Find hotels in Chesterfield, MA from NT$2,646

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Our top choices for Chesterfield hotels

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (130 reviews)
"Beautiful comfortable home with many thoughtful touches"
United States
Rachel
The price is NT$2,841
NT$4,720 total
includes taxes & fees
Feb 8 - Feb 9
Blooming Inn

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield
2.5 star property
Westfield
7.2 out of 10, Good, (911 reviews)
"Staff was very friendly. Everything was clean and well kept. Small hotel but very cozy and quiet."
United States
Gloria
The price is NT$2,754
NT$3,076 total
includes taxes & fees
Feb 27 - Feb 28
Quality Inn Westfield - Springfield

Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very Good, (825 reviews)
"I will stay again"
United States
Jailene
The price is NT$3,864
NT$4,316 total
includes taxes & fees
Feb 26 - Feb 27
Hampton Inn Westfield

Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (762 reviews)
"It is a beautiful and historic property with an amazing restaurant and bar."
United States
Kelly
The price is NT$6,497
NT$7,258 total
includes taxes & fees
Feb 8 - Feb 9
Inn on Boltwood

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (81 reviews)
"it was a lovely hotel, hot tub was perfect after the day of skiing, everything very clean and new and lovely breakfast. All staff were very nice."
United States
Laura Pearson
The price is NT$4,163
NT$4,650 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Hotel UMass

Hotel UMass
2.5 star property
Amherst
8.8 out of 10, Excellent, (1,003 reviews)
"Friendly staff, access to a meal during a snowstorm, under-roof parking also during a snowstorm and a very clean room."
United States
Kevin
The price is NT$3,960
NT$4,458 total
includes taxes & fees
Feb 9 - Feb 10
Hotel UMass

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (665 reviews)
" Nice staff - beautiful hotel!"
United States
MARY
The price is NT$4,327
NT$4,833 total
includes taxes & fees
Feb 27 - Feb 28
Hilton Garden Inn Lenox Pittsfield

Courtyard by Marriott Hadley Amherst

Courtyard by Marriott Hadley Amherst
3.0 star property
Hadley
9.0 out of 10, Wonderful, (690 reviews)
"My son and I stayed during a big snow storm, staff not only got us checked in early but were super friendly and helpful. Hotel was also relatively spotless and clean given the circumstances with the storm."
United States
William
The price is NT$4,508
NT$5,036 total
includes taxes & fees
Feb 9 - Feb 10
Courtyard by Marriott Hadley Amherst

Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
3.0 star property
Hadley
9.4 out of 10, Exceptional, (728 reviews)
"The room was efficient, clean and spacious. The pool was great and so was the breakfast. "
United States
Julianne
The price is NT$4,409
NT$4,925 total
includes taxes & fees
Feb 12 - Feb 13
Homewood Suites by Hilton Hadley Amherst

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (821 reviews)
"Great staff, beautiful hotel. Would definitely recommend "
United States
Shawn
The price is NT$4,697
NT$5,247 total
includes taxes & fees
Feb 8 - Feb 9
Hotel On North

Elm Motel

Elm Motel
2.0 star property
Westfield
7.2 out of 10, Good, (123 reviews)
"Very clean, lacking bathroom and bathroom storage. Good price."
United States
Daniel
The price is NT$3,125
NT$3,490 total
includes taxes & fees
Feb 24 - Feb 25
Elm Motel

Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
Hadley
9.0 out of 10, Wonderful, (975 reviews)
"Best hotel in the area, hands down"
United States
alexander
The price is NT$3,908
NT$4,365 total
includes taxes & fees
Feb 17 - Feb 18
Hampton Inn Hadley-Amherst Area

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (355 reviews)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is NT$3,184
NT$3,557 total
includes taxes & fees
Mar 8 - Mar 9
The Central Downtown Inn & Suites

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (827 reviews)
"Very comfortable and very close to ski slope and restaurants"
United States
Frederick
The price is NT$3,111
NT$4,179 total
includes taxes & fees
Feb 8 - Feb 9
Berkshire Mountain Lodge

Black Walnut Inn

Black Walnut Inn
2.0 star property
North Amherst
9.8 out of 10, Exceptional, (101 reviews)
"Enjoyable stay with a warm environment. Enjoyed the breakfast which was well prepared based on my order choice and request. Would stay again!"
United States
Karri
Black Walnut Inn

The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (144 reviews)
"Staff was great, very clean, Breakfast was terrific"
United States
michael
The price is NT$5,477
NT$6,118 total
includes taxes & fees
Feb 6 - Feb 7
The Trail in Adams - Berkshires’ Art Hotel

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.8 out of 10, Exceptional, (62 reviews)
"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 NT$4,688
NT$5,237 total
includes taxes & fees
Feb 12 - Feb 13
TownePlace Suites by Marriott Hadley Amherst

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (842 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is NT$2,711
NT$3,028 total
includes taxes & fees
Feb 8 - Feb 9
Berkshire Inn

