Book Cheap Hotels in Hillsdale
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check hotel availability in Hillsdale
Most frequently booked Hillsdale hotels

The Brooks Motel
2871 New York 23 Hillsdale NY
Free cancellation
Reserve now, pay when you stay
1.64 km from city centre
Stay at this motel in Hillsdale. Enjoy free WiFi, free parking, and premium bedding. Popular attractions Catamount Aerial Adventure Park and Community Library are located nearby.
Pet-friendly
Parking included

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Free cancellation
Reserve now, pay when you stay
33.68 km from city centre
The price is CA $144 per night
CA $144
CA $191 total
Apr 1 - Apr 2
includes taxes & fees
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
282 Cairo Junction Rd Catskill NY
35.72 km from city centre
The price is CA $162 per night
CA $162
CA $233 total
Mar 11 - Mar 12
includes taxes & fees
Stay at this cabin in Catskill. Enjoy free parking, furnished patios, and climate control. Popular attractions Catskill Golf Club and Angelo Canna Town Park are located nearby.
Kitchen
Pet-friendly

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street South Lee MA
Free cancellation
23.24 km from city centre
The price is CA $155 per night
CA $155
CA $199 total
Mar 12 - Mar 13
includes taxes & fees
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Pool
Air conditioning

Berkshires Untold
194 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
30.95 km from city centre
The price is CA $125 per night
CA $125
CA $140 total
Apr 5 - Apr 6
includes taxes & fees
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.
Pet-friendly
Parking included

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Free cancellation
37.23 km from city centre
The price is CA $173 per night
CA $173
CA $193 total
Mar 31 - Apr 1
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.
Pool
Pet-friendly

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Free cancellation
Reserve now, pay when you stay
32.71 km from city centre
The price is CA $126 per night
CA $126
CA $141 total
Mar 17 - Mar 18
includes taxes & fees
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 reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.
Pool
Hot tub

Hotel On North
297 North Street Pittsfield MA
Free cancellation
Reserve now, pay when you stay
37.75 km from city centre
The price is CA $202 per night
CA $202
CA $226 total
Mar 11 - Mar 12
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Barrington Stage Company and Lichtenstein Center for the Arts are located nearby.
Pet-friendly
Parking included

The Red Lion Inn
30 Main Street Stockbridge MA
Free cancellation
Reserve now, pay when you stay
20.96 km from city centre
The price is CA $186 per night
CA $186
CA $269 total
Apr 7 - Apr 8
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.
Pool
Spa
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.
Top hotels in Hillsdale for Extended Stay

Suite 4 - Quiet and private accommodations in a country setting.
Spencertown NY
10/10 Exceptional! (3 reviews)
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.
Hillsdale hotels essential information
Accommodation | 1,829 hotels |
|---|---|
Lowest Price | CA $140 |
Highest Price | CA $269 |
Popular hotels | The Brooks Motel, Berkshire Mountain Lodge, Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Berkshires Untold, Holiday Inn & Suites Pittsfield-Berkshires by IHG, The Yankee, Trademark Collection by Wyndham, Hotel On North, The Red Lion Inn |
Frequently asked questions
Recent Hillsdale hotel reviews by fellow wanderers

Berkshire Mountain Lodge
5 out of 5
Posted 11 hours ago
Travelocity Verified Review
"This was great. I did not really need the kitchen for my stay but for future planning this wil be great! Plenty of room in the living area. Bed was comfortable. Just beautiful "
A verified traveller stayed at Berkshire Mountain Lodge
Hotels near…
Areas of Hillsdale
Most popular
Hotels
- Golf Resorts & Hotels in Ellicottville
- Waterpark Hotels and Resorts in Plattsburgh
- Spa Resorts & Hotels in Plattsburgh
- Hotels in Parksville
- All Inclusive Resorts & Hotels in Plattsburgh
- Hotels in Hilton
- Kid Friendly Hotels in Plattsburgh
- Hotels with Hot Tubs in Syracuse
- Hotels in Lake Placid
- Hotels in Plattsburgh
- Spa Resorts & Hotels in Ellicottville
- Hotels in Watertown
- Hotels in Orchard Park
- Hotels in Albany
- Ski Resorts and Hotels in Ellicottville
- Romantic Getaways & Hotels in Syracuse
- Spa Resorts & Hotels in Syracuse
- Ski Resorts and Hotels in Lake Placid
- Hotels in Lake George
- Hotels in Niagara Falls
- Hotels in Syracuse
- Spa Resorts & Hotels in Watertown
- Hotels with Hot Tubs in Watertown
- Kid Friendly Hotels in Syracuse
Activities









