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Top Chester 3 Star hotels

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
Fully refundable
$150 nightly
The price is $168 total per night from Apr 14 to Apr 15
$168 total
Apr 14 - Apr 15
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. You'll appreciate the gym, bar/lounge, and laundry ...
9.4/10 Exceptional! (2,251 reviews)
Easy check in along with a nice breakfast that extended later in the morning.

Reviewed on Apr 12, 2026

Opens in a new windowD. Hotel Suites & Spa
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $120 total per night from May 12 to May 13
$120 total
May 12 - May 13
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, ...
9/10 Wonderful! (905 reviews)
Very friendly staff. The hotel and property was very clean and well maintained the outside. The outside Jacuzzi was amazing. The pool was great very nice hotel all the way around.

Reviewed on Apr 12, 2026

Opens in a new windowBerkshire Mountain Lodge
Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst

3 out of 5
115A Conz Street Northampton MA
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $170 total per night from Apr 19 to Apr 20
$170 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with ...
9.2/10 Wonderful! (1,006 reviews)
Yes very good

Reviewed on Apr 10, 2026

Opens in a new windowFairfield Inn & Suites Springfield Northampton/Amherst
The Ellery

The Ellery

3.5 out of 5
259 Elm Street Northampton MA
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $155 total per night from Apr 28 to Apr 29
$155 total
Apr 28 - Apr 29
Total with taxes and fees
This hotel features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A garden, a lobby fireplace, and a picnic ...
9.2/10 Wonderful! (1,009 reviews)
A charming little hotel, with tasteful decor. The breakfast is delicious — fresh homemade Greek yogurt, fruits and granola, avocado toast and cereals. The best part is the staff — attentive and friendly!!

Reviewed on Apr 10, 2026

Opens in a new windowThe Ellery
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
$130 nightly
The price is $145 total per night from Apr 29 to Apr 30
$145 total
Apr 29 - Apr 30
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate ...
9/10 Wonderful! (870 reviews)
We stayed in 2 bedroom villa and we had a lovely time. Very spacious.

Reviewed on Apr 13, 2026

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundable
$118 nightly
The price is $132 total per night from May 11 to May 12
$132 total
May 11 - May 12
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
8/10 Very Good! (1,003 reviews)
Great dinner, nice room. Only complaint is that none of the 3 elevators would come to the 6 floor in the morning. It was a long walk with our baggage.

Reviewed on Apr 4, 2026

Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $97 total per night from Apr 14 to Apr 15
$97 total
Apr 14 - Apr 15
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby ...
9/10 Wonderful! (895 reviews)
We did not see a pool

Reviewed on Apr 8, 2026

Opens in a new windowBerkshires Untold
Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $153 total per night from Apr 16 to Apr 17
$153 total
Apr 16 - Apr 17
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's ...
9.6/10 Exceptional! (843 reviews)
Charming hotel in the middle of Pittsfield. Love the art, decor and overall fell. Rooms are charming and cozy. Staff is friendly and welcoming. Great spot to stay with the kids (playroom downstairs is awesome). Love the touch of complementary coffee/tea/hot chocolate - always beautifully stocked ...

Reviewed on Apr 9, 2026

Opens in a new windowHotel On North
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $211 total per night from Apr 21 to Apr 22
$211 total
Apr 21 - Apr 22
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi ...
8.8/10 Excellent! (1,003 reviews)
Very nice experience at this historic hotel. Very clean rooms. My one complaint is that we had a room with a fireplace (which was more expensive than a comparable room without a fireplace) but it was just plastic logs with lights. Quite a disappointment when expecting a propane fireplace.

Reviewed on Apr 13, 2026

Opens in a new windowThe Red Lion Inn
Fairfield Inn & Suites Springfield Holyoke

Fairfield Inn & Suites Springfield Holyoke

3 out of 5
229 Whiting Farms Road Holyoke MA
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $132 total per night from Apr 20 to Apr 21
$132 total
Apr 20 - Apr 21
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
9.2/10 Wonderful! (627 reviews)
*

Reviewed on Apr 12, 2026

Opens in a new windowFairfield Inn & Suites Springfield Holyoke
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3 Star Hotels Chester

Maybe you’ve got to travel for work, or perhaps you’re finally ready to book that much-deserved vacation—regardless, it’s time for you to get on a plane and you’re going to make the most of it. You’ve traveled enough to know how important a comfy bed and room service can be, so booking a hotel with all the amenities you need is a priority.

You can find 3 star hotels in Chester that keep you close to all the great sightseeing and activities around the area, or even book a place that’s a bit more secluded, if that’s what you prefer. No matter what you’re looking for—whether you’re all about the location or are invested in on-site perks--Travelocity will help you find the accommodation that works best for you.

When it comes to options, you’ll have them. The Chester 3 star hotels give you plenty of choices as far as access to the best areas, and many also offer a breakfast buffet, as well as plenty of other amenities like high-speed Wi-Fi and an on-site pool or spa.

Whatever you’re looking for on your next getaway, browse Travelocity’s big selection of hotels to ensure you get the best possible deal. Book one of the best 3 star hotels in Chester today!

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