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




Ski in & out Spruce Glen Townhomes on Great Eastern Trail
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
9/10 Wonderful! (45 reviews)
Great spot! Close to food and entertainment. Great trails immediately outback. Had an issue with the lock and had ZeRo issues getting a hold of the management. They got a locksmith out and had it changed before we returned. Excellent response.
Reviewed on Jul. 21, 2025
Randolph Hotel Deals

Secluded retreat in the trees
Roxbury
10/10 Exceptional! (24 reviews)
"For the second year in a row, my family enjoyed everything about our stay in this gorgeous cottage! The surroundings are incredible. The cottage is clean, comfortable, and has everything needed for a wonderful stay. And Hannah and Cyrus are exceptional hosts!"
Reviewed on Jul. 21, 2025

Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is CA $562 per night from Sep 1 to Sep 2
CA $562
CA $678 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (530 reviews)
"Bed was more comfortable than home. Dinner at Richardson’s Grill was fantastic. Breakfast buffet was mediocre. Room was very nice but bathroom needed updating."
Reviewed on Jul. 30, 2025

The Shire Woodstock
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Aug 24 to Aug 25
CA $191
CA $223 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (796 reviews)
"Beautiful pet friendly place in the heart of Woodstock Village. Scenery is lovely, soothing and plenty to do. Can walk to things, bike or hike."
Reviewed on Aug. 1, 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.