Find and compare 3 Star hotels in Chatham

Name: Jiminy Peak Mountain Resort
Price range: $166 total
Rating: 8.2

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Top Chatham 3 Star hotels

Berkshire Mountain Lodge

8 Dan Fox Dr, Pittsfield, MA

Fully refundableReserve now, pay when you stay

$113 nightly

$126 total

Sep 29 - Sep 30

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, ...

8.8/10 Excellent! (656 reviews)

"Clean and spacious one bedroom suite with well stocked kitchen. Large indoor pool and outdoor year round Jacuzzi are wonderful. Also very affordable. Second time staying here and will stay here again."

Reviewed on Sep 25, 2025

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Williamstown, MA

Fully refundableReserve now, pay when you stay

$128 nightly

$143 total

Sep 29 - Sep 30

Total with taxes and fees

This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks ...

8.6/10 Excellent! (2,012 reviews)

"Always very relaxing. Kids love the pool and we enjoy the hot tub and views"

Reviewed on Sep 21, 2025

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

190 Meadow Street, South Lee, MA

Fully refundableReserve now, pay when you stay

$142 nightly

$159 total

Oct 2 - Oct 3

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! (735 reviews)

Reviewed on Sep 22, 2025

Four Points by Sheraton Albany

3 Mount Hope Way, Albany, NY

Fully refundableReserve now, pay when you stay

$139 nightly

$159 total

Sep 30 - Oct 1

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 and free WiFi in public ...

8.8/10 Excellent! (513 reviews)

"Just a lovely place by the airport like 15 minutes. Comfy bed and very quiet. All the staff were exceptionally nice. In the bar I had Andrew as my bartender. He made me the most wonderful drink and wrote down for me how he made it!! He was very entertaining and nice! I will definitely stay there ..."

Reviewed on Sep 21, 2025

Berkshires Untold

194 Pittsfield Rd, Lenox, MA

Fully refundableReserve now, pay when you stay

$128 nightly

$143 total

Sep 29 - Sep 30

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! (727 reviews)

"Ggg"

Reviewed on Sep 20, 2025

The Red Lion Inn

30 Main Street, Stockbridge, MA

Fully refundableReserve now, pay when you stay

$215 nightly

$241 total

Sep 29 - Sep 30

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! (1,007 reviews)

"A great place if you appreciate and like history. The lobby is filled with antiques and the porch is great to rock in a chair and sip some wine. Parking is no issue and you can walk to local restaurants and shops."

Reviewed on Sep 16, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street, Pittsfield, MA

Fully refundableReserve now, pay when you stay

$98 nightly

$110 total

Oct 5 - Oct 6

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 and free WiFi in public ...

7.8/10 Good! (880 reviews)

"Valerie at the front desk and who checked me in was above and beyond in customer service. She checked to see if I had a IGH account—which I did but had forgotten, and reminded me about the points and promotions. This Holiday Inn is a well managed property. Thank you"

Reviewed on Sep 18, 2025

Hotel On North

297 North Street, Pittsfield, MA

Fully refundableReserve now, pay when you stay

$179 nightly

$200 total

Oct 5 - Oct 6

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 ...

9.4/10 Exceptional! (772 reviews)

"everything-loved it!"

Reviewed on Sep 21, 2025

The Black Swan Lee - Lenox, an Ascend Collection Hotel

435 Laurel St, Lee, MA

$115 nightly

$128 total

Oct 27 - Oct 28

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...

9/10 Wonderful! (1,011 reviews)

"great location. so nice to wake up to the view of the lake and have kayaks on property to rent. within a short drive of everything. staff was very nice and informative. downsides are you can hear everything through the front door. it’s hard to stay quiet enough for your neighbors. also no water pressure ..."

Reviewed on Sep 22, 2025

Jiminy Peak Mountain Resort

37 Corey Rd, Hancock, MA

Fully refundableReserve now, pay when you stay

$149 nightly

$166 total

Oct 19 - Oct 20

Total with taxes and fees

Ski-in/ski-out access, 2 restaurants, and 2 outdoor tennis courts are all featured at this smoke-free condo resort. Take advantage of ski lessons, ski rentals ...

8.2/10 Very Good! (979 reviews)

"Cool"

Reviewed on Sep 19, 2025

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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.

3 Star Hotels Chatham

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 Chatham 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 Chatham 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 Chatham today!