Woodstock Holidays

Book a Hotel + Flight or Car together to unlock savings

Choose two or more items and save on your trip:
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to NZ$545 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Our pick of the best Woodstock Hotel Deals

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Woodstock
The price is NZ$244 per night from 28 Apr to 29 Apr
NZ$244
per night
28 Apr - 29 Apr
7.2/10 Good! (21 reviews)
Unique!
"Great stay for the night. Off the grid living. We’ll be back!"

Reviewed on 2 Jul. 2023

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Woodstock Way Hotel
Woodstock Way Hotel
4 out of 5
10 Waterfall Way, Woodstock, NY
The price is NZ$523 per night from 1 May to 2 May
NZ$523
per night
1 May - 2 May
9.6/10 Exceptional! (85 reviews)
"Relaxing environment and lovely rooms with view of the waterfall."

Reviewed on 18 Apr. 2024

Woodstock Way Hotel
Streamside Cottage Walking Distance to Town of Woodstock
Streamside Cottage Walking Distance to Town of Woodstock
Woodstock
The price is NZ$605 per night from 27 Apr to 28 Apr
NZ$605
per night
27 Apr - 28 Apr
9.8/10 Exceptional! (161 reviews)
Babbling brook cabin
"The most charming cabin on a babbling brook. Clean and new. Well appointed. Close to Woodstock. Great area for hiking, art, sightseeing, shopping. Excellent restaurants."

Reviewed on 21 Apr. 2024

Streamside Cottage Walking Distance to Town of Woodstock
See all 2,374 properties in Woodstock
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 does a Woodstock holiday package cost?
Our Woodstock holiday packages, which start from as low as , are the easiest way to save big bucks. Select your preferred hotels, flights and rental car to create a customized itinerary.
How do I get a cheap travel package to Woodstock?
Lock in flights that fit in with your schedule, add a hotel room to your booking and watch how much you save with a Woodstock holiday package. It’s as simple as that! From hotels and flights to rental cars and tours, Expedia is your gateway to cheap travel. And with more than 550 air carriers and 1 000 000 hotel options all over the world to select from, you won’t be short of choice.
Where should I stay in Woodstock?
Stay close to the action. Many people favor hotels in the vicinity of popular attractions, such as Overlook Mountain Trailhead, Karma Triyana Dharmachakra Monastery and Woodstock Music Shop.
What are the top hotels in Woodstock?
Twin Gables of Woodstock will be a perfect base for your Woodstock adventures. Situated in Zena, it’s one of the area’s top hotels.
How far in advance should I book my Woodstock holiday?
Be rewarded with the biggest variety and the cheapest prices by booking your Woodstock adventure nice and early. Airlines typically publish flights around 12 months prior to departure, so reserve your spot as soon as you can. That being said, Expedia is committed to providing you with the best deals around, so it’s always a good time to book your dream holiday!
What does an Expedia Woodstock travel package include?
It all comes down to what type of trip you’re contemplating. Woodstock travel deals can include car rentals, hotels and flights. You can mix and match to create the bundle that suits your style and budget. You can also add on activities and experiences after you’ve booked to score even bigger discounts.
What should I know before booking a Woodstock travel package?
You can save a tidy sum by bundling your airfares, hotels and rental cars. Once you’ve created your package, you can add on things like activities or tours. Your next awesome adventure is only a couple of clicks away.
Can I choose my airline with a Woodstock Expedia holiday package?
Definitely. Expedia has more than 550 partner airlines to pick from around the globe. With so many choices, finding the ideal carrier to whisk you off to Woodstock shouldn’t be hard.
If I'm not able to travel, can I cancel my Woodstock holiday package?
You sure can, and we’ll help you every step of the way. You may be able to cancel or amend your Woodstock holiday package at no cost within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If your circumstances unexpectedly change, have a look at our Customer Service Portal for further information.

Discover the most popular places to visit in Woodstock

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 Woodstock Music Shop

Woodstock Music Shop

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
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

What to do in Woodstock

Image for Wonderful Woodstock Scavenger Hunt

Wonderful Woodstock Scavenger Hunt

NZ$35
Per adult
Wonderful Woodstock Scavenger Hunt
Image for Catskills Scenic Byway: Audio Driving Tour

Catskills Scenic Byway: Audio Driving Tour

NZ$19
Per adult
Catskills Scenic Byway: Audio Driving Tour
See all activities in Woodstock

More holiday ideas

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.