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

Search Resort Hotels in Hillsdale from CA $97

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Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13
No exact matches found, but these alternatives could be just right

Recommended hotels in Hillsdale

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

The Brooks Motel

The Brooks Motel
2.0 star property
Hillsdale
7.2 out of 10, Good, (145 reviews)
"Very cute motel off route 23 only a short distance to Great Barrington, very easy to get to staff were very nice and rooms were cleaned and well laid out!"
United States
Alexis
The price is CA $202
CA $226 total
includes taxes & fees
Jul 20 - Jul 21
The Brooks Motel
Desk, iron/ironing board, WiFi, bed sheets

The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
The price is CA $211
CA $267 total
includes taxes & fees
Jul 19 - Jul 20
The Brooks Motel: Exceptional Suite
Exterior

Gorgeous Mountain Views Retreat: Family & Nature

Gorgeous Mountain Views Retreat: Family & Nature
Hillsdale
10.0 out of 10, Exceptional, (129 reviews)
"This home has beautiful views. It is quiet and clean with all of the amenities we needed. We had a lovely stay."
United States
Anne S.
The price is CA $618
CA $1,041 total
includes taxes & fees
Aug 9 - Aug 10
Gorgeous Mountain Views Retreat: Family & Nature
Desk, iron/ironing board, WiFi, bed sheets

The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
8.4 out of 10, Very good, (6 reviews)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
The price is CA $222
CA $283 total
includes taxes & fees
Jul 20 - Jul 21
The Brooks Motel: Exceptional Suite
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (855 reviews)
"Some of the furniture and rugs show age. The bed was comfortable and the staff was always available to help!"
United States
DAVID
The price is CA $87
CA $97 total
includes taxes & fees
Aug 12 - Aug 13
FairBridge Inn Express
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,000 reviews)
"Great place"
United States
Michelle
The price is CA $185
CA $207 total
includes taxes & fees
Jul 20 - Jul 21
Quality Inn Lee - Lenox South
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"A comfortable, clean place with good breakfast, good amenities, and a good hot tub."
United States
Michael
The price is CA $215
CA $240 total
includes taxes & fees
Jul 20 - Jul 21
The Yankee Inn
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (491 reviews)
"We needed a bed for a quick crash session on the way through. The gentleman at the front desk was pleasant and so helpful and kind."
United States
Kyle
The price is CA $95
CA $106 total
includes taxes & fees
Aug 5 - Aug 6
Berkshire Travel 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, (885 reviews)
"Great place"
United States
Luciane
The price is CA $139
CA $155 total
includes taxes & fees
Jul 19 - Jul 20
Howard Johnson by Wyndham Lenox
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

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, (1,000 reviews)
"Hotel was clean and staff helpful and courteous. Hotel is a little tired (showing it's age) but I would certainly not hesitate to book a future stay."
United States
Andrew
The price is CA $166
CA $185 total
includes taxes & fees
Jul 30 - Jul 31
Best Western Plus Berkshire Hills Inn & Suites
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (880 reviews)
"Clean, quiet, friendly, no frills but everything needed. Mattresses were very good."
United States
James
The price is CA $126
CA $141 total
includes taxes & fees
Jul 20 - Jul 21
Berkshire Inn
In-room safe, desk, cribs (free), rollaway beds (free)

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (593 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 CA $139
CA $155 total
includes taxes & fees
Aug 2 - Aug 3
Travelodge by Wyndham Great Barrington Berkshires
Children's activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Very comfortable. Will stay there again"
United States
Peter
The price is CA $95
CA $104 total
includes taxes & fees
Jul 19 - Jul 20
Pleasant Valley Motel West Stockbridge
Indoor pool

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (137 reviews)
"Breakfast was good, good location, friendly staff."
United States
Courtney
The price is CA $233
CA $260 total
includes taxes & fees
Jul 22 - Jul 23
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (193 reviews)
"Excellent breakfast, very nice staff."
United States
Leslie
The price is CA $192
CA $221 total
includes taxes & fees
Jul 21 - Jul 22
Blackberry River Inn
Lobby

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
The price is CA $166
CA $185 total
includes taxes & fees
Aug 16 - Aug 17
Quality Inn Great Barrington
Restaurant

Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (100 reviews)
"The staff was lovely and the continental breakfast was the best I've ever seen!"
United States
Berenger
The price is CA $310
CA $347 total
includes taxes & fees
Jul 29 - Jul 30
Little Cat Lodge
Desk, blackout drapes, iron/ironing board, free WiFi

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.4 out of 10, Good, (507 reviews)
"The lady at the front desk was very helpful and nice."
United States
Austin
The price is CA $180
CA $195 total
includes taxes & fees
Aug 2 - Aug 3
Red Ranch Motel
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (676 reviews)
"Good location to towns in area"
United States
William
The price is CA $118
CA $132 total
includes taxes & fees
Aug 11 - Aug 12
Econo Lodge Lee - Great Barrington
Balcony

Chatham Travel Lodge

Chatham Travel Lodge
2.5 star property
Old Chatham
7.8 out of 10, Good, (232 reviews)
"Great place to stay."
United States
Jurij
The price is CA $157
CA $176 total
includes taxes & fees
Jul 21 - Jul 22
Chatham Travel Lodge
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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Top Hillsdale Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"The staff were very friendly and helpful. It’s a rustic style hotel room but having the full kitchen was amazing! Great location and cozy room."
Jamie 2-night trip
Posted 10 hours ago
Berkshire Mountain Lodge

Find out more about Hillsdale

Hillsdale Resorts information

Number of reviews
9,915
Accommodation
8 Resorts
Lowest Price
CA $97
Highest Price
CA $1,041

Frequently asked questions

What can I expect from a resort vacation in Hillsdale?
You deserve a break, and a resort is the perfect place to indulge in all the services and amenities you need for a relaxing time in Hillsdale. One of the comfortable resort hotels in the surrounding area could be just what you're searching for, whether you want an amazing pool, a state-of-the-art fitness center, or nightly entertainment options.
What's a top resort for my stay in Hillsdale?
Our top-rated resort near Hillsdale: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 14.5 mi (23.4 km) from Hillsdale. Has a sauna, a fitness center, and a terrace.
What can I do in Hillsdale?
Catamount Aerial Adventure Park, Catamount Ski Area, and Copake Lake are a few of the interesting sights to visit. Hillsdale Town Hall and Roe Jan Brewing Co. are a few additional attractions in the area that you might like.
What's the seasonal weather like in Hillsdale?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Hillsdale are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Hillsdale?
Fly into Hudson, NY (HCC-Columbia County), which is located 12.5 mi (20.1 km) away from the heart of the city. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 20.8 mi (33.4 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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