Hotels in Hillsdale

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Check prices for these dates

Tonight
Jan 27 - Jan 28
Tomorrow
Jan 28 - Jan 29
This weekend
Jan 30 - Feb 1
Next weekend
Feb 6 - Feb 8

Where to stay in Hillsdale?

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, (126 reviews)
  • cleanliness
    Ski lodge convenience near winter sports with comfy rooms and free amenities.
The price is $147
$165 total
includes taxes & fees
Jan 28 - Jan 29
The Brooks Motel
Restaurant
Little Cat Lodge
Little Cat Lodge
2.0 star property
Copake Falls
9.4 out of 10, Exceptional, (66 reviews)
  • cleanliness
    Rustic alpine charm by the Catskills with a Nordic-inspired restaurant and sauna.
The price is $199
$223 total
includes taxes & fees
Feb 22 - Feb 23
Little Cat Lodge
Exterior
Prospect Berkshires
Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (19 reviews)
  • cleanliness
    Relax amid tranquil woods at a Great Barrington retreat with spa services and dining.
The price is $186
$241 total
includes taxes & fees
Feb 19 - Feb 20
Prospect Berkshires
Exterior
the Alander
the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (197 reviews)
  • cleanliness
    Serene Copake lodge surrounded by natural beauty with American dining onsite.
The price is $119
$133 total
includes taxes & fees
Jan 28 - Jan 29
the Alander
Lobby
Quality Inn Great Barrington
Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,005 reviews)
  • cleanliness
    Explore the serene setting of Great Barrington with hiking trails and ski slopes nearby.
The price is $76
$85 total
includes taxes & fees
Feb 9 - Feb 10
Quality Inn Great Barrington
Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel
Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (818 reviews)
The price is $67
$74 total
includes taxes & fees
Feb 2 - Feb 3
Monument Mountain Motel
Individually decorated, individually furnished, desk, laptop workspace
Granville House
Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (92 reviews)
  • cleanliness
    Relax in a cozy Housatonic B&B with complimentary breakfast and nearby attractions.
The price is $199
$222 total
includes taxes & fees
Jan 28 - Jan 29
Granville House
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (727 reviews)
  • cleanliness
    Located in Great Barrington with free breakfast, WiFi, and parking for easy explorations.
The price is $100
$112 total
includes taxes & fees
Jan 29 - Jan 30
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (765 reviews)
  • cleanliness
    Rest peacefully near Housatonic River with soundproof rooms and complimentary perks.
The price is $151
$169 total
includes taxes & fees
Feb 1 - Feb 2
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu
East Rock Inn
East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (37 reviews)
  • cleanliness
    Set in Great Barrington with hiking trails and river access just moments away.
The price is $130
$146 total
includes taxes & fees
Feb 10 - Feb 11
East Rock Inn
In-room safe, desk, free cribs/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, (567 reviews)
The price is $75
$84 total
includes taxes & fees
Jan 28 - Jan 29
Travelodge by Wyndham Great Barrington Berkshires
Exterior
The Little Lion
The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (550 reviews)
  • cleanliness
    Restful home base near Monument Mountain with easy access to outdoor adventures.
The price is $110
$123 total
includes taxes & fees
Jan 28 - Jan 29
The Little Lion
Interior detail
Wilder House Berkshires
Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (43 reviews)
  • cleanliness
    Stay at a charming Sheffield B&B with a convenient weekend breakfast service.
The price is $165
$184 total
includes taxes & fees
Feb 3 - Feb 4
Wilder House Berkshires
Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk
Changing Times Boutique Country Lodging
Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (109 reviews)
  • cleanliness
    Tranquil B&B near outdoor adventures with easy access to state parks.
The price is $140
$157 total
includes taxes & fees
Jan 28 - Jan 29
Changing Times Boutique Country Lodging
Suite, Private Bathroom (RedBird Suite) | View from room
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
  • cleanliness
    Unwind in a luxurious B&B just minutes from Norman Rockwell Museum.
The price is $309
$374 total
includes taxes & fees
Feb 16 - Feb 17
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Exterior
The Red Lion Inn
The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,006 reviews)
The price is $159
$222 total
includes taxes & fees
Jan 28 - Jan 29
The Red Lion Inn
Desk, laptop workspace, blackout drapes, iron/ironing board
Pleasant Valley Motel West Stockbridge
Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
  • cleanliness
    Charming Berkshires motel near Tanglewood with free WiFi and convenient parking.
The price is $65
$71 total
includes taxes & fees
Jan 28 - Jan 29
Pleasant Valley Motel West Stockbridge
Exterior
Micosta Leisure Inn
Micosta Leisure Inn
3.0 star property
Hudson
9.4 out of 10, Exceptional, (136 reviews)
  • cleanliness
    Relax in Hudson with a garden retreat just minutes from local attractions.
The price is $123
$137 total
includes taxes & fees
Jan 28 - Jan 29
Micosta Leisure Inn
Garden
Shaker Mill Inn
Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (444 reviews)
  • cleanliness
    Escape to the scenic Berkshires with free breakfast and outdoor activities nearby.
The price is $109
$120 total
includes taxes & fees
Jan 28 - Jan 29
Shaker Mill Inn
Reception
Hudson Whaler
Hudson Whaler
2.5 star property
Hudson
9.6 out of 10, Exceptional, (274 reviews)
  • cleanliness
    Take in Hudson's historic district near Stoddard Corner and charming local shops.
The price is $168
$195 total
includes taxes & fees
Jan 28 - Jan 29
Hudson Whaler
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 landmarks in Hillsdale

Catamount Aerial Adventure Park

3.0/5 (2 reviews)
Catamount Aerial Adventure Park is 2.2 mi (3.5 km) from central Hillsdale, why not stop by during your stay.
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Copake Lake

Copake Lake is 0.7 mi (1.2 km) from central Copake Lake, why not stop by during your stay.
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Learn more about Hillsdale

Hillsdale is well-known for its attractions such as Catamount Aerial Adventure Park and Catamount Ski Area. The city has something for everyone including sights like Copake Lake and Hillsdale Town Hall within a small-town setting.

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

Check out reviews of Hillsdale hotels guests love

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"The room was large, clean and comfortable. The breakfast was good and the staff was great. The hotel is a little bit quaint which I enjoy and why I go there. The only issue was the shower took a while for the water to heat up."
Thomas 1-night trip
Posted 4 days ago
The Red Lion Inn

Frequently asked questions

What accommodations do travelers recommend in Hillsdale?
The Brooks Motel is an accommodation that is popular with guests.
Can I book a refundable accommodation in Hillsdale?
If you want the flexibility to change your travel plans to Hillsdale, most hotels offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Hillsdale if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, review our selection of 49 vacation homes.
What will the weather in Hillsdale be like during my vacation?
The warmest months in Hillsdale are usually July and August with an average temp of 68°F. January and February are the chilliest months when the average temp is 29°F. The rainiest months are October and August.
Why should I book my Hillsdale accommodation with Hotels.com?
There are plenty of reasons to book your Hillsdale travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.