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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
The price is CA $131 per night from Nov 2 to Nov 3
CA $131
CA $178 total
Nov 2 - Nov 3
includes taxes & fees
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (687 reviews)
"Nice place to stay"

Reviewed on Oct 9, 2025

Opens in a new windowBerkshire Mountain Lodge
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 refundableReserve now, pay when you stay
The price is CA $163 per night from Nov 2 to Nov 3
CA $163
CA $202 total
Nov 2 - Nov 3
includes taxes & fees
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (751 reviews)
"Very good"

Reviewed on Oct 7, 2025

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the 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 $123 per night from Nov 2 to Nov 3
CA $123
CA $137 total
Nov 2 - Nov 3
includes taxes & fees
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (753 reviews)
"Very nice motel, rooms were clean and comfortable."

Reviewed on Oct 10, 2025

Opens in a new windowBerkshires Untold
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
The price is CA $193 per night from Nov 6 to Nov 7
CA $193
CA $279 total
Nov 6 - Nov 7
includes taxes & fees
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,007 reviews)
"If you're looking for a classic New England Inn the Red Lion fits the bill. Beautiful porch to enjoy cocktails and coffee. Rustic Inn and dining room as restaurant options. Stockbridge offers other great dining options and shopping."

Reviewed on Oct 8, 2025

Opens in a new windowThe Red Lion Inn
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 $145 per night from Nov 2 to Nov 3
CA $145
CA $162 total
Nov 2 - Nov 3
includes taxes & fees
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (895 reviews)
"O"

Reviewed on Oct 9, 2025

Opens in a new windowHoliday Inn & Suites Pittsfield-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
The price is CA $161 per night from Nov 11 to Nov 12
CA $161
CA $180 total
Nov 11 - Nov 12
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (779 reviews)
"We greatly enjoyed our weekend at the Hotel. The lobby decor and welcoming staff got us off on the right foot. 👌Our room was spacious and clean. The gift shop had some great finds, and the restaurant featured great food and excellent service. We would definitely stay here again for our next trip ..."

Reviewed on Oct 9, 2025

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
The price is CA $149 per night from Nov 2 to Nov 3
CA $149
CA $167 total
Nov 2 - Nov 3
includes taxes & fees
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,006 reviews)
"Clean venue. Very quiet and I highly recommend renting a kayak. You might see a bald eagle:)"

Reviewed on Oct 6, 2025

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
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
The price is CA $212 per night from Nov 2 to Nov 3
CA $212
CA $229 total
Nov 2 - Nov 3
includes taxes & fees
Stay at this 3.5-star spa hotel in Coxsackie. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (312 reviews)
"Love the room, love the hotel. Sue at the bar was very welcoming and friendly, excellent bartender."

Reviewed on Oct 10, 2025

Opens in a new windowvoco James Newbury Hudson Valley by IHG
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 $179 per night from Oct 26 to Oct 27
CA $179
CA $255 total
Oct 26 - Oct 27
includes taxes & fees
Stay at this 3.5-star 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. ...
9.4/10 Exceptional! (605 reviews)
"Honestly I just enjoyed being able to relax Play some games in the cute pub and the breakfast was yummy and stuff was inviting and so helpful"

Reviewed on Oct 14, 2025

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

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd, Lenox, MA
The price is CA $178 per night from Nov 9 to Nov 10
CA $178
CA $199 total
Nov 9 - Nov 10
includes taxes & fees
Stay at this 3-star 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! (576 reviews)
"Pool and hot tub very clean"

Reviewed on Oct 7, 2025

Opens in a new windowCourtyard by Marriott Lenox 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