out of 10, (1,005 reviews)
  • cleanliness
    Convenient Springfield-area lodging with 24-hour service and clean accommodations.
"Clean awesome rooms nice staff check in easy and fast"
United States
Tucker
Motel 6 Chicopee, MA - Springfield

Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1,000 reviews)
  • cleanliness
    Peaceful oasis near MGM Springfield with fitness center and complimentary breakfast.
"The room was great and jose at the front desk was very kind amd helpful and at the breakfast department he was great."
United States
LUIS
The price is P5,102
P5,840 total
includes taxes & fees
Feb 22 - Feb 23
Best Western Springfield West Inn

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst
2.5 star property
South Deerfield
7.2 out of 10, Good, (1,001 reviews)
  • cleanliness
    Modern rooms near Yankee Candle Village with free perks and friendly staff.
"Really nice place staff "
United States
Omayra
The price is P5,166
P5,770 total
includes taxes & fees
Mar 3 - Mar 4
Red Roof Inn PLUS+ South Deerfield – Amherst

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,228 reviews)
  • cleanliness
    Comfortable spa hotel near Mount Tom State Reservation offers indoor pool and golf access.
"Great service, clean & quiet rooms, and a solid breakfast to start the day"
United States
Stephanie
D. Hotel Suites & Spa

Residence Inn Springfield Chicopee

Residence Inn Springfield Chicopee
3.0 star property
Chicopee
9.2 out of 10, Wonderful, (483 reviews)
  • cleanliness
    Experience relaxing stays near MGM Springfield with an indoor pool and free perks.
"The hotel staff were very friendly and the hotel was clean"
United States
Samantha
The price is P8,330
P9,450 total
includes taxes & fees
Mar 5 - Mar 6
Residence Inn Springfield Chicopee

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (887 reviews)
  • cleanliness
    Comfortable retreat near Old Greenfield Village with free daily buffet.
"Very clean, including a nice clean bathroom. Friendly staff."
United States
Jennifer
The price is P9,272
P10,357 total
includes taxes & fees
Mar 2 - Mar 3
Hampton Inn & Suites Greenfield

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Convenient Springfield getaway with indoor pool near top attractions and dining.
"Friendly clean accommodation were just what we needed. "
United States
Carrie
The price is P5,658
P6,419 total
includes taxes & fees
Feb 23 - Feb 24
Tru by Hilton Chicopee Springfield

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.8 out of 10, Exceptional, (65 reviews)
  • cleanliness
    Discover a comfortable stay near UMass Amherst with indoor pool and fitness access.
"The property is very clean and pet friendly. The staff were very friendly and professional. I will definitely stay here again."
United States
Diana
The price is P9,134
P10,203 total
includes taxes & fees
Feb 24 - Feb 25
TownePlace Suites by Marriott Hadley Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
Northampton
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Modern hotel in Northampton with an indoor pool and convenient university access.
"Nice hotel "
United States
Irfan
The price is P7,364
P8,226 total
includes taxes & fees
Mar 15 - Mar 16
Fairfield Inn & Suites Springfield Northampton/Amherst

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1,007 reviews)
  • cleanliness
    Comfortable Hadley stay with indoor pool near UMass Amherst and Cinemark mall.
"Very clean rooms, comfy bed, decent breakfast in the morning. "
United States
Linda
The price is P6,541
P7,306 total
includes taxes & fees
Mar 8 - Mar 9
Comfort Inn & Suites Hadley - Amherst

Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst
2.5 star property
Northampton
7.2 out of 10, Good, (1,003 reviews)
  • cleanliness
    Perfect stay for exploring Northampton, with bowling and fitness center access.
"Staff was great and the room was well appointed and clean. "
United States
Stephanie
The price is P5,865
P6,552 total
includes taxes & fees
Feb 23 - Feb 24
Quality Inn & Suites Northampton - Amherst

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.4 out of 10, Very Good, (111 reviews)
  • cleanliness
    Stay in a comfortable motel near Pioneer Valley Indoor Karting in West Hatfield.
"Friendly staff, really nice room, quiet. I really enjoyed my stay."
United States
Desiree
The price is P5,741
P6,412 total
includes taxes & fees
Feb 18 - Feb 19
River Valley Inn