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is NT$6,778
NT$7,164 total
includes taxes & fees
Feb 10 - Feb 11
Harbour House Inn

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, (1,001 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is NT$3,216
NT$3,592 total
includes taxes & fees
Mar 7 - Mar 8
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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

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Hotels in Chesterfield with star-rating

Find out more about Chesterfield

Top reasons to visit Chesterfield

  • Outdoor Adventure: Chesterfield is perfect for skiing, water rafting, and exploring national and state parks, catering to adventure seekers.
  • Charming Towns: Discover picturesque market towns nearby, offering a friendly atmosphere and local charm.
  • Cultural Experiences: Visit historic colleges and universities, and enjoy local music venues for a taste of the community.
  • Family-Friendly Activities: Chesterfield provides a variety of fun options for families, ensuring everyone has a memorable visit.
  • Diverse Accommodations: Choose from family-friendly hotels to unique agritourism properties, all equipped with modern amenities.

Find great hotels near Chesterfield

Explore a variety of lodging options in Chesterfield, Massachusetts, perfect for both business and leisure travelers. From family-friendly accommodations to pet-friendly stays, you'll find hotels equipped with modern amenities, including EV charging stations. Whether you're seeking the best hotels or charming agritourism properties, Chesterfield offers a unique vacation experience tailored to your needs.

  • Red Roof Inn PLUS+ West Springfield: Experience a warm and welcoming atmosphere at Red Roof Inn PLUS+ West Springfield, located 33.8km from Chesterfield. This hotel is perfect for travelers seeking a pet-friendly and LGBTQIA-friendly environment. The property proudly partners with LGBTQI travel guides, ensuring an inclusive experience for all guests. Amenities include in-room pet accommodations for dogs and cats, with specific policies for service animals. Enjoy a comfortable stay with modern conveniences and easy access to local attractions, making it an ideal choice for those traveling with furry companions.
  • Red Roof Inn PLUS+ South Deerfield – Amherst: Situated 20.9km from Chesterfield, Red Roof Inn PLUS+ South Deerfield – Amherst offers a cozy retreat for travelers looking for a pet-friendly and LGBTQIA-welcoming getaway. This hotel is also affiliated with LGBTQI travel guides, emphasizing its commitment to inclusivity. Guests can enjoy the convenience of in-room pet policies that allow dogs and cats, ensuring your four-legged friends feel at home. With its welcoming atmosphere and modern amenities, this hotel is a great choice for those wanting to explore the beautiful surrounding area.
  • Quality Inn West Springfield: Located 33.8km from Chesterfield, Quality Inn West Springfield caters to business travelers, families, and pet owners alike. This hotel offers essential amenities for children, including free cribs and a first aid kit, ensuring a family-friendly experience. Pets are welcome, with specific policies for dogs, making it a suitable choice for guests traveling with their furry friends. The hotel balances comfort and functionality, providing a reliable stay with easy access to local businesses and attractions, making it perfect for both work and play.

Where to stay near Chesterfield

Chesterfield, Massachusetts, offers an enchanting blend of adventure and relaxation, perfect for outdoor enthusiasts and families alike. Explore nearby charming market towns, enjoy clean air, and embrace the friendly atmosphere. Don't miss the local music venues and shopping malls, where you can experience the vibrant community. With its mix of family-friendly vibes and outdoor activities, Chesterfield is an ideal destination for travelers seeking a memorable getaway.

  • Northampton: Located 17.7km from Chesterfield, Northampton is a vibrant city known for its rich cultural scene and outdoor adventures. With visitor numbers peaking in April, July, and September, the city offers an engaging atmosphere year-round. Travelers flock here for its historic and modern colleges, along with opportunities for skiing and various outdoor activities. The local landmarks, including educational institutions and event venues, provide a unique experience for visitors eager to explore art, history, and nature.
  • Western Massachusetts: Just 3.2km away from Chesterfield, Western Massachusetts is a picturesque region perfect for outdoor enthusiasts. With a peak travel season in July and August, it invites visitors to enjoy its stunning scenery and romantic settings. The area is renowned for its ski fields and resorts, making it a winter wonderland during the colder months. Local attractions such as lakes, mountains, and national state parks provide ample opportunities for hiking, skiing, and enjoying the natural beauty of the landscape.
  • Williamsburg: Located 9.7km from Chesterfield, Williamsburg is a charming city that attracts visitors seeking adventure and scenic views. With travel peaks in June, July, and September, it offers a variety of outdoor experiences, including skiing and exploring local mountains. The proximity to modern colleges and beautiful lakes enhances its appeal. Whether you're hiking or simply enjoying the breathtaking landscapes, Williamsburg provides a perfect backdrop for a memorable vacation.

