Hotels in Hillsdale

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Dates

May 2026

June 2026

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Where to stay in Hillsdale?

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

The Brooks Motel

Hillsdale

CNY907 total

includes taxes & fees

Apr 19 - Apr 20

Little Cat Lodge

Copake Falls

CNY1,162 total

includes taxes & fees

Apr 19 - Apr 20

Prospect Berkshires

Egremont

CNY2,629 total

includes taxes & fees

Apr 20 - Apr 21

the Alander

Copake

CNY1,069 total

includes taxes & fees

Apr 22 - Apr 23

Quality Inn Great Barrington

Great Barrington

CNY511 total

includes taxes & fees

Apr 30 - May 1

Double Room | Individually decorated, iron/ironing board, free WiFi

The Berkshire Mountain Inn

Great Barrington

CNY1,523 total

includes taxes & fees

Apr 21 - Apr 22

Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Great Barrington

CNY456 total

includes taxes & fees

Apr 19 - Apr 20

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

CNY777 total

includes taxes & fees

Apr 23 - Apr 24

Individually decorated, individually furnished, desk, laptop workspace

Granville House

Housatonic

CNY1,714 total

includes taxes & fees

Apr 30 - May 1

Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

East Rock Inn

Great Barrington

CNY1,010 total

includes taxes & fees

May 13 - May 14

Wilder House Berkshires

Sheffield

CNY1,226 total

includes taxes & fees

Apr 19 - Apr 20

In-room safe, desk, free cribs/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

CNY571 total

includes taxes & fees

Apr 21 - Apr 22

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

CNY1,158 total

includes taxes & fees

Apr 21 - Apr 22

Charming 6 Bdrm Countryside Stay

Great Barrington

CNY6,563 total

includes taxes & fees

Apr 19 - Apr 20

The Little Lion

Great Barrington

CNY838 total

includes taxes & fees

Apr 21 - Apr 22

Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, individually decorated, individually furnished, desk

Changing Times Boutique Country Lodging

Craryville

CNY1,337 total

includes taxes & fees

Apr 26 - Apr 27

Desk, laptop workspace, blackout drapes, iron/ironing board

Pleasant Valley Motel West Stockbridge

West Stockbridge

CNY532 total

includes taxes & fees

Apr 29 - Apr 30

Berkshire Travel Lodge

Austerlitz

CNY481 total

includes taxes & fees

Apr 20 - Apr 21

Shaker Mill Inn

West Stockbridge

CNY883 total

includes taxes & fees

Apr 22 - Apr 23

Suite, Private Bathroom (RedBird Suite) | View from room

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

CNY2,553 total

includes taxes & fees

May 3 - May 4

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Go beyond your typical stay in Hillsdale

Family friendly

Cottage

Top landmarks in Hillsdale

Catamount Aerial Adventure Park

3.2/5 (5 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.

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Red and Green Norway Maple Trees and Wood Fence

Check out reviews of Hillsdale hotels guests love

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

10/10 Excellent

"Breakfast could have been better. "

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

8/10 Good

"The breakfast menu was very limited, although the pancake machine was a novelty. The biggest issue for me is that the Wifi didn't work. I couldn't stream videos and photos in my Facebook feed wouldn't come up. Also, the TV channel selection was not great, and some of the channels listed in the guide didn't work. Does one need to be a super elite Hilton Honors member to get all the channels listed? And no Hallmark, but yes HGTV?"

voco James Newbury Hudson Valley by IHG

8/10 Good

"Architecturally sound and a beautiful building, however the rooms are not soundproof. I could hear my neighbors TV (Seinfeld episodes) until about 10:00 p.m. . There were a few pieces of paper on the floor that did not belong to us. The bathroom was spotless, both in the room and in the common area. Breakfast is good enough."

Frequently asked questions

How much does a hotel room cost in Hillsdale?

You can discover great hotels in Hillsdale from CNY456 with properties to suit all budgets and needs. To find an affordable hotel in Hillsdale that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".

How can I find deals and earn rewards at Hillsdale hotels?

Discover great deals on Hillsdale hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Hillsdale hotels.

Can I book Hillsdale hotels with free cancellation?

In order to book a refundable Hillsdale hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some popular hotels in central Hillsdale?

If you're looking for hotels in central Hillsdale, check out Prospect Berkshires and The Egremont Village Inn. Travelers love Prospect Berkshires for its location, as well as the outdoor pool, restaurant and bar/lounge this hotel offers. The Egremont Village Inn is another popular central inn with a restaurant, a bar/lounge and a coffee shop/cafe.

What accommodations do travelers recommend in Hillsdale?

Guests like Quality Inn Great Barrington and Holiday Inn Express Hotel & Suites Great Barrington by IHG.

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 50 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.

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