Find hotels in Hillsdale, NY from 1.936.552 ₫

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Check prices for these dates

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

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Our top choices for Hillsdale hotels

Egyptian cotton sheets, premium bedding, memory-foam beds, desk

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.4 out of 10, Good, (138 reviews)
"Nice "
United States
Daljit
The price is 3.410.942 ₫
3.820.256 ₫ total
includes taxes & fees
4 Jun - 5 Jun
The Brooks Motel
Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
The price is 2.928.007 ₫
3.270.573 ₫ total
includes taxes & fees
22 Jun - 23 Jun
The Yankee Inn
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (860 reviews)
"This is a great choice for folks traveling on a budget. Clean rooms, friendly owners, and nice retro vibe. Will be staying here again on my trips through the Berkshires."
United States
Mark
The price is 2.025.247 ₫
2.262.381 ₫ total
includes taxes & fees
10 Jun - 11 Jun
Monument Mountain Motel
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (458 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is 3.923.319 ₫
4.303.881 ₫ total
includes taxes & fees
4 Jun - 5 Jun
Shaker Mill Inn
Exterior

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (238 reviews)
"Really great location and near great area."
United States
Sherwin
The price is 4.713.249 ₫
6.227.809 ₫ total
includes taxes & fees
4 Jun - 5 Jun
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
The price is 2.476.431 ₫
2.766.072 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Quality Inn Great Barrington
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (562 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is 2.317.128 ₫
2.588.233 ₫ total
includes taxes & fees
7 Jun - 8 Jun
The Little Lion
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"Breakfast was reasonable. We had issue with our room and the staff helpfully moved us to another room. Would stay again"
United States
Anandaraja
The price is 2.928.007 ₫
3.270.583 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Best Western Plus Berkshire Hills Inn & Suites
Children’s activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
"The property is in terrible condition."
United States
Olga V
The price is 1.684.416 ₫
1.847.805 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Pleasant Valley Motel West Stockbridge
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (468 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
The price is 1.728.895 ₫
1.936.552 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Berkshire Travel Lodge
Exterior

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
The price is 3.110.350 ₫
3.474.261 ₫ total
includes taxes & fees
4 Jun - 5 Jun
Berkshire Lake Lodge
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (862 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is 2.079.201 ₫
2.322.467 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Howard Johnson by Wyndham Lenox
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (820 reviews)
"Scammers!! I booked a night just to shower and refresh. An abandoned public bathroom is 100 times cleaner than their room"
United States
Elie
The price is 1.871.281 ₫
2.090.255 ₫ total
includes taxes & fees
18 Jun - 19 Jun
FairBridge Inn Express
Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Great Place!!!"
United States
page
The price is 2.763.495 ₫
3.178.019 ₫ total
includes taxes & fees
4 Jun - 5 Jun
Locust Tree Bed and Breakfast LLC
In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (582 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
The price is 2.079.201 ₫
2.322.467 ₫ total
includes taxes & fees
11 Jun - 12 Jun
Travelodge by Wyndham Great Barrington Berkshires
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (51 reviews)
"My favorite place to stay! Always comfortable and breakfast was great."
United States
Allison
The price is 5.076.090 ₫
5.669.992 ₫ total
includes taxes & fees
4 Jun - 5 Jun
Wilder House Berkshires
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (969 reviews)
"Very nice hotel. Highly recommend the restaurant."
United States
Thomas
The price is 3.287.859 ₫
3.672.538 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Berkshires Untold
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (859 reviews)
"Great stay "
United States
Brian
The price is 2.263.171 ₫
2.527.940 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Berkshire Inn
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (100 reviews)
"This is a great hotel-super clean, nice breakfast, staff very pleasant and helpful. Close to Pittsfield but quieter. Pool and hot tub were great. Highly recommend staying here if you’re in the area."
United States
Kathleen
The price is 3.475.692 ₫
3.882.243 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
"a delightful inn centrally located in charming Stockbridge"
United States
molly
The price is 3.981.247 ₫
5.623.521 ₫ total
includes taxes & fees
16 Jun - 17 Jun
The Red Lion Inn
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.
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Stay near popular Hillsdale attractions

Catamount Aerial Adventure Park

3.2/5 (5 reviews)
Scale New England's largest aerial adventure park with over 150 treetop challenges across nine difficulty levels. Glide between zip lines and navigate bridges while surrounded by serene forest scenery.
See properties

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

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

8/10 Good
"Room was nice, clean, updated, and spacious"
George 1-night trip
Posted 13 hours ago
Hampton Inn & Suites Berkshires-Lenox

More cheap stays in Hillsdale

Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
The price is 2.476.431 ₫ per night from 7 Jun to 8 Jun
2.476.431 ₫
2.766.072 ₫ total
7 Jun - 8 Jun
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)

Hotels in Hillsdale with star rating

Frequently asked questions

What's the seasonal weather in Hillsdale?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Hillsdale are January, March, February and November, with each month seeing an average of 18 cm of snowfall.