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Featured Hillsdale 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
The price is CA $155 per night from Feb 19 to Feb 20
CA $155
CA $204 total
Feb 19 - Feb 20
includes taxes & fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (846 reviews)
The suite was lovely.. staff was friendly.. out door hot tub we amazing after day of snowboarding. Rooms very clean

Reviewed on Feb 17, 2026

Opens in a new windowBerkshire Mountain Lodge
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
The price is CA $140 per night from Feb 26 to Feb 27
CA $140
CA $157 total
Feb 26 - Feb 27
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (1,000 reviews)
Hotel listed their pool was not operational until Jan 31, but learned this was extended upon our arrival on Feb 15. This was an inconvenience as our kids were not happy not to have a pool. Entire hotel need an upgrade as our hot water took about 5 minutes to warm up each time along with other structural ...

Reviewed on Feb 17, 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
The price is CA $165 per night from Feb 19 to Feb 20
CA $165
CA $184 total
Feb 19 - Feb 20
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. ...
9/10 Wonderful! (859 reviews)
Really cute spaces. Comfy beds and great location.

Reviewed on Feb 16, 2026

Opens in a new windowBerkshires Untold
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
The price is CA $136 per night from Feb 22 to Feb 23
CA $136
CA $179 total
Feb 22 - Feb 23
includes taxes & fees
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in ...
9/10 Wonderful! (840 reviews)
Super clean spacious room!

Reviewed on Feb 15, 2026

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is CA $204 per night from Mar 10 to Mar 11
CA $204
CA $289 total
Mar 10 - Mar 11
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
Love the warmth and lobby’s wood-burning fireplace. Some of the amenities could be updated (EV chargers were broken, the fitness center was messy and missing weights) but there are few inns this charming in New England, and at this price level.

Reviewed on Feb 8, 2026

Opens in a new windowThe Red Lion Inn
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 $203 per night from Feb 26 to Feb 27
CA $203
CA $227 total
Feb 26 - Feb 27
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.6/10 Exceptional! (824 reviews)
Room was spotless, staff was amazing! Loved the bathroom setup! Will recommend and stay again!

Reviewed on Feb 9, 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
The price is CA $133 per night from Mar 15 to Mar 16
CA $133
CA $149 total
Mar 15 - Mar 16
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 ...
9/10 Wonderful! (1,000 reviews)
The room was immaculate, the bed was very comfortable and the setting for the inn is beautiful and serene. The staff was very courteous, the breakfast was very nice and the 24 hour coffee bar was an added plus. Wonderful Indian restaurant!

Reviewed on Feb 16, 2026

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
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
The price is CA $172 per night from Mar 15 to Mar 16
CA $172
CA $192 total
Mar 15 - Mar 16
includes taxes & fees
Book a stay at this business-friendly hotel in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (601 reviews)
Room spotless and comfortable Staff friendly and helpful Pool warm and great hot tub on below zero day

Reviewed on Feb 10, 2026

Opens in a new windowCourtyard by Marriott Lenox Berkshires
Interlaken Inn & Resort

Interlaken Inn & Resort

3.5 out of 5
74 Interlaken Road Lakeville CT
The price is CA $227 per night from Mar 21 to Mar 22
CA $227
CA $262 total
Mar 21 - Mar 22
includes taxes & fees
Book a stay at this spa hotel in Lakeville. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Holley-Williams House Museum and Harney and ...
8.2/10 Very Good! (281 reviews)
The restaurant, food and wait staff were fab!!!

Reviewed on Feb 16, 2026

Opens in a new windowInterlaken Inn & Resort
 Diamond Mills Resort

Diamond Mills Resort

3.5 out of 5
25 South Partition Street Saugerties NY
The price is CA $367 per night from Feb 19 to Feb 20
CA $367
CA $445 total
Feb 19 - Feb 20
includes taxes & fees
Book a stay at this spa hotel in Saugerties. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (356 reviews)
Good place. We went to there with 96 years grandma. We saw sun at room in the early morning. It was nice view ever.

Reviewed on Feb 1, 2026

Opens in a new window Diamond Mills Resort
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3 Star Hotels Hillsdale

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 Hillsdale 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 Hillsdale 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 Hillsdale today!

Recent Hillsdale hotel reviews by fellow wanderers