Hillsdale Holidays from £1,040

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Your Hillsdale Holiday

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 customised Hillsdale holiday 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, organising your ultimate tailored Hillsdale holiday is easy with Expedia.

Top Hillsdale Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Albany Airport Inn

Albany Airport Inn

2.5 out of 5
Price was £1,095, price is now £1,040 per person
£1,040
per person
5 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LHR) to Albany (ALB)
6.4/10 (1,010 reviews)

Hilton Albany

Hilton Albany

3.5 out of 5
Downtown Albany
Price was £1,434, price is now £1,324 per person
£1,324
per person
5 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LHR) to Albany (ALB)
7.2/10 Good! (1,035 reviews)
I forgot the front desk ladies name but short light skin and petite was very friendly and I know it was a long day for but helped checked me in and answered all my questions

Reviewed on 16 Jul 2026

Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
Price was £1,216, price is now £1,135 per person
£1,135
per person
5 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LHR) to Albany (ALB)
8.8/10 Excellent! (1,004 reviews)

Fairfield Inn & Suites by Marriott Albany Downtown

Fairfield Inn & Suites by Marriott Albany Downtown

3 out of 5
Downtown Albany
Price was £1,248, price is now £1,181 per person
£1,181
per person
5 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LHR) to Albany (ALB)
8.6/10 Excellent! (1,004 reviews)
The rooms were clean the staff were very friendly.

Reviewed on 12 Jul 2026

Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was £1,376, price is now £1,303 per person
£1,303
per person
5 Oct - 9 Oct
found 1 day ago
Return direct flight included
London (LHR) to Albany (ALB)
9.2/10 Wonderful! (17 reviews)
The cabin and grounds are well-maintained. The pool was crystal clear and the slide was a nice addition. Gorgeous views!

Reviewed on 28 Jun 2026

Hillsdale Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Lake Taghkanic State Park, Hudson Chatham Winery and Catamount Aerial Adventure Park

Top hotels in Hillsdale

It's All About the Mountain Views, Modern Farmhouse

It's All About the Mountain Views, Modern Farmhouse

Hillsdale NY
9.6/10 Exceptional! (4 reviews)
Gorgeous surroundings, wonderful hosts
"My friend and I had a wonderful stay in Hillsdale. Nina and Mitch were friendly, helpful hosts, and their place is lovely. It's not clear from the description, but the actual space is in the basement, so be warned, those beautiful mountain views are not available from the couches or bedrooms. This ..."

Reviewed on 9 Oct 2023

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It's All About the Mountain Views, Modern Farmhouse
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is £156 per night from 19 Jul to 20 Jul
£156
19 Jul - 20 Jul
includes taxes & fees
9.2/10 Wonderful! (1,016 reviews)
"I still suffer from bed bugs bite and mosquito, we were placed in the old room, old carpet and smelly room. The staff were nice and the cleaners too. I just wish we could have stayed in the main building."

Reviewed on 15 Jul 2026

The Yankee Inn
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Fully refundable
The price is £109 per night from 21 Jul to 22 Jul
£109
21 Jul - 22 Jul
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Comfortable rooms within walking distance to Great Barrington."

Reviewed on 13 Jul 2026

Quality Inn Great Barrington
See all 1,875 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.
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Stay near popular Hillsdale attractions

Catamount Aerial Adventure Park

6.4/10 (5 reviews)
Scale New England's largest aerial adventure park with over 150 treetop challenges across nine difficulty levels. Glide between zip lines and navigate bridges while surrounded by serene forest scenery.
See properties

Frequently asked questions

How much does a Hillsdale travel package cost?
We make it simple to travel somewhere new, with Hillsdale travel packages starting from as low as £1,040. You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate escape, why not add a few activities and tours to your itinerary?
If I'm not able to travel, can I cancel my Hillsdale travel package?
We totally get that unexpected stuff happens. If you've booked a Hillsdale travel package and have to cancel or amend it, we can help. We suggest visiting our Customer Service Portal first for information. But in general, if you've taken out your package in the last 24 hours, you may be able to amend or cancel your itinerary at no cost. If it's been more than 24 hours, your airline, hotel or car rental company may impose a fee.
How do I get a cheap travel package to Hillsdale?
Just imagine all the awesome things you could do in Hillsdale with a wad of extra cash in your wallet. Watch your savings stack up when you combine your flights, hotels and other bookings into a Hillsdale travel package. You have loads of choice when it comes to booking with Expedia too. In fact, you can pick from more than 550 air carriers and 1,000,000 properties around the world. Whether you're enjoying a break with the whole family or travelling on your own, planning a getaway to Hillsdale is better with a package.
Does Expedia offer Book Now, Pay Later Hillsdale holidays?
Expedia has joined forces with online lender Klarna to make your next break easier on your wallet. Paying in instalments means you can spread the costs of your next big holiday, leaving you with more cash to splash while you're away. Klarna has several payment plans to pick from, so you're sure to find one that fits your budget. Check out these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is what works best for you, Klarna offers just that! Paying in easy monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: If you'd like to pay off your escape in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking the "book now" button is much easier with this option. Put down a small deposit on your holiday and then start working on your travel itinerary.

Where should I stay in Hillsdale?
There's so much to explore in Hillsdale, so spend your nights close to its top attractions and treat yourself to more time sightseeing. Catamount Aerial Adventure Park is one place to add to your itinerary.
What are the top hotels in Hillsdale?
Get your holiday off to a flying start by locking in a room at The Wick, Hudson, A Tribute Portfolio Hotel. It's one of most sought-after properties in Hillsdale. Another cosy option is St. Charles Hotel.
How far in advance should I book my Hillsdale holiday?
Smart travellers will likely want to reserve their seats early. You can generally start comparing international fares on Expedia up to a year before your intended flight. If you're purchasing your ticket at the last minute, don't stress. Bargain prices sometimes become available in the last weeks prior to departure.
What does an Expedia Hillsdale travel package include?
That depends on you. You can choose from a variety of Hillsdale packages, such as a hotel, flight and rental car. You can also book a flight with a hotel, or a rental car and a flight. Once you've made your booking, you can add the fun stuff like experiences and tours. Whatever your ideal Hillsdale break looks like, get ready to save!
What should I know before booking a Hillsdale travel package?
You can save big by combining your hotels, flights and rental cars. Once you've created your package, you can add on things like tours and activities. Your next unforgettable adventure is only a few clicks away.
Can I choose my airline with a Hillsdale Expedia travel package?
Most definitely. Expedia has more than 550 airline partners to select from around the globe. With so much choice, finding the right carrier to bring you to Hillsdale will be easy.

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. Flight-inclusive packages are ATOL protected.