Deals on vacations and trips to Woodstock

Save when you book Woodstock package deals

Choose two or more items and save on your trip:

Top Woodstock hotels deals

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
10 Waterfall Way Woodstock NY
$295 nightly
The price is $326 total per night
$326 total
Jun 8 - Jun 9
Total with taxes and fees
A bar/lounge and a coffee shop are featured at this hotel, along with free self parking. WiFi in public areas is free. A terrace, a garden, and a snack bar/deli are also on offer.
Spa
Pet friendly
The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St Woodstock NY
$231 nightly
The price is $259 total per night
$259 total
Jun 10 - Jun 11
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a hot tub on site, and a terrace and a garden are also provided.
Hot Tub
Pet friendly
Twin Gables of Woodstock

Twin Gables of Woodstock

3 out of 5
73 Tinker St Woodstock NY
$159 nightly
The price is $191 total per night
$191 total
May 31 - Jun 1
Total with taxes and fees
This hotel features free WiFi in public areas, free newspapers, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.
Breakfast included
Parking included
Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock

Woodstock NY
Get rates
This cottage includes a garden and barbecue grills.
Kitchen
Free WiFi
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $116 total per night
$116 total
May 27 - May 28
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a garden, and a grocery/convenience store are also offered.
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

2 out of 5
282 Cairo Junction Rd Catskill NY
$201 nightly
The price is $217 total per night
$217 total
Jun 21 - Jun 22
Total with taxes and fees
This cabin features a virtual front desk. Take advantage of the free self parking.
Don't see what you're looking for?
See all available properties in Woodstock
View all properties
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.

Frequently asked questions

How much are vacation packages to Woodstock?
Packages, which include hotels and flights in Woodstock, start from as little as . Make your travel dreams come true and book your trip with Travelocity today.
How long should my Woodstock vacation be?
Typically, 2 nights is how long the majority of travelers spend exploring the attractions of Woodstock. Wondering whether that'll be enough time to get to all the things on your sightseeing list? Stay another night or two and experience everything this place has to offer.
Where can I get the best vacation package deals for Woodstock?
You'll come across an amazing range of Woodstock package deals on Travelocity. With 400 air carriers and 1,000,000 properties across the globe, arranging your ideal getaway will be a breeze.
Why should I purchase my Woodstock vacation package via Travelocity?
We offer destinations to suit every type of globetrotter, superb service and support available 24/7. And to top all that off, we'll match any cheaper price you find with our Price Match Guarantee.
Will I save money on my Woodstock car rental if I combine it with hotels and flights?
With a Woodstock vacation package, you can bundle your flight, car and hotel bookings and save tons. When you're ready to uncover the best of this awesome location, why not head to Times Square? This famous attraction is 90 mi from Woodstock. With a rental car, you'll be there belong long.
Which airport is best for Woodstock?
One of the handiest options is Albany Intl. Airport (ALB), located 50 mi north of the hustle and bustle of downtown Woodstock. You can also jet into Stewart Intl. Airport (SWF), 35 mi away from central Woodstock).
What is there to do in Woodstock?
Woodstock is brimming with sights to explore, such as Overlook Mountain Trailhead and Karma Triyana Dharmachakra Monastery. These two fantastic attractions top most people's travel itineraries.
Where should I stay when visiting Woodstock?
If you're after a place to base yourself, consider the Morning Glory B N B Woodstock Ny. It's the top pick for many travelers.

Photos of local treasures

Browse Woodstock vacation photos for more inspiration

Roundout Resevoir in Catskill mountains of New York in sunset time. Colorful trees and calm lake
Woodstock, Vermont Foliage
a gorgeous summer landscape in the park with a lake surrounded by a brown wooden bridge and lush green trees, grass and plants with rocks along the banks of the lake at Dupree park in Woodstock
Adobe
Adobe

Explore More Ways to Travel with Travelocity