Hillsdale Holiday Packages

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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

Life House Berkshires

Life House Berkshires

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 7 Apr to 8 Apr
AU$200
includes taxes & fees
7 Apr - 8 Apr
Berkshires Untold: Pet-friendly lodge with free WiFi and free parking. Guests love the helpful staff!
"A motel style well thought out hotel, tastefully designed,very comfortable room with fabulous beds. Have no hesitation in recommending it."

Reviewed on 2 Apr. 2025

Life House Berkshires
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 13 Apr to 14 Apr
AU$163
includes taxes & fees
13 Apr - 14 Apr
The Yankee, Trademark Collection by Wyndham: Business-friendly hotel with free breakfast and free WiFi. Located near skiing.
"Comfortable beds"

Reviewed on 3 Apr. 2025

The Yankee, Trademark Collection by Wyndham
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
Fully refundable
The price is AU$243 per night from 7 Apr to 8 Apr
AU$243
includes taxes & fees
7 Apr - 8 Apr
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG: Family-friendly hotel with 2 outdoor pools and a poolside bar. Located near ...
"Clean and great location"

Reviewed on 28 Mar. 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
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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.