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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 $121 per night from May 24 to May 25
CA $121
CA $165 total
May 24 - May 25
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! (943 reviews)
"The rooms were so spacious, with a great kitchen full of dishware to use. The Staff were so kind, helpful and knowledgeable."

Reviewed on May 21, 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
The price is CA $147 per night from May 25 to May 26
CA $147
CA $165 total
May 25 - May 26
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! (952 reviews)
"all very good for our 1 night stay!!"

Reviewed on May 20, 2026

Opens in a new windowBerkshires Untold
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 $215 per night from May 28 to May 29
CA $215
CA $302 total
May 28 - May 29
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! (1,000 reviews)
"The staff is wonderful!"

Reviewed on May 17, 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 $205 per night from May 24 to May 25
CA $205
CA $229 total
May 24 - May 25
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! (857 reviews)
"Great historical hotel in impeccable shape. High ceilings, comfortable beds and wonderful staff. The only downside is they don’t serve a breakfast… There are plenty of breakfast places in the area."

Reviewed on May 19, 2026

Opens in a new windowHotel On North
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 $160 per night from May 25 to May 26
CA $160
CA $205 total
May 25 - May 26
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 ...
9.2/10 Wonderful! (898 reviews)
"Beautiful resort, excellent amenities. Wished checkout was a little bit later but overall a great stay and looking forward to returning. Had a fun time in the game room and the pools were lovely!"

Reviewed on May 20, 2026

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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 $162 per night from May 28 to May 29
CA $162
CA $181 total
May 28 - May 29
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)
"We enjoyed our stay at the Black Swan and sitting on our balcony with a view of the lake."

Reviewed on May 19, 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
The price is CA $162 per night from May 25 to May 26
CA $162
CA $181 total
May 25 - May 26
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)
"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
The price is CA $213 per night from May 28 to May 29
CA $213
CA $238 total
May 28 - May 29
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! (625 reviews)
"This hotel seemed brand new although built I believe in 2017. It was very clean and well maintained. We enjoyed the outdoor firepit."

Reviewed on May 2, 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 $320 per night from May 24 to May 25
CA $320
CA $368 total
May 24 - May 25
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 ...
Opens in a new windowInterlaken Inn & Resort
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 $208 per night from May 25 to May 26
CA $208
CA $239 total
May 25 - May 26
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 ...
9.2/10 Wonderful! (1,001 reviews)
"Breakfast was ordered off a small menu and delivered to the table. Very good quality."

Reviewed on May 18, 2026

Opens in a new windowThe Cornell Inn, Lenox & The Berkshires
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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