Randolph Vacations from $368
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The Latest Randolph vacation packages
Price found within the past 48 hours. Click for updated prices.
The Mountain Inn at Killington
Price was $447, price is now $368 per person
$368
per person
Nov 7 - Nov 10
found 15 hours ago
Roundtrip flight included
Tampa (TPA) to Rutland (RUT)
9.2/10 Wonderful! (869 reviews)
The staff was so welcoming and friendly, the rooms were immaculate and
Reviewed on Aug 26, 2025
Killington Mountain Lodge, Tapestry Collection by Hilton
Price was $900, price is now $770 per person
$770
per person
Oct 15 - Oct 19
found 23 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
7.4/10 Good! (1,001 reviews)
Very friendly staff! Jess the receptionist allowed us to check in at 10am rather than 4pm! The ladies working the bar and strabucks counter were super friendly and helpful. The property manager accommodated myself and kids even though the hot tub was out of service, jets didn’t work and it wasn’t hot, she brought us new towels and allowed us to stay in the pool.
Reviewed on Aug 26, 2025
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Price was $502, price is now $434 per person
$434
per person
Nov 7 - Nov 10
found 15 hours ago
Roundtrip flight included
Tampa (TPA) to Rutland (RUT)
9/10 Wonderful! (47 reviews)
We booked a non-smoking room. Showed up and the place ABSOLUTELY reaked of smoke. The smell was caked into everything including bedding. It was like they were smoking 10 packs plus a day and didn’t leave. Lamps and cabinets were broken as well. Cleaners also showed up at 6am blasting music, which was well before the 11am check out of the property. owners of the property did communicate well and that was much appreciated. However after this stay we are still feeling sub par out this place.
Reviewed on Aug 4, 2025
Discover the most popular places to visit in Randolph
Playhouse Movie Theatre
You can enjoy a show at Playhouse Movie Theatre on your trip to Randolph. While you're in the area, wander around the parks.
Chandler Music Hall
You can enjoy a show at Chandler Music Hall during your trip to Randolph. While you're in the area, wander around the parks.
Whale Dance Sculpture
Learn about the local history of Randolph when you take a trip to Whale Dance Sculpture. While you're in the area, wander around the parks.
Randolph Hotel Deals
Vineyard Cabin
Randolph
Rustic off grid treasure
"The cabin was quaint and perfect for what we were looking for. We were close to town, but felt way more isolated. The cabin was off grid, but had running water and electricity. We were comfortable and very happy with our stay. It was beautiful and wildlife was abundant. The hosts were attentive, ..."
Reviewed on Jul 23, 2025
Secluded retreat in the trees
Roxbury
$228 nightly
The price is $255 total per night from Sep 3 to Sep 4
$255 total
Sep 3 - Sep 4
Total with taxes and fees
10/10 Exceptional! (24 reviews)
"Absolutely beautiful! So pleased with everything about our stay!"
Reviewed on Aug 20, 2025
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
$439 nightly
The price is $483 total per night from Sep 2 to Sep 3
$483 total
Sep 2 - Sep 3
Total with taxes and fees
9.2/10 Wonderful! (532 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
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.