Hillsdale Holiday Packages
Save when you book Hillsdale package deals
Book your Hillsdale holiday
If you want to save some cash, Wotif is here for you.
We'll combine your flights and hotels into a tidy little package.
This way, you'll have extra funds for your Hillsdale holiday.
You could even see savings of up to . Also, with more than 550 partner airlines and 665,000 worldwide properties, it's easy to create your dream holiday.
With some of the most attractive prices under the sun, you'll be leaving the runway sooner than you think. So, grab your bags and let's get this show on the road.
Hillsdale Accommodation
The Elm Tree Motel is the only listed property in Hillsdale. Book now and bag the best room.
Car Hire in Hillsdale
If you're arriving at Pittsfield Municipal Airport, you'll need to venture further out to hire a ride. Your closest option is Enterprise (526 East St), which is a short drive from the terminal.
Holidays to Hillsdale
Getting lost someplace unfamiliar sounds great and all. But if you'd prefer to get to Hillsdale with a bit of local knowledge under your belt, keep reading.
It won't take long to get to Hillsdale from a few major nearby cities. It's a short drive of 17 kilometres to the east from Hudson and 35 kilometres to the southwest from Pittsfield.
Top Hillsdale hotels
Berkshire Mountain Lodge
Clean room
Reviewed on 23 Oct 2025
Holiday Inn & Suites Pittsfield-Berkshires by IHG
All was very good at this hotel, our room was modernized and updated. The people at the front desk as well as all the employees were all well trained and pleasant . Pittsfield is in the middle of The Berkshires and so it was a great location to see what we wanted to see.
Reviewed on 22 Oct 2025
The Brooks Motel
The property felt safe and welcoming. The room was comfortable and had everything I wanted or needed. The styles “spare” and I like that.
Reviewed on 19 Oct 2025
