
Spencertown Vacation Packages
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Top Spencertown Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Kaatskill Mountain Club at Hunter Mountain
Price was CA $1,092, price is now CA $841 per person
CA $841
per person
Sep 26 - Oct 1
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Hudson (HCC)
9.2/10 Wonderful! (266 reviews)
Great place to rest and relax if this is what you want to do. I would highly recommend. They have great facilities at the hotel the hot tub and steam room was a hit for us. The property is very quiet and serene.
Reviewed on Aug. 19, 2025


Woodstock Way Hotel
Price was CA $2,391, price is now CA $1,858 per person
CA $1,858
per person
Sep 26 - Oct 1
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Hudson (HCC)
9.4/10 Exceptional! (170 reviews)
Loved everything about it, especially large deck with view of waterfall. Interiors were beautiful and contemporary in a very convenient and comfortable way. No negatives.
Reviewed on Aug. 18, 2025

Spencertown Hotel Deals

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is CA $91 per night from Sep 7 to Sep 8
CA $91
CA $133 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (583 reviews)
Satisfied customer
"as good as the last time we stayed there."
Reviewed on Aug. 21, 2025

Berkshires Untold
194 Pittsfield Rd, Lenox, MA
The price is CA $222 per night from Aug 26 to Aug 27
CA $222
CA $248 total
Aug 26 - Aug 27
includes taxes & fees
9/10 Wonderful! (687 reviews)
"We loved everything! Josh was great at check in and with recommendations. Nick was truly fabulous bartending and giving us helpful suggestions and tips. Aurora was extremely helpful as well. 5 stat hotel in a great location with an awesome bar and restaurant. Hamburgers were off the chart. Thank ..."
Reviewed on Aug. 18, 2025

Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Sep 4 to Sep 5
CA $129
CA $144 total
Sep 4 - Sep 5
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"nice place"
Reviewed on Aug. 18, 2025
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.