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (969 reviews)
  • cleanliness
    Vintage hotel in central Northampton with free breakfast close to Smith College.
"clean room, nice staff"
United States
david
The price is P6,321
P7,060 total
includes taxes & fees
Feb 23 - Feb 24
The Ellery

Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
3.0 star property
Hadley
9.4 out of 10, Exceptional, (731 reviews)
  • cleanliness
    Modern hotel near UMass with pool, ideal for comfortable extended stays.
"Room was clean and the size of the room is outstanding."
United States
Gregory
The price is P8,199
P9,158 total
includes taxes & fees
Mar 3 - Mar 4
Homewood Suites by Hilton Hadley Amherst

Residence Inn by Marriott West Springfield

Residence Inn by Marriott West Springfield
3.0 star property
West Springfield
8.6 out of 10, Excellent, (550 reviews)
  • cleanliness
    Stay within 10 minutes of MGM Springfield in a serene, spacious environment.
"I always enjoy my stay here."
United States
Dorcas
The price is P7,248
P8,296 total
includes taxes & fees
Feb 22 - Feb 23
Residence Inn by Marriott West Springfield

Hampton Inn Chicopee/Springfield

Hampton Inn Chicopee/Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Unwind at this Chicopee hotel with indoor pool and convenient location.
"Clean comfortable rooms, great breakfast, very nice staff"
United States
Edward
The price is P6,452
P7,319 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn Chicopee/Springfield

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,004 reviews)
  • cleanliness
    Serene Lee retreat a short drive from Tanglewood Music Center and local sights.
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is P5,005
P5,591 total
includes taxes & fees
Mar 8 - Mar 9
Quality Inn Lee - Lenox South

Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Steps from UMass Amherst, enjoy modern rooms and campus views in a prime location.
"Great stay "
United States
Kyle
The price is P7,284
P8,201 total
includes taxes & fees
Feb 22 - Feb 23
Hotel UMass
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Chesterfield attractions

Top Chesterfield Hotel Reviews

More cheap stays in Chesterfield

Find out more about Chesterfield

Top reasons to visit Chesterfield

  • Outdoor Adventures: Chesterfield is ideal for outdoor enthusiasts, offering skiing, water rafting, and scenic excursions in beautiful surroundings.
  • Charming Local Communities: Experience the delightful atmosphere of nearby towns with family-friendly vibes and vibrant markets.
  • Historic Attractions: Explore a mix of historic and modern colleges, as well as national and state parks.
  • Diverse Accommodation: Choose from charming hotels and unique agritourism properties, catering to all needs.
  • Recreational Opportunities: Enjoy various activities at the Westport Event Center and local shopping malls.

Find great hotels near Chesterfield

Chesterfield offers a delightful selection of accommodation options, from charming hotels to unique agritourism properties. Whether you're seeking a family-friendly retreat, a pet-friendly haven, or a business-oriented stay, you'll find establishments equipped with EV charging stations and exceptional amenities. Discover the best hotels in the area, including the renowned Chesterfield Inn, ensuring a memorable experience in this picturesque location.

  • Red Roof Inn PLUS+ West Springfield: Nestled 33.8km from Chesterfield, the Red Roof Inn PLUS+ West Springfield offers a welcoming atmosphere for LGBTQIA travellers and pet owners alike. This hotel prides itself on its inclusivity, making it a perfect choice for those seeking a friendly environment. With a variety of pet amenities, including permitted in-room stays for dogs and cats, it ensures your furry friends can enjoy the trip with you. The pet policy is designed with flexibility in mind, accommodating various needs while maintaining a comfortable setting for all guests.
  • Red Roof Inn PLUS+ South Deerfield – Amherst: Located 20.9km from Chesterfield, the Red Roof Inn PLUS+ South Deerfield – Amherst is another excellent option for pet-friendly and LGBTQIA welcoming accommodation. This hotel embodies a relaxed and inviting atmosphere, making it ideal for those travelling with pets. With amenities that allow dogs and cats in rooms and a service animal policy with waived fees, it caters to all pet lovers. The hotel's dedication to inclusivity makes it a popular choice among visitors seeking comfort and convenience during their stay.
  • Comfort Inn & Suites: Situated 24.1km from Chesterfield, Comfort Inn & Suites is designed for business travellers and families seeking a welcoming and practical lodging experience. This property stands out for its family-friendly amenities, including complimentary cribs for younger guests, ensuring a hassle-free stay for families. With its affiliation to LGBTQI travel guides, it guarantees a comfortable environment for all. Its strategic location and range of services make it a superb choice for those balancing work and leisure during their visit.

