Hillsdale Holidays

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Your Hillsdale Holiday

Book a Hillsdale holiday package and prepare for an exciting getaway. With a reputation for its rich history and welcoming locals, there's tons to keep you on the move in this interesting city. Catamount Aerial Adventure Park and Taconic State Park are a couple of the key attractions to tour during a trip to Hillsdale. Expedia has what you need to escape your daily routine. Tailor your holiday to Hillsdale to suit your travel style, whatever that may look like.

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

Our pick of the best Hillsdale Hotel Deals

The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi and free parking. Our guests praise the breakfast and the restaurant in their reviews. Popular attractions ...
8.8/10 Excellent! (1,000 reviews)
"Excellent room with gas fireplace and jacuzzi tub! Clean and Quiet. Nice views of the lake. Would stay there again."

Reviewed on 14 Apr 2024

The Black Swan Lee - Lenox, Ascend Hotel Collection
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking and breakfast. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9/10 Wonderful! (221 reviews)
"Really nice place. Very nicely renovated, and a real bargain in the off season. My only issue was no shops/restaurants near to walk to and the highway it’s on is fast and busy making left turns out of the place a real challenge."

Reviewed on 15 Apr 2024

Life House Berkshires
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
Stay at this 3.5-star spa hotel in Stockbridge. Enjoy free WiFi, 3 restaurants and a full-service spa. Our guests praise the pool and the restaurant in their ...
8.8/10 Excellent! (865 reviews)
"What a pleasure to have the opportunity to stay in an historic inn such as the Red Lion."

Reviewed on 13 Apr 2024

The Red Lion Inn
See all 1,700 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

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 . 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.

Discover the most popular places to visit in Hillsdale

Image for Catamount Aerial Adventure Park

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
Image for Hillsdale Town Hall

Hillsdale Town Hall

Hillsdale Town Hall is just one of the places to see in Hillsdale, so why not enjoy the other things to explore during your travels? Discover the sunrises while you're in the area.

Hillsdale Town Hall

* 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.