Hillsdale Vacations from $729

Book a Hotel + Flight or Car together to unlock savings

Your Hillsdale Vacation

The rich history and welcoming locals are just the beginning of the things Hillsdale has to offer. Experience the sights and sounds of this captivating city the way you want with a customized Hillsdale vacation package. Every trip to Hillsdale just has to include a bit of sightseeing. Where to first? Catamount Aerial Adventure Park and Taconic State Park are key attractions. Whatever your travel plans or the size of your budget, organizing your ultimate tailored Hillsdale vacation is easy with Expedia.

The Latest Hillsdale vacation packages

Price found within the past 48 hours. Click for updated prices.
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Nothside
Price was $978, price is now $729 per person
$729
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
9.2/10 Wonderful! (1,003 reviews)
I thoroughly enjoyed my stay at The Landing Hotel. Check-in was very easy, we were helped by Averii. She patiently answered all my questions, and was very helpful, she even gave me a warm chocolate chip cookie; which I love cuz I'm a BIG BACK. There was plenty of free parking, the hotel also offers VIP parking for $20, which lets you park directly across from the lobby. But TBH, I was fine with the free parking, it was a short walk to the lobby. The casino is attached to the hotel, but you cannot hear/smell anything from it. The lobby was quiet, and so was our floor. We had a king size bed and a clean room, nice flat screen TV with a beautiful view of the river behind the hotel. The room was very modern looking, and not dusty/old looking. There are plenty of plugs for all your devices, bring the base tho cuz there is no type-C USB charger. Bathroom was really nice too, free soap, conditioner and shampoo in the shower. This hotel, doesn't have a ton of amenities, but I can guarantee you will be comfortable coming here whether you're here for gambling, or just a quick getaway

Reviewed on Apr 9, 2026

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

2.5 out of 5
Price was $1,100, price is now $859 per person
$859
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
8.4/10 Very Good! (1,000 reviews)
Hotel was very nice and clean. Staff was very friendly

Reviewed on Apr 10, 2026

Hilton Garden Inn Saratoga Springs

Hilton Garden Inn Saratoga Springs

3 out of 5
Price was $1,519, price is now $1,197 per person
$1,197
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
8/10 Very Good! (1,004 reviews)
Great location. Walking distance to downtown and lots of restaurants and shopping. Close to the park. Clean, spacious rooms. Clean, comfortable lobby. No food service onsite but bar opens in evening. Nice staff. Breakfast was adequate but nothing special.

Reviewed on Apr 14, 2026

Hotel Brookmere & Arbor Spa

Hotel Brookmere & Arbor Spa

4 out of 5
Price was $1,142, price is now $914 per person
$914
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
9.2/10 Wonderful! (278 reviews)
Quiet hotel in a nice area with restaurant on site

Reviewed on Apr 14, 2026

Amsterdam Castle

Amsterdam Castle

3.5 out of 5
Price was $1,094, price is now $883 per person
$883
per person
Jul 8 - Jul 13
found 7 hours ago
Roundtrip flight included
Denver (DEN) to Albany (ALB)
9.6/10 Exceptional! (1,006 reviews)
My kids thought it was the coolest!

Reviewed on Apr 1, 2026

Don't see what you're looking for?
See all available trips from Columbus to Hillsdale
View all trips

Discover the most popular places to visit in Hillsdale

Catamount Aerial Adventure Park

You can take time to visit Catamount Aerial Adventure Park during your travels to Hillsdale. Discover the area's mountain views and seek out the hiking trails.

Catamount Aerial Adventure Park

Hillsdale Hotel Deals

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $120 total per night from May 14 to May 15
$120 total
May 14 - May 15
Total with taxes and fees
9/10 Wonderful! (905 reviews)
Very friendly staff. The hotel and property was very clean and well maintained the outside. The outside Jacuzzi was amazing. The pool was great very nice hotel all the way around.

Reviewed on Apr 12, 2026

Berkshire Mountain Lodge
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
282 Cairo Junction Rd Catskill NY
$184 nightly
The price is $199 total per night from May 14 to May 15
$199 total
May 14 - May 15
Total with taxes and fees
9.6/10 Exceptional! (200 reviews)
The place was clean, they even provided us with s’mores kit and it was so yummy! My kids didn’t want to leave and campsite area was big

Reviewed on Apr 13, 2026

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $93 total per night from Apr 19 to Apr 20
$93 total
Apr 19 - Apr 20
Total with taxes and fees
9/10 Wonderful! (896 reviews)
Fine rooms and bathrooms, good dinner, and excellent common space. Kind of new and funky old school at the same time. I’d stay here next time I’m in the area.

Reviewed on Apr 14, 2026

Berkshires Untold
See all 1,859 properties in Hillsdale
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.

Find the Best Hillsdale Vacation Packages

Hillsdale Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Lake Taghkanic State Park, Hudson Chatham Winery and Catamount Aerial Adventure Park

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Hillsdale vacation package cost?
You can grab a vacation package to this top destination from $729 on Expedia. However, how much your vacation to Hillsdale costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Hillsdale?
March, June and December are great times to look for cheap Hillsdale vacation packages. Traveling in less busy months means you'll typically find reduced prices on flights and hotels.
How many days is enough for Hillsdale?
The ideal duration of your Hillsdale vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to hit all the top attractions and explore some hidden gems along the way.
How to find the best Hillsdale package deals?
Begin your search for a Hillsdale package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Hillsdale package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Hillsdale escape underway.
Is it cheaper to book a Hillsdale vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Hillsdale vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Hillsdale?
If you've got your Hillsdale vacation dates locked in, book as soon as you can to bag some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Hillsdale vacation packages?
Secure your dream getaway to Hillsdale with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until the next payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stick to your budget and snap up bargains before they sell out.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.