Things to do near Chesterfield

Chesterfield, Massachusetts, is an ideal destination for adventure and outdoor activities. Visitors can enjoy skiing at local resorts, water rafting for an exhilarating experience, and excursions to explore the charming town. The Westport Event Center offers additional recreational options, ensuring a fun-filled vacation for sports enthusiasts and nature lovers alike.

Shopping

For a unique shopping experience in Chesterfield, visit Montague Bookmill, a charming bookstore 22.5km away. If you're up for a drive, Don Muller Gallery, located 19.3km away, offers stunning local art, while Richardson's Candy Kitchen, 25.7km away, is perfect for sweet treats and gifts.

Recreation

Explore the serene Land of Providence, a recreational area perfect for relaxation and rejuvenation, just 16.1km from Chesterfield. For a cultural experience, visit Jacob's Pillow, a renowned dance venue 27.4km away, offering romance and entertainment. Catch a thrilling game at Mullins Center, 25.7km away, for sports vibes.

Adventure

Experience the breathtaking views on the Skyline Trail, a hiking paradise located 16.1km from Chesterfield. For winter sports enthusiasts, the Blandford Ski Area, situated 22.5km away, offers thrilling skiing adventures. Meanwhile, the Central Rock Climbing Center, 20.9km from Chesterfield, provides an exhilarating climbing experience for all skill levels.

Nightlife

Experience the vibrant nightlife in Chesterfield with a visit to the Academy of Music Theater for a romantic show, or enjoy family fun at Spare Time Bowling. For a unique performance, check out the Double Edge Theatre, where culture and entertainment come to life.

*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 on your trip to Chesterfield, consider visiting during the cheaper months of March and December to January, and aim for a Tuesday stay, as it’s the least expensive day. Utilize Expedia to find budget-friendly accommodations by filtering for the best deals, including package options that combine flights and hotel stays. Additionally, explore free local activities and take advantage of public transport to minimize costs. Keep an eye out for special deals on holiday homes and EV parking to enhance your experience while keeping expenses low.

  • 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 options according to your budget, desired location, and preferred hotel category. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by booking a package through Expedia that combines your Chesterfield hotel stay with your flights and activities.

Find the best attractions in and around Chesterfield

Chesterfield, Massachusetts, is an ideal destination for adventure seekers and outdoor enthusiasts. Visitors can explore a variety of attractions, including historic and modern colleges and universities, as well as national and state parks. Whether you're looking for outdoor activities, cultural experiences, or family-friendly fun, Chesterfield offers a diverse range of points of interest that will make your visit memorable.

  • Smith College: Explore the charming campus of Smith College, a historic institution rich in culture. With stunning gardens, art galleries, and unique architecture, it's a perfect spot for leisurely strolls and admiring the academic atmosphere.
  • University of Massachusetts Amherst: Experience the vibrant energy of UMass Amherst, a thriving modern university. Enjoy the lively campus life, diverse dining options, and cultural events, all set against a backdrop of contemporary architecture in a bustling college town.
  • Chesterfield Gorge: Discover the breathtaking beauty of Chesterfield Gorge, a natural wonder offering scenic views and outdoor adventures. Hike along the trails, enjoy the tranquility of the gorge, and witness the stunning landscapes that change with the seasons.

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.

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

To visit Chesterfield, Massachusetts, you can fly into three major airports. Bradley International Airport (BDL) in Hartford, CT is 53.1km away and offers nearby hotels such as the DoubleTree by Hilton Hartford – Bradley Airport, 1.6km from the airport, and Simsbury 1820 House, 11.3km away. Albany International Airport (ALB) is 88.5km from Chesterfield, with options like Park Manor Hotel and The Landing Hotel at Rivers Casino, both 12.9km away. Lastly, Worcester Regional Airport (ORH) is 80.5km distant, featuring hotels like Beechwood Hotel and AC Hotel by Marriott, both within 8.0km. Each hotel provides convenient access to its respective 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 Holiday Inn & Suites Pittsfield-Berkshires by IHG. 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.
Where can I learn more about changing or cancelling my trip to Chesterfield?
For additional details about rescheduling or cancelling your trip to Chesterfield, click here.
Where is the best place to stay close to Chesterfield Gorge?
Fiddlehead Inn is one of the top choices for your stay based on our traveler data, and this 3-star inn offers a restaurant and free parking. It's located 2.9 mi (4.7 km) from Chesterfield Gorge. Another good choice is Charming Farmhouse - quiet, private & peaceful, located 3 mi (4.9 km) away.
What's the best hotel for staying near Logan International Airport (BOS)?
Hilton Boston Logan Airport is a popular 4-star hotel featuring a restaurant and an indoor pool. It's located a short 0.2 mi (0.4 km) from Logan Intl. Airport. Other accommodations close to the airport are Hyatt Regency Boston Harbor and Embassy Suites Boston Logan Airport.
What is staying in Chesterfield like?
Visitors can enjoy all that Chesterfield has to offer including the restaurants, shopping, and parks. There are 506 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.

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