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Top Canaan 3 Star hotels

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 31 to Jun 1
$120 total
May 31 - Jun 1
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! (921 reviews)
Spacious, comfortable, quiet rooms. Very pleasant and relaxing.

Reviewed on May 1, 2026

Opens in a new windowBerkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $103 total per night from May 4 to May 5
$103 total
May 4 - May 5
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! (923 reviews)
It’s all about the looks. The money was spent on the lobby, which is over-the-top and jarringly unexpected in what turned out to be an old exterior hallway 2-story motel. The hotel rooms are small, with modern beds squeezed in tight against the outer walls, requiring you to crawl over beds to reach ...

Reviewed on Apr 30, 2026

Opens in a new windowBerkshires Untold
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $123 total per night from May 3 to May 4
$123 total
May 3 - May 4
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 ...
8.8/10 Excellent! (2,343 reviews)
Great place, nice staff, large rooms, very nice and clean place.

Reviewed on May 1, 2026

Opens in a new windowVacation Village in the Berkshires
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
$186 nightly
The price is $208 total per night from May 4 to May 5
$208 total
May 4 - May 5
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
8.8/10 Excellent! (1,000 reviews)
The best!

Reviewed on Apr 29, 2026

Opens in a new windowThe Red Lion Inn
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
$145 nightly
The price is $162 total per night from May 3 to May 4
$162 total
May 3 - May 4
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 ...
9.2/10 Wonderful! (887 reviews)
We loved our stay at Oak ‘N Spruce. We are an extended family of 15, ranging in age from 3 to 91 years of age, who meet a couple of times a year in the Berkshires. We had 4 units, each with two king bedrooms (one unit was ADA compatible) and it worked out perfectly. We could not believe how much ...

Reviewed on Apr 27, 2026

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $166 total per night from May 3 to May 4
$166 total
May 3 - May 4
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! (846 reviews)
My wife and I both enjoyed our stay. The decor and atmosphere are very nice. The room was spacious. And the facilities were fun—I enjoyed the sitting area on the second floor with all the books, games, and puzzles.

Reviewed on Apr 27, 2026

Opens in a new windowHotel On North
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
Fully refundable
$114 nightly
The price is $128 total per night from May 11 to May 12
$128 total
May 11 - May 12
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! (1,000 reviews)
the place is beautiful and serene. The room is clean and they have all the amenities that you need. Room temperature is perfect.

Reviewed on Apr 14, 2026

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
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 17 to May 18
$132 total
May 17 - May 18
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! (1,000 reviews)
Staff was nice. Room was clean. Parking lot was under construction. Had to park offsite. Wasn't a total inconvenience. One elevator was broken and the wait time was long each time we were trying to use.

Reviewed on Apr 19, 2026

Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $195 total per night from May 6 to May 7
$195 total
May 6 - May 7
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
9.2/10 Wonderful! (620 reviews)
Standard Courtyard. All was good.

Reviewed on Apr 26, 2026

Opens in a new windowCourtyard by Marriott Lenox Berkshires
voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG

3.5 out of 5
60 S River St Coxsackie NY
Fully refundable
$152 nightly
The price is $170 total per night from May 5 to May 6
$170 total
May 5 - May 6
Total with taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 4 conference rooms, along ...
9.2/10 Wonderful! (363 reviews)
The location is a little bit out of the way but, that what makes this hotel special. Our check-in with Neal was quick and easy. Rooms were really nice. Breakfast was also nice and the bar was excellent. We fly into Columbia County Airport about four times a year and drop our passenger off and spend ...

Reviewed on Apr 28, 2026

Opens in a new windowvoco James Newbury Hudson Valley by IHG
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3 Star Hotels Canaan

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 Canaan 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 Canaan 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 Canaan today!

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