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Featured Canaan 3 Star hotels

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
The price is CA $115 per night from Nov 15 to Nov 16
CA $115
CA $144 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,851 reviews)
"The staff were super kind and helpful, however there were some concerns. The indoor pool was closed because there were too many pool chemicals in it, which was tough since that was a primary reason for choosing this property. This meant that the families with children were relegated to the hot tub ..."

Reviewed on Nov 14, 2026

Opens in a new windowVacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from Dec 6 to Dec 7
CA $110
CA $154 total
Dec 6 - Dec 7
includes taxes & fees
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowBerkshire Mountain Lodge
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
The price is CA $158 per night from Nov 15 to Nov 16
CA $158
CA $204 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,001 reviews)
"Beautiful and affordable. Pool will not have towels so bring them from your room, staff will not help you get towels."

Reviewed on Nov 13, 2026

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

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Nov 16 to Nov 17
CA $165
CA $184 total
Nov 16 - Nov 17
includes taxes & fees
Book a stay at this family-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (985 reviews)
"Lovely, comfortable, large rooms and space. Hotel unable to accommodate my request to change my somewhat noisy room with adjacent elevator and large event."

Reviewed on Nov 13, 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
The price is CA $225 per night from Nov 29 to Nov 30
CA $225
CA $322 total
Nov 29 - Nov 30
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,001 reviews)
"We loved the place & desk staff . Breakfast room staff was curt and dismissive."

Reviewed on Nov 13, 2026

Opens in a new windowThe Red Lion Inn
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Nov 17 to Nov 18
CA $150
CA $168 total
Nov 17 - Nov 18
includes taxes & fees
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Opens in a new windowBerkshires Untold
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
The price is CA $152 per night from Dec 13 to Dec 14
CA $152
CA $169 total
Dec 13 - Dec 14
includes taxes & fees
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

3 out of 5
249 Stockbridge Rd Great Barrington MA
Fully refundableReserve now, pay when you stay
The price is CA $229 per night from Nov 18 to Nov 19
CA $229
CA $256 total
Nov 18 - Nov 19
includes taxes & fees
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Opens in a new windowFairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
203 Main St Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $243 per night from Nov 15 to Nov 16
CA $243
CA $278 total
Nov 15 - Nov 16
includes taxes & fees
Stay at this B&B in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular ...
Opens in a new windowThe Cornell Inn, Lenox & The Berkshires
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd Hancock MA
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Nov 15 to Nov 16
CA $191
CA $214 total
Nov 15 - Nov 16
includes taxes & fees
Stay at this hotel in Hancock. Enjoy free parking, 2 hot tubs, and breakfast (surcharge). Our guests praise the property condition in our reviews. Popular attractions ...
Opens in a new windowJiminy Peak Mountain Resort
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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!

Recent Canaan hotel reviews by fellow wanderers