West Woodstock Vacations from $630
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Your West Woodstock Vacation
Booking a West Woodstock vacation package is an ideal way to get to know this neighborhood. From its hot spots to its lesser-known delights, a world of discovery is waiting. Some nearby attractions to visit during your trip to West Woodstock include Billings Farm and Museum, Marsh-Billings-Rockefeller National Historical Park and Woodstock Town Hall Theatre. Expedia can put your travel plans into action. Book your dream West Woodstock vacation today.
The Latest West Woodstock Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Rutland/Killington Area
$630
per person
Dec 2 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
6.8/10 (1,002 reviews)
It was exactly what I paid for. Somewhere just to spend the night. The bathroom sink, however, drained very very slowly. Probably needs to be unclogged from a myriad of traveler hair.
Reviewed on Sep 14, 2026
Castle Hill Resort And Spa
$979
per person
Oct 23 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Rutland (RUT)
9/10 Wonderful! (124 reviews)
We stayed in a two bedroom condo that was fabulous. It was very clean. It had a fireplace and anything we needed was available. One thing that was upsetting is that there was a wedding Saturday night at the castle so we were unable to have dinner there and then they were closed on Sunday so both nights of our stay we could not have dinner at the castle, which we were actually looking forward to. We had a great time regardless of that, we ended up having dinner at Murdock which was sooooo good highly recommend. We didn't use the pool because it was a little chilly, but it looked great. Would go back again especially for ski season.
Reviewed on Sep 15, 2026
Mountain Green Resort
$1,443
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Rutland (RUT)
4/10 (2 reviews)
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.
Reviewed on Jan 28, 2026
West Woodstock Hotel Deals
The Jackson
43 Senior Lane Woodstock VT
$358 total
per night
Sep 20 - Sep 21
9.6/10 Exceptional! (317 reviews)
"Close enough to Woodstock yet far enough away to be peaceful. Very kind staff."
Reviewed on Sep 16, 2026
On The River Inn
1653 West Woodstock Road Woodstock VT
$373 total
per night
Sep 20 - Sep 21
9.2/10 Wonderful! (1,003 reviews)
"Housekeeping was a bit lax. No tissues and only one hand towel. The rest of the Inn was great!"
Reviewed on Sep 17, 2026
Align Inn Vermont
5817 Woodstock Rd Quechee VT
$221 total
per night
Oct 18 - Oct 19
9.4/10 Exceptional! (1,341 reviews)
"Align was clean, free breakfast was good, pool was heated, outside seating area"
Reviewed on Sep 15, 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.
Stay near popular West Woodstock attractions
Union Arena Community Center
Enjoy an outing to Union Arena Community Center during your stay in Woodstock. Stroll along the riverfront or discover the mountain views in this quaint area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.