Deals on vacations and trips to Woodstock

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Top Woodstock hotels deals

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
10 Waterfall Way, Woodstock, NY
The price is $298 per night
$298
per night
Jun 23 - Jun 24
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
Streamside Cottage Walking Distance to Town of Woodstock

Streamside Cottage Walking Distance to Town of Woodstock

The price is $189 per night
$189
per night
Jun 24 - Jun 25
This cottage includes a garden and barbecue grills.
Kitchen
Free WiFi
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

The price is $200 per night
$200
per night
Jun 24 - Jun 25
This cottage features barbecue grills.
Kitchen
Pet friendly
The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St, Woodstock, NY
The price is $253 per night
$253
per night
Jul 10 - Jul 11
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 spa tub on site, and a terrace and a garden are also provided.
Hot Tub
Pet friendly
The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream

3 out of 5
48 Tannery Brook Rd, Woodstock, NY
The price is $199 per night
$199
per night
Jun 24 - Jun 25
This hotel features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
Breakfast included
Parking included
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
The price is $140 per night
$140
per night
Jun 30 - Jul 1
This hotel features a restaurant, an indoor pool, and a bar/lounge. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
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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.

Popular places to visit

Image for Overlook Mountain Trailhead

Overlook Mountain Trailhead

Learn about the local history of Woodstock when you take a trip to Overlook Mountain Trailhead. Discover the mountain views while you're in the area.

Overlook Mountain Trailhead
Image for Karma Triyana Dharmachakra Monastery

Karma Triyana Dharmachakra Monastery

Learn about the local history of Woodstock with a stop at Karma Triyana Dharmachakra Monastery. Discover the mountain views while you're in the area.

Karma Triyana Dharmachakra Monastery
Image for Woodstock Music Shop

Woodstock Music Shop

4/5(1 review)

Enjoy a stop at Woodstock Music Shop, an entertaining place to visit in Woodstock. Discover the mountain views while you're in the area.

Woodstock Music Shop

Photos of local treasures

Browse Woodstock vacation photos for more inspiration

Woodstock

Frequently asked questions

How much are vacation packages to Woodstock?
Adventures are calling in Woodstock, with Travelocity vacation packages starting from just . Including flights and hotels, these great deals make it a breeze to see all corners of the world.
How long should my Woodstock vacation be?
Most people spend around 2 nights in Woodstock, but how long you stay is ultimately up to you. If you hope to explore all the intriguing things this location has waiting for you, why not hang around for a little bit longer?
Where can I get the best vacation package deals for Woodstock?
Travelocity can help you lock in an unbeatable Woodstock package deal. With no less than 400 partner airlines and 1,000,000 properties worldwide, we’re sure you’ll find one that works for you.
Why should I book my Woodstock vacation bundle via Travelocity?
We offer destinations and experiences to suit every kind of globetrotter, excellent service and 24/7 customer support. On top of that, we’ll match any cheaper price you discover with our Price Match Guarantee.
Can I save on my Woodstock car rental if I combine it with my hotel or flight?
With a Woodstock vacation package, you can combine your hotel, flight and car bookings and save tons. If you’re in the mood to discover the best of this wonderful city, why not head to Times Square? This renowned attraction is 90 mi from Woodstock. With your own set of wheels, you’ll be there in no time.
What is the best time of year to go to Woodstock?
That depends on whether you’d rather save money or visit Woodstock at its most exciting. The quietest time to explore this part of the world is May, October and November. If you want to experience this destination at its peak, consider March, April and June. Want to save your hard-earned money? The most affordable month is . typically has the most expensive prices.
Which airport is best for Woodstock?
One top option is Albany Intl. Airport (ALB). From here, you’ll need to travel south for around 50 mi to reach downtown Woodstock. Another convenient choice is Stewart Intl. Airport (SWF), 35 mi away from central Woodstock.
What is there to do in Woodstock?
You’ll sense a certain magic as you stroll through the streets of Woodstock. Overlook Mountain Trailhead and Woodstock Music Shop are just two renowned sights that make this city such a sought-after destination, so put them on your travel itinerary.
Where should I stay when visiting Woodstock?
If you’re looking for somewhere to spend your nights, consider the Morning Glory B N B Woodstock Ny. It’s the top pick for many visitors.