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Hotels in Hillsdale

Choose from 1751 Hillsdale Hotel Deals

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
  • 37 min drive from Catamount Aerial Adventure Park
The price is $108 per night from Jan 1 to Jan 2
$108
includes taxes & fees
Jan 1 - Jan 2, 2025
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,001 reviews)
"This hotel was awesome! We enjoyed the hot tub along with the fireplace in our room!"

Reviewed on Dec 15, 2024

The Yankee, Trademark Collection by Wyndham
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
  • 18 min drive from Catamount Aerial Adventure Park
The price is $144 per night from Jan 6 to Jan 7
$144
includes taxes & fees
Jan 6 - Jan 7, 2025
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
Heritage stay at an old Inn
"It is one of the oldest inns in America - so it creaks a lot, uneven floors, and for sure that look of old.. not necessarily bad... just a heritage property that has its quirks. We liked it.. the bed could be better for sure... I think that's the main fault.. the restaurant and pub were wonderful, ..."

Reviewed on Dec 16, 2024

The Red Lion Inn
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
  • 35 min drive from Catamount Aerial Adventure Park
The price is $99 per night from Jan 5 to Jan 6
$99
includes taxes & fees
Jan 5 - Jan 6, 2025
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (455 reviews)
"The coziest best hotel in area! Staff was so wonderful, room was perfect! Lobby bar and lounge is so great."

Reviewed on Dec 19, 2024

Life House Berkshires
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
  • 5 min drive from Catamount Aerial Adventure Park
The price is $94 per night from Dec 29 to Dec 30
$94
includes taxes & fees
Dec 29 - Dec 30
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,000 reviews)
"Friendly staff"

Reviewed on Dec 16, 2024

Quality Inn
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
  • 45 min drive from Catamount Aerial Adventure Park
The price is $111 per night from Jan 5 to Jan 6
$111
includes taxes & fees
Jan 5 - Jan 6, 2025
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (701 reviews)
"Staff was very accommodating. The pool area was quite nice and it was deep"

Reviewed on Dec 16, 2024

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA
  • 24 min drive from Catamount Aerial Adventure Park
The price is $113 per night from Dec 30 to Dec 31
$113
includes taxes & fees
Dec 30 - Dec 31
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,000 reviews)
"Good"

Reviewed on Dec 9, 2024

The Black Swan Lee - Lenox, Ascend Hotel Collection
Howard Johnson by Wyndham Saugerties
Howard Johnson by Wyndham Saugerties
2 out of 5
2764 Route 32, Saugerties, NY
  • 27 min drive from Catamount Aerial Adventure Park
The price is $124 per night from Jan 6 to Jan 7
$124
includes taxes & fees
Jan 6 - Jan 7, 2025
Book a stay at this business-friendly hotel in Saugerties. Enjoy free WiFi, free parking, and a sauna. Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (1,001 reviews)
"Phenomenal"

Reviewed on Dec 13, 2024

Howard Johnson by Wyndham Saugerties
Holiday Inn Express & Suites Saugerties - Hudson Valley, an IHG Hotel
Holiday Inn Express & Suites Saugerties - Hudson Valley, an IHG Hotel
2.5 out of 5
2777 ROUTE 32, Saugerties, NY
  • 27 min drive from Catamount Aerial Adventure Park
The price is $138 per night from Jan 1 to Jan 2
$138
includes taxes & fees
Jan 1 - Jan 2, 2025
Book a stay at this business-friendly hotel in Saugerties. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (553 reviews)
"Very good Would go back again"

Reviewed on Dec 6, 2024

Holiday Inn Express & Suites Saugerties - Hudson Valley, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
  • 17 min drive from Catamount Aerial Adventure Park
The price is $158 per night from Jan 6 to Jan 7
$158
includes taxes & fees
Jan 6 - Jan 7, 2025
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (571 reviews)
"Westayed at the resort for the Stockbridge Christmas weekend location was so convenient to town, dining and events, Resort facilities were extra special pool movie theatre and resort Christmas themed activities would recommend."

Reviewed on Dec 9, 2024

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
 Diamond Mills Resort
Diamond Mills Resort
3.5 out of 5
25 South Partition Street, Saugerties, NY
  • 28 min drive from Catamount Aerial Adventure Park
The price is $296 per night from Dec 24 to Dec 25
$296
includes taxes & fees
Dec 24 - Dec 25
Stay at this 3.5-star spa hotel in Saugerties. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (270 reviews)
Second awesome stay, can’t wait for third!
"This is our second trip to the Diamond Mill, we absolutely love it! The hotel and restaurant are top notch, excellent service, and everyone is friendly. The room we had was awesome, with a great view of the waterfall and Esopus Creek."

Reviewed on Dec 9, 2024

Diamond Mills Resort
voco James Newbury Hudson Valley, an IHG Hotel
voco James Newbury Hudson Valley, an IHG Hotel
3.5 out of 5
60 S River St, Coxsackie, NY
  • 29 min drive from Catamount Aerial Adventure Park
The price is $149 per night from Jan 1 to Jan 2
$149
includes taxes & fees
Jan 1 - Jan 2, 2025
Stay at this 3.5-star spa hotel in Coxsackie. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
9.2/10 Wonderful! (226 reviews)
"Love everything about this hotel! We’ll be back again."

Reviewed on Dec 3, 2024

voco James Newbury Hudson Valley, an IHG Hotel
The Constance, The Whitlock, & The Dewey By The Lenox Collection
The Constance, The Whitlock, & The Dewey By The Lenox Collection
3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
  • 30 min drive from Catamount Aerial Adventure Park
The price is $155 per night from Dec 30 to Dec 31
$155
includes taxes & fees
Dec 30 - Dec 31
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.4/10 Very Good! (359 reviews)
"It was amazing! The staff was incredible, the room was very clean and cozy, and overall was a great place to stay. Loved it here!"

Reviewed on Dec 21, 2024

The Constance, The Whitlock, & The Dewey By The Lenox Collection
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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