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Tonight
Check prices in Hillsdale for tonight, Sep 13 - Sep 14
Sep 13 - Sep 14
Tomorrow night
Check prices in Hillsdale for tomorrow night, Sep 14 - Sep 15
Sep 14 - Sep 15
Next weekend
Check prices in Hillsdale for next weekend, Sep 18 - Sep 20
Sep 18 - Sep 20

Most frequently booked Hillsdale hotels

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 $110 per night
CA $110
CA $154 total
Oct 1 - Oct 2
includes taxes & fees
Book a stay at this golf aparthotel 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
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Free cancellation
13.28 km from city centre
The price is CA $144 per night
CA $144
CA $160 total
Sep 16 - Sep 17
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
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
282 Cairo Junction Rd Catskill NY
35.72 km from city centre
The price is CA $223 per night
CA $223
CA $301 total
Sep 21 - Sep 22
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
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
549 Washington Street Hudson NY
Free cancellation
Reserve now, pay when you stay
22.57 km from city centre
The price is CA $255 per night
CA $255
CA $351 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this hotel in Hudson. Enjoy free WiFi, free parking, and 3 indoor pools. Popular attractions Oakdale Beach and Hudson Area Library are located nearby.
Pool
Spa
The Yankee Inn

The Yankee Inn

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 $145 per night
CA $145
CA $162 total
Sep 22 - Sep 23
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
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 $183 per night
CA $183
CA $204 total
Sep 14 - Sep 15
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 Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
190 Meadow Street South Lee MA
Free cancellation
23.41 km from city centre
The price is CA $162 per night
CA $162
CA $208 total
Sep 16 - Sep 17
includes taxes & fees
Book a stay at this ski 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 $217 per night
CA $217
CA $311 total
Sep 23 - Sep 24
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Tanglewood Music Center and Schantz Galleries are located nearby.
Pool
Spa
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road Pittsfield MA
41.72 km from city centre
The price is CA $86 per night
CA $86
CA $96 total
Sep 14 - Sep 15
includes taxes & fees
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking and Barrington Stage Company are located nearby.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Hillsdale
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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 $163 per night from Sep 16 to Sep 17
CA $163
CA $182 total
Sep 16 - Sep 17
includes taxes & fees
9.2/10 Wonderful! (174 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
1,863 hotels
Lowest Price
CA $96
Highest Price
CA $351
Popular hotels
Berkshire Mountain Lodge, Quality Inn Great Barrington, Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy, Pocketbook Hotel and Bath, The Yankee Inn, Berkshires Untold, Holiday Inn Club Vacations Oak 'n Spruce Resort, The Red Lion Inn, FairBridge Inn Express

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 $96 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 1,863 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.

Recent Hillsdale hotel reviews by fellow wanderers

The Yankee Inn

The Yankee Inn

5 out of 5
Posted 5 hours ago
Travelocity Verified Review
"Loved the pond trail! What a nice shift after a long day on the road."
A verified traveller stayed at The Yankee Inn
The Yankee Inn