Chesterfield Hotels

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Our top choices for Chesterfield hotels

1. Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst
3.0 star property
Northampton
9.2 out of 10, Wonderful, (1,008 reviews)
"Nice, clean, room; friendly staff; good breakfast options"
United States
Erik
The price is P9,255
P10,338 total
includes taxes & fees
Nov 29 - Nov 30
Fairfield Inn & Suites Springfield Northampton/Amherst

2. Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst
2.5 star property
Hadley
9.2 out of 10, Wonderful, (1,000 reviews)
"We stayed in a spacious, clean bedroom. The staff was friendly and the breakfast had many options"
United States
Claudia
The price is P7,664
P8,561 total
includes taxes & fees
Dec 9 - Dec 10
Comfort Inn & Suites Hadley - Amherst

3. Hotel Northampton

Hotel Northampton
3.5 star property
Northampton
9.2 out of 10, Wonderful, (1,001 reviews)
"nice place to stay in the heart of downtown Northampton"
United States
Beth
The price is P11,898
P13,291 total
includes taxes & fees
Nov 27 - Nov 28
Hotel Northampton

4. The Ellery

The Ellery
3.5 star property
Northampton
9.4 out of 10, Exceptional, (1,012 reviews)
"great and quaint stay"
United States
Adalie
The price is P6,367
P7,112 total
includes taxes & fees
Dec 9 - Dec 10
The Ellery

5. River Valley Inn

River Valley Inn
2.0 star property
West Hatfield
8.4 out of 10, Very good, (307 reviews)
"Super friendly and helpful staff, convenient parking, decently sized room."
United States
Brandon
The price is P5,920
P6,613 total
includes taxes & fees
Nov 29 - Nov 30
River Valley Inn

6. Hampton Inn Hadley-Amherst Area

Hampton Inn Hadley-Amherst Area
2.5 star property
Hadley
9.0 out of 10, Wonderful, (1,001 reviews)
"SPacious room, indoor pool, easy drive to Northampton. We enjoyed our stay."
United States
Esther
The price is P8,240
P9,204 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Hadley-Amherst Area

7. Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst
3.0 star property
Hadley
9.4 out of 10, Exceptional, (850 reviews)
"Great breakfast, excellent staff"
United States
Jenny
The price is P9,239
P10,320 total
includes taxes & fees
Nov 29 - Nov 30
Homewood Suites by Hilton Hadley Amherst

8. Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst
2.5 star property
Northampton
7.2 out of 10, Good, (1,001 reviews)
"The hotel is a great place to stay for a trip in this area."
United States
Ni-Ling
The price is P7,474
P8,348 total
includes taxes & fees
Dec 3 - Dec 4
Quality Inn & Suites Northampton - Amherst

9. Hotel UMass

Hotel UMass
2.5 star property
Amherst
9.0 out of 10, Wonderful, (1,001 reviews)
"Lovely room, great location, staff excellent"
United States
Lyla
The price is P6,940
P7,840 total
includes taxes & fees
Dec 1 - Dec 2
Hotel UMass

10. D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2,098 reviews)
"Very beautiful area and close to the places that we needed to be by."
Canada
Kelvin
The price is P7,416
P8,677 total
includes taxes & fees
Dec 6 - Dec 7
D. Hotel Suites & Spa

11. Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (710 reviews)
"Super clean room, excellent temperature control wihh the the room a/c. Breakfast was hot and fresh, eggs, sausage, fruit, yogurts, oatmeal with all the toppings"
United States
Caroline
The price is P7,913
P8,839 total
includes taxes & fees
Dec 9 - Dec 10
Fairfield Inn & Suites Springfield Holyoke

12. 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, (1,016 reviews)
"Reasonably priced and reliably good. And you can easily walk to Dunkin and Yankee Candle Village."
United States
Daniela
The price is P5,621
P6,279 total
includes taxes & fees
Dec 13 - Dec 14
Red Roof Inn PLUS+ South Deerfield – Amherst

13. Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (552 reviews)
"Fantastic stay with comfortable bed, beautiful setting, wonderful breakfast, and delightful staff."
United States
John
The price is P11,968
P13,368 total
includes taxes & fees
Nov 23 - Nov 24
Old Mill Inn

14. Tru by Hilton Chicopee Springfield

Tru by Hilton Chicopee Springfield
2.5 star property
Chicopee
9.0 out of 10, Wonderful, (1,000 reviews)
"Was a great stay, very clean, quiet, and breakfast was good."
United States
Jose
The price is P6,902
P7,830 total
includes taxes & fees
Nov 22 - Nov 23
Tru by Hilton Chicopee Springfield

15. Courtyard by Marriott Hadley Amherst

Courtyard by Marriott Hadley Amherst
3.0 star property
Hadley
9.0 out of 10, Wonderful, (790 reviews)
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United States
Eric
The price is P9,052
P10,111 total
includes taxes & fees
Nov 17 - Nov 18
Courtyard by Marriott Hadley Amherst

16. Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield
2.5 star property
Greenfield
8.6 out of 10, Excellent, (982 reviews)
"Very convenient to dining and shopping."
United States
Sarah
The price is P11,152
P12,457 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Greenfield

17. TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.6 out of 10, Exceptional, (115 reviews)
"What a lovely property- such a great place to stay when in the Amherst area - staff is excellent- the rooms are all perfect and the amenities are outstanding"
United States
Sarah
The price is P9,042
P10,100 total
includes taxes & fees
Dec 9 - Dec 10
TownePlace Suites by Marriott Hadley Amherst

18. Inn on Boltwood

Inn on Boltwood
3.0 star property
Amherst
9.4 out of 10, Exceptional, (902 reviews)
"the wonderful stay!"
United States
Yong
The price is P12,973
P14,491 total
includes taxes & fees
Dec 9 - Dec 10
Inn on Boltwood

19. Hampton Inn Westfield

Hampton Inn Westfield
2.5 star property
Westfield
8.4 out of 10, Very good, (935 reviews)
"It was a good family hotel."
United States
Shaleen
The price is P7,401
P8,267 total
includes taxes & fees
Dec 1 - Dec 2
Hampton Inn Westfield

20. Homewood Suites by Hilton Holyoke-Springfield/North

Homewood Suites by Hilton Holyoke-Springfield/North
3.0 star property
Holyoke
9.0 out of 10, Wonderful, (1,000 reviews)
"Just renovated hotel was very nice and comfortable"
United States
John
The price is P9,803
P10,950 total
includes taxes & fees
Dec 11 - Dec 12
Homewood Suites by Hilton Holyoke-Springfield/North
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.

Hotels recommended for families in Chesterfield

Stay near popular Chesterfield attractions

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.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
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

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. In Chesterfield, there are 3 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, Oak Hill, 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.

Where is the best place to stay in Chesterfield?

Located 21.7 mi (34.9 km) from the heart of Chesterfield, Berkshire Mountain Lodge is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are D. Hotel Suites & Spa and Hampton Inn West Springfield. See all available top hotels, or vacation rentals in Chesterfield.