Where to stay near Chesterfield

Chesterfield, Massachusetts, offers a delightful blend of adventure and relaxation for all types of travellers. Immerse yourself in the charming atmosphere of nearby towns, where family-friendly vibes meet vibrant markets and music venues. Enjoy the clean air while exploring local shopping malls and the stunning natural surroundings. Whether you seek outdoor sports or a peaceful retreat, Chesterfield's welcoming community and picturesque landscapes promise an unforgettable experience.

  • Northampton: This vibrant city is located 17.7km from Chesterfield and is known for its rich cultural scene and outdoor adventures. Northampton offers a unique travel experience, especially for those interested in educational and recreational activities. The city is home to historic and modern colleges, providing a blend of academia and youthful energy. Visitors can enjoy skiing during the winter months, or explore various events and conferences throughout the year, making it an ideal destination for culture enthusiasts and adventure seekers alike.
  • Western Massachusetts: Just 3.2km from Chesterfield, Western Massachusetts is a picturesque region perfect for outdoor lovers. The area is particularly popular during the summer months and in October, offering breathtaking scenery, romantic getaways, and thrilling outdoor adventures. From serene lakes to majestic mountains and national state parks, the natural beauty here is unparalleled. With ample opportunities for skiing at local resorts, this destination promises an invigorating experience for those who appreciate nature’s wonders.
  • Williamsburg: Located 9.7km away from Chesterfield, Williamsburg is an outdoor enthusiast's paradise. Known for its scenic landscapes and adventurous spirit, the city attracts visitors year-round, with peak travel in the summer and early autumn. Here, you can engage in various outdoor activities, including skiing and exploring the surrounding mountains and lakes. The presence of a modern college adds a youthful vibe, making Williamsburg a lively and engaging place to visit, whether you're seeking relaxation or adventure.

Things to do near Chesterfield

Chesterfield is perfect for adventure and outdoor sports enthusiasts, offering a range of activities such as skiing at local resorts and exploring scenic town excursions. For thrill-seekers, water rafting is a must-try, while the Westport Event Center provides various recreational options. Whether you're hitting the slopes or enjoying the natural beauty, Chesterfield promises an exciting getaway.

Shopping

For a delightful shopping experience in Chesterfield, visit the local shops for unique gifts and souvenirs. If you're up for a drive, Yankee Candle Village, 20.9km away, offers a charming atmosphere, while Montague Bookmill, 22.5km away, provides a quaint, literary vibe. Holyoke Crossing, 29.0km away, is perfect for family shopping.

Recreation

Explore the serene Land of Providence, a tranquil recreational area perfect for relaxation amidst nature. Experience the artistry at Jacob's Pillow, where dance meets culture and romance. For sports enthusiasts, the Mullins Center offers an engaging atmosphere filled with excitement and energy.

Adventure

Embark on the Skyline Trail, a stunning hiking route located 16.1km from Chesterfield, offering breathtaking scenery and a true outdoor adventure. For a thrilling day of tennis, visit the Look Memorial Park Tennis Center, situated 14.5km away, where excitement awaits. In winter, the Blandford Ski Area, 22.5km distant, provides exhilarating skiing experiences.

Nightlife

In Chesterfield, the Academy of Music Theater offers a charming cultural experience, just 19.3km away, perfect for a romantic evening. For family fun, Spare Time Bowling, also 19.3km distant, provides a lively arcade atmosphere. Meanwhile, Cinemark at Hampshire Mall, 24.1km away, promises entertaining films for all ages.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chesterfield

To save money during your visit to Chesterfield, consider travelling in March or from December to January when accommodation prices are lower. Book your stay on a Tuesday, the cheapest day, and avoid Saturdays for better rates. Utilise Expedia's search tool to find eco-friendly hotels and combine your bookings for flights and activities to secure package deals. Explore the area on foot or use public transport to keep costs down, and look for free local attractions to enhance your experience without overspending.

