Book Cheap Hotels in Hillsdale
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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
The price is CA $205 per night
CA $205
CA $222 total
includes taxes & fees
7 Mar - 8 Mar
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

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
19 Mar - 20 Mar
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

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 $115 per night
CA $115
CA $128 total
includes taxes & fees
13 Mar - 14 Mar
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 & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Free cancellation
37.23 km from city centre
The price is CA $149 per night
CA $149
CA $167 total
includes taxes & fees
8 Mar - 9 Mar
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 the clean rooms in our reviews. Popular attractions Berkshire Museum and Colonial Theater are located nearby.
Pool
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 $171 per night
CA $171
CA $211 total
includes taxes & fees
9 Mar - 10 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
Restaurant

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 $199 per night
CA $199
CA $287 total
includes taxes & fees
31 Mar - 1 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.
Pool
Spa

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
16 Mar - 17 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.
Pool
Parking included

Holiday Inn Express & Suites Saugerties - Hudson Valley, an IHG Hotel
2777 ROUTE 32, Saugerties, NY
Free cancellation
38.4 km from city centre
The price is CA $185 per night
CA $185
CA $207 total
includes taxes & fees
11 Mar - 12 Mar
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

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Free cancellation
33.68 km from city centre
The price is CA $171 per night
CA $171
CA $219 total
includes taxes & fees
16 Mar - 17 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 | 1,753 hotels |
---|---|
Lowest Price | CA $115 |
Highest Price | CA $205 |
Popular hotels | The Brooks Motel, Life House Berkshires, The Yankee, Trademark Collection by Wyndham, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Red Lion Inn, Howard Johnson by Wyndham Saugerties, Holiday Inn Express & Suites Saugerties - Hudson Valley, an IHG Hotel, Berkshire Mountain Lodge |
Frequently asked questions
Recent Hillsdale hotel reviews by fellow wanderers

Hotel On North
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Pittsfield is my hometown and I was very pleased with the artistic nature and quirky nature of the atmosphere. "
A verified traveller stayed at Hotel On North
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