Book Cheap Hotels in Hillsdale
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Most frequently booked Hillsdale hotels

Life House Berkshires
194 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
30.95 km from city centre
The price is CA $154 per night
CA $154
CA $172 total
includes taxes & fees
Apr 7 - Apr 8
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 reviews. Popular attractions Tanglewood Music Center and Kennedy Park are located nearby.
Pet-friendly
Parking included

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 $169 per night
CA $169
CA $209 total
includes taxes & fees
Apr 7 - Apr 8
Stay at this 3.5-star 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

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 $140 total
includes taxes & fees
Apr 13 - Apr 14
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

Howard Johnson by Wyndham Saugerties
2764 Route 32, Saugerties, NY
Free cancellation
Reserve now, pay when you stay
38.4 km from city centre
The price is CA $154 per night
CA $154
CA $172 total
includes taxes & fees
Apr 13 - Apr 14
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 in our reviews. Popular attractions Kiwanis Ice Arena and Esopus Bend Nature Preserve are located nearby.
Pool
Parking included

Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Free cancellation
Reserve now, pay when you stay
13.28 km from city centre
The price is CA $95 per night
CA $95
CA $107 total
includes taxes & fees
Apr 20 - Apr 21
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 staff in our reviews. Popular attractions Mahaiwe Performing Arts Center and Housatonic River Walk are located nearby.
Breakfast included
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 $169 per night
CA $169
CA $253 total
includes taxes & fees
Apr 14 - Apr 15
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 condition in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.
Pool
Spa

The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
Free cancellation
Reserve now, pay when you stay
26.95 km from city centre
The price is CA $132 per night
CA $132
CA $147 total
includes taxes & fees
Apr 13 - Apr 14
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 attractions Tanglewood Music Center and Berkshire Mountain Country Store are located nearby.
Breakfast included
Pet-friendly

The Constance, The Whitlock, & The Dewey By The Lenox Collection
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
27.83 km from city centre
The price is CA $115 per night
CA $115
CA $129 total
includes taxes & fees
May 4 - May 5
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. Popular attractions Tanglewood Music Center and Lenox Library are located nearby.
Breakfast included
Pet-friendly

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
2777 ROUTE 32, Saugerties, NY
Free cancellation
38.4 km from city centre
The price is CA $188 per night
CA $188
CA $210 total
includes taxes & fees
Apr 13 - Apr 14
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 rooms in our reviews. Popular attractions Kiwanis Ice Arena and Esopus Bend Nature Preserve are located nearby.
Pool
Breakfast included
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 5 - Quiet and private accommodations in a country setting.
Spencertown
10/10 Exceptional! (1 review)
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 | 1,754 hotels |
---|---|
Lowest Price | CA $95 |
Highest Price | CA $188 |
Popular hotels | Life House Berkshires, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Yankee, Trademark Collection by Wyndham, Howard Johnson by Wyndham Saugerties, Quality Inn, The Red Lion Inn, The Black Swan Lee - Lenox, Ascend Hotel Collection, The Constance, The Whitlock, & The Dewey By The Lenox Collection, Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG |
Frequently asked questions
Recent Hillsdale hotel reviews by fellow wanderers

Life House Berkshires
5 out of 5
Posted 8 hours ago
Travelocity Verified Review
"Quiet, quick, and easy stay. Clean simple rooms "
A verified traveller stayed at Life House Berkshires
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