  • 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: Utilise Expedia’s search tool to refine your choices based on your budget, preferred location, and the type of accommodation you desire. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can reduce your expenses by combining your Chesterfield hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Chesterfield

Chesterfield offers a delightful blend of adventure and outdoor pursuits, making it an ideal destination for sports enthusiasts and families alike. Visitors can explore a variety of attractions, including historic and modern colleges and universities, as well as national and state parks. Whether you seek a cultural experience or simply wish to enjoy the great outdoors, Chesterfield promises memorable activities for every type of traveller.

  • Smith College Museum of Art: Located 19.3km from Chesterfield, this art museum boasts an impressive collection that spans centuries and cultures, providing a rich cultural experience. Visitors can immerse themselves in both contemporary and classical artworks, making it a must-visit for art enthusiasts.
  • Deerfield River: Situated 24.1km away, the Deerfield River offers stunning outdoor scenery and is perfect for various recreational activities such as kayaking, fishing, and hiking. The picturesque views along the riverbanks create an idyllic backdrop for nature lovers.
  • Calvin Coolidge Presidential Library and Museum: Also 19.3km from Chesterfield, this history museum showcases the life and legacy of the 30th President of the United States. Visitors can explore fascinating exhibits that provide insight into early 20th-century American history and politics.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.9°F (-3.4°C)Light RainMostly SunnyLowSlightly Low
February27.3°F (-2.6°C)Light RainMostly SunnyAverageAverage
March35.2°F (1.8°C)Light RainMostly SunnyHighSlightly Low
April47.1°F (8.4°C)Light RainMostly SunnyHighAverage
May58.6°F (14.8°C)Light RainMostly SunnyAverageAverage
June66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
July72.7°F (22.6°C)Light RainMostly SunnyHighSlightly High
August70.9°F (21.6°C)Light RainMostly SunnyAverageSlightly High
September63.7°F (17.6°C)Light RainMostly SunnyAverageAverage
October52.3°F (11.3°C)Light RainMostly SunnyAverageSlightly High
November40.3°F (4.6°C)Light RainMostly SunnyLowAverage
December32.0°F (0.0°C)Light RainMostly SunnyLowSlightly Low

The nearest major airports for your trip to Chesterfield

Chesterfield, Massachusetts, can be conveniently accessed via several major airports. Hartford, CT (BDL-Bradley International) is situated 53.1km away, with nearby accommodation options such as the 4-star Simsbury 1820 House, located 11.3km from the airport, and the Marriott Hartford Downtown, 19.3km away. Albany, NY (ALB-Albany International) lies 88.5km from Chesterfield, featuring hotels like The Landing Hotel at Rivers Casino & Resort, 12.9km from the airport, and Crowne Plaza Albany - The Desmond Hotel by IHG, just 1.6km away. Lastly, Worcester, MA (ORH-Worcester Regional) is 80.5km distant, with hotel choices including the 4-star Beechwood Hotel, located 8.0km from the airport.

Frequently asked questions

Where is the best place to stay in Chesterfield?
Located 14.5 mi (23.3 km) from the heart of Chesterfield, D. Hotel Suites & Spa is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Berkshire Mountain Lodge and Comfort Inn & Suites Hadley - Amherst. See all available top hotels, or vacation rentals in Chesterfield.
If I need to cancel my hotel reservation in Chesterfield, will I receive a refund?
Yes, most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chesterfield.
What is staying in Chesterfield like?
Visitors can enjoy all that Chesterfield has to offer including the restaurants, shopping, and parks. There are 509 hotels and other accommodations in the surrounding area. Find out more about Chesterfield.
What should I see while I'm in Chesterfield?
Natural beauty is on display at Chesterfield Gorge, Knightville Dam & Reservation, and Westfield River. A couple of additional sights to add to your agenda are Chesterfield Public Library and Chesterfield Town Hall. Check out what more to see and do in Expedia's Chesterfield guide.
What's the weather like in Chesterfield?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Chesterfield are January, February, November, and March, with each month seeing an average of 6 inches of snowfall.

Explore a world of travel with Expedia