Hillsdale 3 Stars Hotels

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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, (795)
"Spacious room and loved pool and hot tub!"
United States
Deanna
The price is NT$3,109
NT$4,177 total
includes taxes & fees
Jan 11 - 2026/1/12
Berkshire Mountain Lodge

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (997)
"Very clean and timely and efficient and the lady who checked me in named Valerie did an amazing job and was very informative and helpful . "
United States
Dwight
The price is NT$2,779
NT$3,104 total
includes taxes & fees
Jan 2 - 2026/1/3
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (820)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is NT$3,990
NT$4,457 total
includes taxes & fees
Jan 4 - 2026/1/5
Berkshires 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 star property
South Lee
9.0 out of 10, Wonderful, (808)
"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
The price is NT$4,027
NT$5,114 total
includes taxes & fees
Jan 4 - 2026/1/5
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"Old time charm and hot tub under the stars"
United States
Lori
The price is NT$4,726
NT$6,687 total
includes taxes & fees
Jan 14 - 2026/1/15
The Red Lion Inn

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (809)
"Clean room and staff was super friendly"
United States
Yuen
The price is NT$4,695
NT$5,244 total
includes taxes & fees
Dec 30 - Dec 31
Hotel On North

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, (1000)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is NT$3,160
NT$3,530 total
includes taxes & fees
Jan 13 - 2026/1/14
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (592)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is NT$4,379
NT$4,892 total
includes taxes & fees
Jan 6 - 2026/1/7
Courtyard by Marriott Lenox Berkshires

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (273)
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is NT$5,643
NT$6,489 total
includes taxes & fees
Dec 26 - Dec 27
Interlaken Inn & Resort

Diamond Mills Resort

Diamond Mills Resort
3.5 star property
Saugerties
9.4 out of 10, Exceptional, (346)
"Amazing view from the room. We had a great stay. "
United States
Adam
The price is NT$8,473
NT$10,278 total
includes taxes & fees
Dec 26 - Dec 27
Diamond Mills Resort

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, (329)
"Beautiful room and very clean"
United States
Mariam
The price is NT$4,127
NT$4,458 total
includes taxes & fees
Jan 4 - 2026/1/5
voco James Newbury Hudson Valley by IHG

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1000)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is NT$5,424
NT$6,240 total
includes taxes & fees
Jan 1 - 2026/1/2
The Cornell Inn, Lenox & The Berkshires

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (165)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is NT$5,178
NT$5,955 total
includes taxes & fees
Jan 5 - 2026/1/6
Blackberry River Inn

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is NT$4,029
NT$4,500 total
includes taxes & fees
Jan 2 - 2026/1/3
Hilton Garden Inn Lenox Pittsfield

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
United States
Morgan
The price is NT$4,253
NT$4,751 total
includes taxes & fees
Jan 4 - 2026/1/5
Element Lenox Berkshires

The Ponds at Foxhollow

The Ponds at Foxhollow
3.0 star property
Lenox
8.6 out of 10, Excellent, (137)
"Great place"
United States
Lisa
The Ponds at Foxhollow

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (16)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is NT$9,200
NT$11,332 total
includes taxes & fees
Jan 8 - 2026/1/9
Prospect Berkshires

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (547)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
The price is NT$3,466
NT$3,871 total
includes taxes & fees
Jan 1 - 2026/1/2
The Little Lion

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (303)
"Great stay"
United Kingdom
Katherine
The price is NT$7,798
NT$8,822 total
includes taxes & fees
Jan 25 - 2026/1/26
Inn at Pine Plains

The Nest Hudson

The Nest Hudson
3.5 star property
Hudson
9.6 out of 10, Exceptional, (211)
"The suite was perfect, charming, roomy. Parking is on the street, which was a concern, but we had no problem. Very walkable to shopping and restaurants. Lovely stay."
United States
Beth
The Nest Hudson
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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.

Red and Green Norway Maple Trees and Wood Fence

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 lock in a great-value 3-star hotel for your upcoming Hillsdale escape. Simply set your ideal budget with our easy-to-use pricing tool. You can also pick the amenities you want, neighborhood and loads more.

  • Search for the lowest price per night right now from NT$3,308

What is the difference between a 4-star and 3-star hotel in Hillsdale?
The key difference between a 3- and 4-star hotel in Hillsdale is the quality of service and access to creature comforts. Three-star hotels are generally more wallet-friendly and come with the services and conveniences required to be comfy, such as WiFi, breakfast and a gym. You can count on a little more at a 4-star hotel — think upscale furnishings, premium bathroom products and extra touches like spa centers.
What is the difference between a 3-star hotel and a motel in Hillsdale?
A motel is a great option if you're planning to travel around Hillsdale. These properties are usually located close to highways and airports, offer on-site parking and come with basic amenities and services. Book a 3-star hotel and you'll be more centrally located. With a larger choice of rooms and welcome amenities like a fitness center, lobby and business facilities, you can expect to pay more for hotel lodgings.

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