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 $139 per night
CA $139
CA $155 total
includes taxes & fees
7 Apr - 8 Apr
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.

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 $127 per night
CA $127
CA $141 total
includes taxes & fees
1 Apr - 2 Apr
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

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 $170 per night
CA $170
CA $210 total
includes taxes & fees
26 Mar - 27 Mar
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 reviews. Popular attractions Tanglewood Music Center and Berkshire Theatre Festival are located nearby.
Pool
Air conditioning

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 $155 per night
CA $155
CA $173 total
includes taxes & fees
26 Mar - 27 Mar
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.

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 $170 per night
CA $170
CA $254 total
includes taxes & fees
14 Apr - 15 Apr
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.

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 $133 per night
CA $133
CA $148 total
includes taxes & fees
1 Apr - 2 Apr
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

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 $156 per night
CA $156
CA $174 total
includes taxes & fees
2 Apr - 3 Apr
Stay at this 3.5-star 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 Berkshire Athenaeum are located nearby.
Pet-friendly
Parking included

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 $182 per night
CA $182
CA $204 total
includes taxes & fees
13 Apr - 14 Apr
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.

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Free cancellation
33.68 km from city centre
The price is CA $156 per night
CA $156
CA $206 total
includes taxes & fees
26 Mar - 27 Mar
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness 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
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 | 1,743 hotels |
---|---|
Lowest Price | CA $127 |
Highest Price | CA $186 |
Popular hotels | Life House Berkshires, The Yankee, Trademark Collection by Wyndham, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, Howard Johnson by Wyndham Saugerties, The Red Lion Inn, The Black Swan Lee - Lenox, Ascend Hotel Collection, Hotel On North, Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG, Berkshire Mountain Lodge |
Frequently asked questions
Recent Hillsdale hotel reviews by fellow wanderers

Life House Berkshires
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"The hotel room was comfortable and clean. I loved the music as I walked in and the shower and robes were lovely. The staff was friendly and it was so convenient to have a restaurant on property. The coffee was also good! I loved that it was served until midnight - a nice touch for writers. "
A verified traveller stayed at Life House Berkshires
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