Find Extended Stay Hotels in Chesterfield, MA

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Top Chesterfield Extended Stay Hotels | Reserve now, pay later

Our top choices for Chesterfield hotels with a kitchen

Indoor pool
D. Hotel Suites & Spa

D. Hotel Suites & Spa

D. Hotel Suites & Spa
3.0 star property
Holyoke
9.2 out of 10, Wonderful, (2253)
"Stayed 3 nights, really great hotel and value. "
United States
Vince
$121 nightly
The price is $135
Dec 15 - Dec 16
Total with taxes and fees
D. Hotel Suites & Spa
Front of property
Blooming Inn

Blooming Inn

Blooming Inn
3.0 star property
Shelburne Falls
9.2 out of 10, Wonderful, (124)
"Excellent! Really fun space with beautiful objects all around you. One of a kind, well run, seamless experience. "
United States
Ben
$114 nightly
The price is $122
Dec 15 - Dec 16
Total with taxes and fees
Blooming Inn
Exterior
Candlewood Suites West Springfield by IHG

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, (800)
"Love the staff"
United States
Sherry
$84 nightly
The price is $96
Jan 4 - Jan 5, 2026
Total with taxes and fees
Candlewood Suites West Springfield by IHG
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
$85 nightly
The price is $95
Dec 15 - Dec 16
Total with taxes and fees
The Central Downtown Inn & Suites
Fridge, microwave, stovetop, dishwasher
Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (788)
"This place is so peaceful and the staff is always helpful "
United States
Leona
$108 nightly
The price is $120
Jan 12 - Jan 13, 2026
Total with taxes and fees
Berkshire Mountain Lodge
Terrace/patio
Homewood Suites by Hilton 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, (712)
"great location and huge room, very nice hotel suite!"
United States
Lihong
$138 nightly
The price is $154
Jan 6 - Jan 7, 2026
Total with taxes and fees
Homewood Suites by Hilton Hadley Amherst
Property amenity
TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst

TownePlace Suites by Marriott Hadley Amherst
3.0 star property
Hadley
9.8 out of 10, Exceptional, (57)
"The property is very clean and pet friendly. The staff were very friendly and professional. I will definitely stay here again."
United States
Diana
$149 nightly
The price is $166
Dec 21 - Dec 22
Total with taxes and fees
TownePlace Suites by Marriott Hadley Amherst
Room, River View (The Williamsburg Suite) | Private kitchen | Coffee/tea maker, cleaning supplies, paper towels
Old Mill Inn

Old Mill Inn

Old Mill Inn
3.0 star property
Hatfield
9.4 out of 10, Exceptional, (500)
"Loved our stay! "
United States
Jay
$172 nightly
The price is $193
Dec 15 - Dec 16
Total with taxes and fees
Old Mill Inn
Exterior
Residence Inn by Marriott West Springfield

Residence Inn by Marriott West Springfield

Residence Inn by Marriott West Springfield
3.0 star property
West Springfield
8.6 out of 10, Excellent, (522)
"Yes, very clean room and staff was great "
United States
Nicolas
$125 nightly
The price is $143
Dec 18 - Dec 19
Total with taxes and fees
Residence Inn by Marriott West Springfield
Exterior
Homewood Suites by Hilton Holyoke-Springfield/North

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, (1001)
"We enjoyed the large pool and hot tub. The breakfast staff were really friendly and helpful."
United States
Emory
$119 nightly
The price is $133
Dec 21 - Dec 22
Total with taxes and fees
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.
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Expand your search

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Frequently asked questions

Why book an extended stay hotel in Chesterfield through Expedia?
If you're searching for a long-term rental for your extended stay in Chesterfield, Expedia's got you covered. Tailor your search results by amenities, location and price to find your ideal long-term stay. Some of these quality properties may even offer weekly rates. Want to know how to snag the best deals? Become an Expedia member for free and save a ton of cash with special offers — plus you'll receive reward points on every booking. Our extended stay hotels in Chesterfield come with amenities like kitchens and recreational facilities, so even though you're miles away, you can still experience the comforts of home.
What can I expect from an extended stay hotel?
Book an extended stay hotel in Chesterfield and spend as much time as you need experiencing this exciting destination. Along with being able to stay a couple of weeks or more, these types of properties include conveniences designed to make your trip a comfortable one. Recreational facilities, kitchens and laundry areas are just the beginning. To find your perfect extended stay hotel, use Expedia's handy filters to search for properties based on star rating, amenities and more. Often with discounted weekly rates, extended stay hotels can be more cost-efficient than standard hotel options.

Top Chesterfield Hotel Reviews

D. Hotel Suites & Spa

D. Hotel Suites & Spa

10/10 Excellent
"Stayed 3 nights, really great hotel and value. "
Vince 3-night trip
Posted 2 days ago
D. Hotel Suites & Spa

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