
Hillsdale Packages (Flight + Hotel)
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- Plan, book, travel with confidence
- Better togetherSave up to ฿27,000 when you book a flight and hotel together*
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Top hotels in Hillsdale

The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is ฿4,220 per night from 7 Jul to 8 Jul
฿4,220
฿4,714 total
7 Jul - 8 Jul
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"The Yankee Inn was a convenient and affordable option for our visit to Tanglewood. The check-in staff was friendly and advised us of breakfast and checkout hours. The room was clean and thankfully well air conditioned during our stay there in 90 degree weather! The included breakfast was typical ..."
Reviewed on 2 Jul 2026

Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is ฿4,433 per night from 4 Aug to 5 Aug
฿4,433
฿5,693 total
4 Aug - 5 Aug
includes taxes & fees
9/10 Wonderful! (1,019 reviews)
"Its great that every room is a suite with a small kitchen and a sofa that turns into a bed. Very easy for a family"
Reviewed on 5 Jul 2026

Berkshires Untold
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is ฿5,800 per night from 8 Jul to 9 Jul
฿5,800
฿6,478 total
8 Jul - 9 Jul
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"Great “motel” close to Lenox and Tanglewood! Nice rooms, nicely decorated. Vibrant restaurant/bar in lobby. Nice outdoor seating with a band playing. Small but good menu."
Reviewed on 4 Jul 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.
