Woodstock Vacation Packages
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Your Woodstock Vacation
Organizing your next escape is a walk in the park with a Woodstock vacation package. The neighborhood of New Hope, which is great for walking, makes a good launchpad to discover the treasures of this unique city. Eager to do a bit of sightseeing? A trip to Woodstock wouldn't be complete without visiting YS Falls, Bubbling Spring Mineral Bath and other big-name attractions. Whatever your travel plans or budget, organizing a tailored Woodstock vacation is a breeze with Expedia.
Top Woodstock Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Silver Creek Resort
Price was CA $4,486, price is now CA $865 per person
CA $865
per person
Jul 26 - Aug 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
7/10 Good! (51 reviews)
The only concern we had was that there is no restaurants within walking distance,
Reviewed on May 20, 2024
Sunset at the Palms Resort - Adults Only - All Inclusive
Price was CA $3,169, price is now CA $1,518 per person
CA $1,518
per person
Aug 5 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Montego Bay (MBJ)
9/10 Wonderful! (1,003 reviews)
We loved having the best of both worlds. We were staying in the jungle, but right across the street was the beach. The staff was amazing always, we loved it there. We definitely will be going back. You cannot go wrong. Staying at sunset at the Palms.
Reviewed on May 23, 2026
Ocho Rios Villa at Coolshade
Price was CA $2,789, price is now CA $1,430 per person
CA $1,430
per person
Jul 26 - Aug 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Montego Bay (MBJ)
9.8/10 Exceptional! (9 reviews)
The host was wonderful and quite responsive.
I will definately stay again and highly recomend.
Reviewed on Mar 18, 2023
Woodstock Hotel Deals
Sandals South Coast - ALL INCLUSIVE Couples Only
A2 Whitehouse Westmoreland
8.6/10 Excellent! (142 reviews)
"Very dangerous and delayed the trip from the airport to the hotel"
Reviewed on Oct 27, 2025
Idlers' Rest Beach Hotel
Parottee Road, A2 Black River Saint Elizabeth
7.6/10 Good! (89 reviews)
"Beautiful beach location"
Reviewed on Jul 8, 2024
10BR Luxury Villa, Fully Staffed and w/ Chef-STSHA
Sandy Ground Westmoreland Parish
10/10 Exceptional! (3 reviews)
"Stunning property and incredible staff. We had a wonderful week at Santosha. They took great care of us and made us feel at home. The food was delicious and property is beautiful. Very well kept with a little bit of something to do for everyone.The only thing we think could improve would be to talk ..."
Reviewed on Apr 14, 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.
