Book Cheap Hotels in Hillsdale

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Most frequently booked Hillsdale hotels

The Brooks Motel

The Brooks Motel

2 out of 5
2871 New York 23, Hillsdale, NY
Free cancellation
Reserve now, pay when you stay
1.64 km from city centre
Get rates
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

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Free cancellation
Reserve now, pay when you stay
33.68 km from city centre
The price is CA $136 per night
CA $136
CA $182 total
Oct 1 - Oct 2
includes taxes & fees
Stay at this 3-star 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

Postcard Cabins Eastern Catskills

2 out of 5
282 Cairo Junction Rd, Catskill, NY
35.75 km from city centre
The price is CA $191 per night
CA $191
CA $258 total
Sep 2 - Sep 3
includes taxes & fees
Stay at this cabin in Catskill. Enjoy free parking, hiking/biking on site, and furnished patios. Popular attractions Catskill Golf Club and Angelo Canna Town Park are located nearby.
Kitchen
Pet-friendly
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
30.95 km from city centre
The price is CA $221 per night
CA $221
CA $247 total
Sep 2 - Sep 3
includes taxes & fees
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
Quality Inn

Quality Inn

2.5 out of 5
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 $127 per night
CA $127
CA $142 total
Sep 15 - Sep 16
includes taxes & fees
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
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
Free cancellation
Reserve now, pay when you stay
23.24 km from city centre
The price is CA $131 per night
CA $131
CA $165 total
Sep 8 - Sep 9
includes taxes & fees
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 Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Free cancellation
Reserve now, pay when you stay
20.96 km from city centre
The price is CA $260 per night
CA $260
CA $352 total
Sep 10 - Sep 11
includes taxes & fees
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 Lenox

Howard Johnson by Wyndham Lenox

2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Free cancellation
Reserve now, pay when you stay
32.72 km from city centre
The price is CA $109 per night
CA $109
CA $121 total
Sep 2 - Sep 3
includes taxes & fees
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. 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
Parking included
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Free cancellation
Reserve now, pay when you stay
32.71 km from city centre
The price is CA $172 per night
CA $172
CA $192 total
Sep 21 - Sep 22
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
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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

Micosta Leisure Inn

Micosta Leisure Inn

3007 County Rd 20, Hudson, NY
The price is CA $179 per night from Sep 2 to Sep 3
CA $179
CA $200 total
Sep 2 - Sep 3
includes taxes & fees
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
1,799 hotels
Lowest Price
CA $109
Highest Price
CA $260
Popular hotels
The Brooks Motel, Berkshire Mountain Lodge, Postcard Cabins Eastern Catskills, Berkshires Untold, Quality Inn, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG, The Red Lion Inn, Howard Johnson by Wyndham Lenox, The Yankee, Trademark Collection by Wyndham

Frequently asked questions

What are the top kid-friendly hotels in Hillsdale?
From fun amenities to bigger rooms, kid-friendly hotels come with features that can help turn an everyday family vacation into an amazing one. These Hillsdale properties make traveling with little ones child's play: Ideal location for summer and winter activities with plenty of outdoor space. will help make your trip the best one yet. It comes with a range of conveniences aimed at families, such as a travel crib and a firepit. Alternatively, spend your Hillsdale escape at Holiday House Motel Hillsdale. Make the most of pet-friendly facilities, express check-out services and more here.
Where can I find cheap hotels in Hillsdale?
At Travelocity you'll find really nice hotels in Hillsdale at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Hillsdale rather than in Hillsdale. We may find you even better rates, too.
How do I find the best Hillsdale hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Hillsdale then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Hillsdale?
The cheapest hotel in Hillsdale is CA $109 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Hillsdale?
There are 1,799 hotels in Hillsdale on Travelocity.
What are the best hotels in Hillsdale?
Hillsdale has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Hillsdale for you!
When is the best time to visit Hillsdale?
If you want the joy of a fun-filled trip in peak season, visit Hillsdale during February, May and September. If you'd prefer the peace of off-season, book a stay during quieter months, such as March, June and December.
When is the cheapest time to stay in Hillsdale?
Based on historic data is usually the cheapest month to visit Hillsdale. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Hillsdale?
There are multiple hotels in Hillsdale that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Hillsdale. We have plenty of kid-friendly hotels in Hillsdale to choose from on Travelocity!
Why book a hotel in Hillsdale through Travelocity?
Because we have the top hotels in Hillsdale! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Hillsdale on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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