Hotels in Hillsdale

Q: What accommodations do travelers recommend in Hillsdale?

Guests like Quality Inn Great Barrington .

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Where to stay in Hillsdale?

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

The Brooks Motel

Hillsdale

CNY1,058 total

includes taxes & fees

Jun 7 - Jun 8

Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

Lenox

CNY795 total

includes taxes & fees

Jun 9 - Jun 10

Berkshire Travel Lodge

Austerlitz

CNY498 total

includes taxes & fees

Jun 7 - Jun 8

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

CNY841 total

includes taxes & fees

Jun 11 - Jun 12

Quality Inn Lee - Lenox South

Lee

CNY927 total

includes taxes & fees

Jun 8 - Jun 9

Little Cat Lodge

Copake Falls

CNY1,154 total

includes taxes & fees

Jun 21 - Jun 22

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

Pittsfield

CNY999 total

includes taxes & fees

Jun 7 - Jun 8

Wilder House Berkshires

Sheffield

CNY1,667 total

includes taxes & fees

Jun 17 - Jun 18

Shaker Mill Inn

West Stockbridge

CNY1,110 total

includes taxes & fees

Jun 10 - Jun 11

In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Lenox

CNY598 total

includes taxes & fees

Jun 8 - Jun 9

The Little Lion

Great Barrington

CNY666 total

includes taxes & fees

Jun 8 - Jun 9

Blackberry River Inn

Norfolk

CNY1,213 total

includes taxes & fees

Jun 11 - Jun 12

Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

Pittsfield

CNY538 total

includes taxes & fees

Jun 21 - Jun 22

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

CNY1,473 total

includes taxes & fees

Jun 11 - Jun 12

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

Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

CNY598 total

includes taxes & fees

Jun 8 - Jun 9

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

Monument Mountain Motel

Great Barrington

CNY582 total

includes taxes & fees

Jun 7 - Jun 8

Econo Lodge Lee - Great Barrington

Lee

CNY538 total

includes taxes & fees

Jun 14 - Jun 15

Berkshires Untold

Lenox

CNY812 total

includes taxes & fees

Jun 9 - Jun 10

Locust Tree Bed and Breakfast LLC

East Canaan

CNY818 total

includes taxes & fees

Jun 11 - Jun 12

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

Changing Times Boutique Country Lodging

Craryville

CNY1,479 total

includes taxes & fees

Jun 7 - Jun 8

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Go beyond your typical stay in Hillsdale

Spa

Family friendly

Our prices for hotels in Hillsdale are cheapest in April

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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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

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

6/10 Okay

"Speaker knob, first floor bed pin light, and lamp were broken. Property fee was not disclosed well. I asked for clarification, but had to wait a day to have the final answe"

The Whitlock

8/10 Good

"We had a late arrival, which worked out with self checkout. Left the next morning after 9am, didn't see a single staff member during our whole stay, Was a bit of a challenge getting luggage up to the top floor without an elevator but we probably should have realized that when we booked. Nice property, nice big room with separate area for visiting. TV channel choices, which included streaming services, was excellent. Overall a good experience, just didn't see anyone there."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Wonderful hidden gem of a little hotel. Right on lake laurel we had a beautiful lake view. Rooms were very clean. Decent breakfast. Well Located and close to Lee downtown main st, the Lennox Main Street and Stockbridge as well. Looking forward to returning"

Berkshires Untold

8/10 Good

"Here’s what we liked: If we were just reviewing BERKSHIRES UNTOLD based on the staff, we’d be giving it a 5. The staff were extremely friendly, helpful and gracious. When we asked for extra towels and requested a room change, they accommodated those requests immediately. After we switched rooms they checked to see if we were happier. This is exactly the kind of service you want in a hotel or inn. Other good things - The bed was comfortable and there was enough counter space in the bathroom and at the desk area. We also liked that there was a breakfast seating area, bar and small indoor seating area plus outdoor seating with gas fire pits. So, why are we giving the place a 3 overall? It really needed more attention to detail. The carpet in our original room was not in good shape and the fitted bed sheet had a small rip on my side. Some of the room furniture was dinged up and a sofa in the common seating area had some shredded fabric. One thing we didn’t like (that they couldn’t exactly help) was that we were there on a late spring wedding weekend, so there were buses idling in front of our room with loud talkers and smokers nearby. It felt like they were in our room along with the smoke and fumes. The trend of turning motels into better motels is interesting. They’re less expensive and are sometimes more original. But you’re still in a motel. If you value soundproofing and consistently better quality, a mid range chain may be a better choice."

Berkshire Mountain Lodge

10/10 Excellent

"We love the Bershire Mountain Lodge. We've stayed here five other times but this time we do have a few very minor negatives. 1) The cabinet door under the kitchenette sink had a loose hinge. We messaged the staff and requested that they wait until after we checked out to repair the hinge. We hope the hinge was repaired before the next guest checked in. 2) The toilet flush handle was slightly cracked but still functional. We forgot to notify the staff; it was barely noticeable. 3) The guest or owner in the room above our room walked very loudly. We were used to hearing noises from people walking in the hall but this was our first time hearing footsteps through the ceiling. Other than those three items, our stay was excellent. The front desk staff were courteous and helpful. The housekeeping crew were unobtrusive. The long driveway to the ample parking lot gives enough distance from the busy"

Frequently asked questions

How much does a hotel room cost in Hillsdale?

You can discover great hotels in Hillsdale from CNY476 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.

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 52 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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Book Hotels in Hillsdale on Hotels.com

Hotels in Hillsdale

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Hillsdale?

The Brooks Motel

The Yankee Inn

Berkshire Travel Lodge

Best Western Plus Berkshire Hills Inn & Suites

Quality Inn Lee - Lenox South

Little Cat Lodge

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

Wilder House Berkshires

Shaker Mill Inn

Howard Johnson by Wyndham Lenox

The Little Lion

Blackberry River Inn

FairBridge Inn Express

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Travelodge by Wyndham Great Barrington Berkshires

Monument Mountain Motel

Econo Lodge Lee - Great Barrington

Berkshires Untold

Locust Tree Bed and Breakfast LLC

Changing Times Boutique Country Lodging

Go beyond your typical stay in Hillsdale

When is the best time to visit Hillsdale?

Price trends for hotels in Hillsdale

Typical weather for Hillsdale

Top landmarks in Hillsdale

Catamount Aerial Adventure Park

Learn more about Hillsdale

Check out reviews of Hillsdale hotels guests love

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Frequently asked questions

Keep exploring