A rural landscape with snow-covered fields, a winding road, and scattered trees.

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Our top choices for Hillsdale 3-star hotels

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,027 reviews)
"Clean room, friendly staff, nice property"
United States
Joseph
The price is SAR 451
SAR 588 total
includes taxes & fees
26 Aug - 27 Aug
Berkshire Mountain Lodge

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,010 reviews)
"Fantastic pool to top off the great location and fun historic hotel!"
United States
Antoinette G.
The price is SAR 699
SAR 949 total
includes taxes & fees
25 Aug - 26 Aug
The Red Lion Inn

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,020 reviews)
"Nice place to stay."
United States
Debra
The price is SAR 578
SAR 646 total
includes taxes & fees
23 Aug - 24 Aug
Berkshires Untold

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,005 reviews)
"Staff was fabulous and extremely helpful and friendly. Valey parking was terrific!!! and FREE Great to have since we had to park at the bank next to the hotel while there was construction in front of the building. Rooms were tidy and very clean Breakfast was excellent with a large variety of offerings"
United States
Margaret
The price is SAR 417
SAR 466 total
includes taxes & fees
25 Aug - 26 Aug
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (880 reviews)
"Beautiful room with an amazing lobby."
United States
Dragana
The price is SAR 822
SAR 918 total
includes taxes & fees
2 Aug - 3 Aug
Hotel 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 star property
South Lee
9.2 out of 10, Wonderful, (944 reviews)
"Wonderful stay for families."
United States
Kimberly
The price is SAR 522
SAR 656 total
includes taxes & fees
25 Aug - 26 Aug
Holiday 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
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,002 reviews)
"enjoyable stay"
United States
James
The price is SAR 777
SAR 868 total
includes taxes & fees
30 Jul - 31 Jul
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (594 reviews)
"This place was a gem. It’s small and surrounded by nature but close to restaurants, shopping, wildlife viewing areas, and historical sites. I loved that pets are free. The grounds were nice with a picnic bench and a large fire pit. If I’m in the area again, I would definitely stay here."
United States
Linda
The price is SAR 473
SAR 528 total
includes taxes & fees
29 Jul - 30 Jul
The Little Lion

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"The cornel Inn is terrific! Great location near tanglewood, shops snd restaurants. Great breakfast"
United States
Judith
The price is SAR 721
SAR 830 total
includes taxes & fees
4 Aug - 5 Aug
The Cornell Inn, Lenox & The Berkshires

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (305 reviews)
"Great staff and location!"
United States
Stacie
The price is SAR 909
SAR 1,045 total
includes taxes & fees
29 Jul - 30 Jul
Interlaken Inn & Resort

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (641 reviews)
"I usually stay here when I'm going to a concert at Tanglewood, it's comfortable, quiet, and convenient. The staff are really friendly. There's a Tesla EV charging station directly across Route 20 from the hotel."
United States
Michael
The price is SAR 858
SAR 959 total
includes taxes & fees
13 Aug - 14 Aug
Courtyard by Marriott Lenox Berkshires

voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG
3.5 star property
Coxsackie
9.2 out of 10, Wonderful, (389 reviews)
"Clean and spacious room. Friendly staff. Modern hotel with beautiful river view. Limited amenities."
United States
Paul
The price is SAR 571
SAR 640 total
includes taxes & fees
10 Aug - 11 Aug
voco James Newbury Hudson Valley by IHG

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (798 reviews)
"Extremely friendly and helpful staff upon arrival. Provide great insights on local restaurant opportunities, and included a five star breakfast. Highly recommend!"
United States
Lisa
The price is SAR 731
SAR 816 total
includes taxes & fees
10 Aug - 11 Aug
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (698 reviews)
"Five Star stay!"
United States
Adeline
The price is SAR 722
SAR 806 total
includes taxes & fees
9 Aug - 10 Aug
Hilton Garden Inn Lenox Pittsfield

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (199 reviews)
"Excellent breakfast, very nice staff."
United States
Leslie
The price is SAR 617
SAR 710 total
includes taxes & fees
29 Jul - 30 Jul
Blackberry River Inn

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.8 out of 10, Exceptional, (38 reviews)
"Loved it—unique. Great restaurant. Nice people"
United States
Heather
The price is SAR 1,503
SAR 1,805 total
includes taxes & fees
27 Aug - 28 Aug
Prospect Berkshires

Diamond Mills Resort

Diamond Mills Resort
3.5 star property
Saugerties
9.4 out of 10, Exceptional, (379 reviews)
"We truly enjoyed our stay at this resort. We enjoyed the room, the view, the comfort, the restaurant, and even walking through the nice town of Saugreties NY."
United States
steven
The price is SAR 1,188
SAR 1,424 total
includes taxes & fees
2 Aug - 3 Aug
Diamond Mills Resort

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (159 reviews)
"This inn with cabins is a gorgeous setting with a nice vegetable garden, the setting is a bit remote and we like it, very quiet, unfortunately the restaurant was close."
United States
philippe
The price is SAR 520
SAR 583 total
includes taxes & fees
28 Jul - 29 Jul
Micosta Leisure Inn

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (30 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
The price is SAR 796
SAR 889 total
includes taxes & fees
13 Aug - 14 Aug
Element by Marriott Lenox Berkshires

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (435 reviews)
"Below average B&B"
United States
Larry
The price is SAR 394
SAR 453 total
includes taxes & fees
28 Jul - 29 Jul
Locust Tree Bed and Breakfast LLC
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Explore similar 4-star hotels

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Hillsdale

Tucked in the Hudson Valley, this rural hamlet offers scenic hikes through Taconic State Park and charming farm-to-table dining. Explore nearby art galleries in Copake or visit Catamount Mountain Resort for outdoor adventures in all seasons.

A landscape with a row of trees in autumn colors, a wooden fence, and a hilly background.

Top Hillsdale Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 3-star hotel in Hillsdale?
Use Expedia's search filters to secure a good-value 3-star hotel for your Hillsdale break. Just set your budget with our easy-to-use pricing tool. You can also select the amenities you want, preferred neighborhood and more.

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What is the difference between a 4-star and 3-star hotel in Hillsdale?
Relaxation is a breeze in 3-star hotels in Hillsdale. On top of pleasant surroundings, these more cost-effective stays come with a range of welcome amenities like free WiFi, tea and coffee maker and gym equipment. A 4-star hotel offers a more sophisticated ambience with superior features such as an on-site spa center, outdoor or indoor pool and bigger rooms. Regardless of your desired hotel style or what you want to spend, Expedia has the right option for you.
What is the difference between a 3-star hotel and a motel in Hillsdale?
A motel is a great choice if you're getting ready to tour around Hillsdale. These escapes are typically found close to major roads and airports, feature on-site parking and come with basic services and amenities. Book a 3-star hotel and you'll be more centrally located. With a wider choice of rooms and more amenities like a lobby, gym and conference rooms, you can expect to pay extra for hotel accommodations.