Chesterfield Hotels

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Our top choices for Chesterfield hotels

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very Good, (1,003 reviews)
"Very good place to stay"
United States
Gloria
The price is P6,374
P7,295 total
includes taxes & fees
Apr 2 - Apr 3
Hampton Inn West Springfield

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (622 reviews)
"We enjoyed our 3 nights it was quiet and very clean "
United States
Joanne
The price is P7,110
P7,942 total
includes taxes & fees
Mar 29 - Mar 30
Fairfield Inn & Suites Springfield Holyoke

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (838 reviews)
"Excelente "
Mexico
Angelica Enid Miranda
The price is P6,654
P7,432 total
includes taxes & fees
Apr 12 - Apr 13
Hampton Inn Westfield

Best Western Springfield West Inn

Best Western Springfield West Inn
2.5 star property
West Springfield
7.8 out of 10, Good, (1,003 reviews)
"Very safe place "
United States
Madinakhon
The price is P5,633
P6,447 total
includes taxes & fees
Apr 13 - Apr 14
Best Western Springfield West Inn

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1,004 reviews)
"We had a quick one night stay and found everything clean and the staff was attentive."
United States
Barbara
The price is P7,631
P8,524 total
includes taxes & fees
Apr 20 - Apr 21
Comfort Inn & Suites Hadley - Amherst

River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.4 out of 10, Very Good, (123 reviews)
"Friendly staff, really nice room, quiet. I really enjoyed my stay."
United States
Desiree
The price is P5,965
P6,663 total
includes taxes & fees
Mar 30 - Mar 31
River Valley Inn

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.4 out of 10, Exceptional, (2,217 reviews)
"Very clean, comfortable, and quiet hotel. We enjoyed our visit."
United States
Larry
The price is P6,965
P8,091 total
includes taxes & fees
Mar 29 - Mar 30
D. Hotel Suites & Spa

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,001 reviews)
"Best hotel in area."
United States
William
The price is P6,406
P7,267 total
includes taxes & fees
Apr 28 - Apr 29
Tru by Hilton Chicopee Springfield

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (919 reviews)
"Everything clean "
United States
GLADYS
The price is P5,765
P6,439 total
includes taxes & fees
Apr 12 - Apr 13
Quality Inn Westfield - Springfield

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, (1,000 reviews)
"Comfy bed, nice front desk staff."
United States
Christina
The price is P5,098
P5,694 total
includes taxes & fees
Apr 20 - Apr 21
Red Roof Inn PLUS+ South Deerfield – Amherst

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.8 out of 10, Exceptional, (75 reviews)
"The check in staff were amazing "
United States
mandeep
The price is P9,168
P10,240 total
includes taxes & fees
Apr 5 - Apr 6
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, (1,000 reviews)
"Excellent service. "
United States
Utz
The price is P9,159
P10,230 total
includes taxes & fees
Apr 21 - Apr 22
Fairfield Inn & Suites Springfield Northampton/Amherst

Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (899 reviews)
"Good stay; great staff and nice clean rooms!"
United States
Peter
The price is P9,683
P10,816 total
includes taxes & fees
Apr 12 - Apr 13
Hampton Inn & Suites Greenfield

Residence Inn Springfield Chicopee

Residence Inn Springfield Chicopee
3.0 star property
Chicopee
9.2 out of 10, Wonderful, (491 reviews)
"Clean room, friendly staff. "
United States
Samkeliso
The price is P9,168
P10,401 total
includes taxes & fees
Apr 3 - Apr 4
Residence Inn Springfield Chicopee

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,001 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is P5,078
P5,672 total
includes taxes & fees
Apr 14 - Apr 15
Quality Inn Lee - Lenox South

Comfort Inn & Suites West Springfield

Comfort Inn & Suites West Springfield
2.5 star property
West Springfield
7.6 out of 10, Good, (924 reviews)
"Everything was great and as described "
United States
Jenifer
The price is P6,799
P7,782 total
includes taxes & fees
Apr 26 - Apr 27
Comfort Inn & Suites West Springfield

Candlewood Suites West Springfield by IHG

Candlewood Suites West Springfield by IHG
2.5 star property
West Springfield
8.4 out of 10, Very Good, (855 reviews)
"The staff is friendly and helpful. "
United States
David
The price is P5,905
P6,758 total
includes taxes & fees
Apr 12 - Apr 13
Candlewood Suites West Springfield by IHG

Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1,003 reviews)
"Very good service and nice stay. "
United States
Deepak
The price is P7,606
P8,581 total
includes taxes & fees
Apr 5 - Apr 6
Hotel UMass

Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst
2.5 star property
Northampton
7.2 out of 10, Good, (1,002 reviews)
"The staff was so friendly and the rooms were well decorated and spacious. The breakfast left a little to be desired, but we made due."
United States
Tracy
The price is P7,375
P8,238 total
includes taxes & fees
Apr 8 - Apr 9
Quality Inn & Suites Northampton - Amherst

Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (781 reviews)
"great location and charm"
United States
Richard
The price is P14,933
P16,680 total
includes taxes & fees
Mar 29 - Mar 30
Inn on Boltwood
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.
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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. In Chesterfield, there are 2 hotels and other accommodations to choose from. Find out more about Chesterfield.
What should I see while I'm in Chesterfield?
Natural beauty is on display at Chesterfield Gorge, Westfield River, and Knightville Dam & Reservation. 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.

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