Chesterfield Hotels

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Our top choices for Chesterfield hotels

Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1002)
"Everything was perfect: clean room, great breakfast, courteous staff!"
United States
Tiffany
The price is P5,262
P5,970 total
includes taxes & fees
Jan 12 - Jan 13
Tru by Hilton Chicopee Springfield

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1004)
"Room was very comfortable and it was clean. Staff were nice and helpful. Christmas decorations were lovely!"
United States
Clare
The price is P5,458
P6,096 total
includes taxes & fees
Jan 5 - Jan 6
Holiday Inn & Suites Pittsfield-Berkshires by IHG

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2250)
"The room was clean quiet and breakfast is great!! "
United States
Amanda
The price is P6,091
P7,076 total
includes taxes & fees
Jan 13 - Jan 14
D. Hotel Suites & Spa

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1009)
"Clean room, great staff, and good options for breakfast."
United States
nancy
The price is P6,820
P7,618 total
includes taxes & fees
Feb 1 - Feb 2
Comfort Inn & Suites Hadley - Amherst

Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel
2.5 star property
West Springfield
9.6 out of 10, Exceptional, (114)
"New and still working some kinks out but overall a great stay. "
United States
Jesse
The price is P6,956
P7,961 total
includes taxes & fees
Jan 25 - Jan 26
Blue – A Modern Hotel, an Ascend Collection Hotel

The Ellery

The Ellery
3.5 star property
Northampton
9.2 out of 10, Wonderful, (931)
"Clean, lovely staff and breakfast "
United Kingdom
MICHAEL
The price is P7,245
P8,092 total
includes taxes & fees
Jan 11 - Jan 12
The Ellery

Hampton Inn West Springfield

Hampton Inn West Springfield
2.5 star property
West Springfield
8.2 out of 10, Very Good, (1002)
"nearby eateries"
United States
Majorie
The price is P6,228
P7,128 total
includes taxes & fees
Jan 5 - Jan 6
Hampton Inn West Springfield

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1003)
"Safe, clean rooms, decent breakfast "
United States
Neil
The price is P4,834
P5,400 total
includes taxes & fees
Feb 1 - Feb 2
Quality Inn Lee - Lenox South

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, (1002)
"Helpful and friendly staff, everything I needed was available and at hand, the room was spacious, and the location was perfect for my needs. "
United States
Max
The price is P5,033
P5,622 total
includes taxes & fees
Jan 6 - Jan 7
Red Roof Inn PLUS+ South Deerfield – Amherst

Courtyard by Marriott West Springfield

Courtyard by Marriott West Springfield
3.0 star property
West Springfield
9.2 out of 10, Wonderful, (589)
"Nice and very clean hotel ! "
United States
Morgan
The price is P6,956
P7,961 total
includes taxes & fees
Jan 19 - Jan 20
Courtyard by Marriott 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, (818)
"The room was clean and staff was friendly. "
United States
Brian
The price is P5,240
P5,997 total
includes taxes & fees
Feb 1 - Feb 2
Candlewood Suites West Springfield by IHG

Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
2.5 star property
Holyoke
9.2 out of 10, Wonderful, (601)
"Room was very clean, the breakfast was delicious!"
United States
William
The price is P6,947
P7,760 total
includes taxes & fees
Jan 4 - Jan 5
Fairfield Inn & Suites Springfield Holyoke

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (820)
"Very pet friendly and the night check in agent was super kind and friendly"
United States
olivia townsend
The price is P6,807
P7,604 total
includes taxes & fees
Jan 21 - Jan 22
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, (1002)
"Decent breakfast"
United States
Jennifer
The price is P5,504
P6,300 total
includes taxes & fees
Jan 11 - Jan 12
Best Western Springfield West Inn

Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
3.0 star property
Hadley
9.4 out of 10, Exceptional, (721)
"great location and huge room, very nice hotel suite!"
United States
Lihong
The price is P8,207
P9,168 total
includes taxes & fees
Feb 1 - Feb 2
Homewood Suites by Hilton Hadley Amherst

Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1005)
"Love staying on campus when we visit!"
United States
Joan
The price is P7,395
P8,326 total
includes taxes & fees
Jan 4 - Jan 5
Hotel UMass

Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
Hadley
9.0 out of 10, Wonderful, (963)
"Great welcome at front desk."
United States
RAYMAN
The price is P7,483
P8,359 total
includes taxes & fees
Feb 1 - Feb 2
Hampton Inn Hadley-Amherst Area

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (660)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is P7,529
P8,410 total
includes taxes & fees
Jan 9 - Jan 10
Hilton Garden Inn Lenox Pittsfield

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (906)
"Owner was very rude at check in"
United States
Robert
The price is P5,362
P5,990 total
includes taxes & fees
Feb 1 - Feb 2
Quality Inn Westfield - Springfield

Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1002)
"Nice historic inn! Great location, walk to restaurants and shopping!!"
United States
Helen
Hotel Northampton
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 Holiday Inn & Suites Pittsfield-Berkshires by IHG and Quality Inn West Springfield. 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 492 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, Chesterfield Gorge Reservation, and Westfield River. A couple of additional sights to add to your agenda are Chesterfield Public Library and Krug Sugarbush. 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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