Hillsdale Holidays
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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.
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
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is £118 per night from 23 Jun to 24 Jun
£118
23 Jun - 24 Jun
includes taxes & fees
9/10 Wonderful! (960 reviews)
"Hot tub doesn’t go above 95 which is colder than you think, didn’t have any luggage carts available after asking 3 different people, but it’s a charming place to end on a positive note"
Reviewed on 28 May 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is £104 per night from 3 Jun to 4 Jun
£104
3 Jun - 4 Jun
includes taxes & fees
9/10 Wonderful! (964 reviews)
"The converted motel has several appealing features — it was clean, the Le Labo products smelled wonderful, and the lobby bar is beautifully designed. Unfortunately, the level of service fell well below expectations. Two days before our arrival, I received a survey asking whether we’d like any additional ..."
Reviewed on 27 May 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is £115 per night from 14 Jun to 15 Jun
£115
14 Jun - 15 Jun
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Beautiful and well maintained and close to shipping and food"
Reviewed on 29 May 2026
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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* 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.
