Hillsdale 3 Stars Hotels

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Our top choices for Hillsdale 3-star hotels

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Berkshire Mountain Lodge

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (788)
"This place is so peaceful and the staff is always helpful "
United States
Leona
The price is NT$3,085
NT$4,145 total
includes taxes & fees
Jan 8 - 2026/1/9
Berkshire Mountain Lodge
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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, (986)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is NT$2,898
NT$3,237 total
includes taxes & fees
Dec 15 - Dec 16
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Lobby lounge
Berkshires Untold

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (815)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is NT$3,428
NT$3,829 total
includes taxes & fees
Dec 14 - Dec 15
Berkshires Untold
Property amenity
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

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, (800)
"Place was great!"
United States
Benjamin
The price is NT$3,205
NT$4,191 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Exterior
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1002)
"The room was very clean. The bed, linens & towels were exceptional. All of the staff were wonderful. "
United States
Joyce
The price is NT$4,658
NT$6,600 total
includes taxes & fees
Jan 12 - 2026/1/13
The Red Lion Inn
Property entrance
Hotel On North

Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (805)
"Clean room and staff was super friendly"
United States
Yuen
The price is NT$4,648
NT$5,192 total
includes taxes & fees
Dec 21 - Dec 22
Hotel On North
Miscellaneous
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is NT$3,164
NT$3,534 total
includes taxes & fees
Dec 22 - Dec 23
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (590)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is NT$4,211
NT$4,704 total
includes taxes & fees
Dec 15 - Dec 16
Courtyard by Marriott Lenox Berkshires
Porch
Interlaken Inn & Resort

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (270)
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is NT$6,429
NT$7,394 total
includes taxes & fees
Dec 27 - Dec 28
Interlaken Inn & Resort
View from room
Diamond Mills Resort

Diamond Mills Resort

Diamond Mills Resort
3.5 star property
Saugerties
9.4 out of 10, Exceptional, (345)
"Amazing view from the room. We had a great stay. "
United States
Adam
The price is NT$7,663
NT$9,363 total
includes taxes & fees
Jan 8 - 2026/1/9
Diamond Mills Resort
Property amenity
voco James Newbury Hudson Valley by IHG

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, (327)
"Beautiful room and very clean"
United States
Mariam
The price is NT$4,095
NT$4,423 total
includes taxes & fees
Jan 4 - 2026/1/5
voco James Newbury Hudson Valley by IHG
Exterior
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1001)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is NT$5,212
NT$5,997 total
includes taxes & fees
Dec 15 - Dec 16
The Cornell Inn, Lenox & The Berkshires
Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (163)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is NT$5,127
NT$5,896 total
includes taxes & fees
Jan 5 - 2026/1/6
Blackberry River Inn
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (657)
"Clean and convenient to Mt. Greylock. Kind staff. "
United States
Kristen
The price is NT$3,219
NT$3,596 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn Lenox Pittsfield
Lobby
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
The price is NT$4,086
NT$4,565 total
includes taxes & fees
Dec 21 - Dec 22
Element Lenox Berkshires
Front of property - evening/night
The Ponds at Foxhollow

The Ponds at Foxhollow

The Ponds at Foxhollow
3.0 star property
Lenox
8.6 out of 10, Excellent, (136)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
United States
Cyril
The Ponds at Foxhollow
Exterior
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"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$6,628
NT$8,451 total
includes taxes & fees
Jan 4 - 2026/1/5
Prospect Berkshires
Exterior
The Little Lion

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$3,431
NT$3,833 total
includes taxes & fees
Jan 11 - 2026/1/12
The Little Lion
Free daily continental breakfast
Inn at Pine Plains

Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (302)
"Great stay"
United Kingdom
Katherine
The price is NT$7,721
NT$8,734 total
includes taxes & fees
Dec 22 - Dec 23
Inn at Pine Plains
Shared fridge, microwave
The Nest Hudson

The Nest Hudson

The Nest Hudson
3.5 star property
Hudson
9.6 out of 10, Exceptional, (210)
"What a beautiful stay right in the heart of Hudson. Cute, cozy, super clean with everything you need! "
United States
Kseniya
The Nest Hudson
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Hillsdale.
The Wick, Hudson, A Tribute Portfolio Hotel

The Wick, Hudson, A Tribute Portfolio Hotel

41 Cross Street Hudson NY
The price is NT$6,551 per night from Jan 5 to Jan 6
NT$6,551
NT$7,402 total
Jan 5 - 2026/1/6
includes taxes & fees
8.6/10 Excellent! (544 reviews)
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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.

See all hotels in Hillsdale
Red and Green Norway Maple Trees and Wood Fence

Top Hillsdale Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Really quiet, peaceful stay and beautiful spot for the money. Front desk staff so nice. No elevator to second floor so keep in mind if have accessibility issues/wheelchair user. Great view and gluten free menu options. Would stay again if in area. Was just passing through on way to medical appointment. "
Meaghan 1-night trip
Posted 4 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

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$3,112

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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