Title: Woodstock Vacation Packages & Trips 2026  | Expedia.ca

[Hotels in Woodstock](https://expedia.ca/Woodstock-Hotels.d176573.Travel-Guide-Hotels)[Vacation Rentals in Woodstock](https://expedia.ca/Woodstock-Vacation-Rentals.d176573.Travel-Guide-VacationRentals)[Flights to Woodstock](https://expedia.ca/Cheap-Flights-To-Woodstock.d176573.Travel-Guide-Flights)[Things to do in Woodstock](https://expedia.ca/Things-To-Do-In-Woodstock.d176573.Travel-Guide-Activities)[Woodstock Car Rentals](https://expedia.ca/Car-Rentals-In-Woodstock.d176573.Car-Rental-Guide)

![](https://images.trvl-media.com/place/176573/4a7773a0-aaac-4c34-867d-2cfef8b4ed86.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Woodstock Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### Your Woodstock Vacation

Book a tailored Woodstock vacation package that includes only the things you need and nothing you don't. Great for families, festivals and markets, think about basing yourself in the neighborhood of Kingston Stockade District. If a sightseeing tour is part of the program during your trip to Woodstock, visit big attractions like [Overlook Mountain Trailhead](https://www.expedia.ca/Overlook-Mountain-Trailhead-Woodstock.d553248621532664652.Vacation-Attraction), [Bethel Woods Museum](https://www.expedia.ca/Bethel-Woods-Museum-Saugerties.d553248621533116650.Vacation-Attraction) and [Opus 40](https://www.expedia.ca/Opus-40-Saugerties.d6218013.Vacation-Attraction). Don't put off visiting this destination any longer. The perfect Woodstock vacation is a couple of clicks away with Expedia.

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_176573)

## Ready to book your vacation to Woodstock?

Choose your dates

## Woodstock Hotel Deals

![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/f0a67aac_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Woodstock Way Hotel

10 Waterfall Way Woodstock NY

9.4/10 Exceptional! (243 reviews)

Did not use the Spa. But, eventhough the hotel seemed remote it was centrally located. A lot of shops and bars and restaurants were in walking distance. Overall, I loved my time spent here and would highly recommend for a quick getaway/recharge from the hustle and bustle of the city!

Reviewed on Mar 9, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=91577819&PinnedHotelID=91577819&HadPinnedHotel=true&regionId=176573)

[](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=91577819&PinnedHotelID=91577819&HadPinnedHotel=true&regionId=176573)

![Hotel Dylan](https://images.trvl-media.com/lodging/93000000/92820000/92813300/92813218/24acd8f4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Dylan

320 Maverick Rd Woodstock NY

CA $202

CA $227 total

Mar 18 - Mar 19

includes taxes & fees

[](https://expedia.ca/Hotel-Search?startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&selected=92813218&PinnedHotelID=92813218&HadPinnedHotel=true&regionId=176573)

![Streamside Cottage Half Mile to Town of Woodstock](https://images.trvl-media.com/lodging/35000000/34350000/34340500/34340496/87bd4bba_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Streamside Cottage Half Mile to Town of Woodstock

 Woodstock NY

10/10 Exceptional! (271 reviews)

Great bed, great shower, comfortable, exceptionally beautiful setting in nature. I can't wait to go back.

Reviewed on Mar 10, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=34340496&PinnedHotelID=34340496&HadPinnedHotel=true&regionId=176573)

[](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=34340496&PinnedHotelID=34340496&HadPinnedHotel=true&regionId=176573)

[See all 2,430 properties in Woodstock](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F03%2F2026&endDate=13%2F03%2F2026&regionId=176573)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Woodstock

#### 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. 

[](https://expedia.ca/Karma-Triyana-Dharmachakra-Monastery-Woodstock.d553248621532664651.Vacation-Attraction)

#### Woodstock Public Library

5/5(1 review)

Woodstock Public Library is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Discover the mountain views while you're in the area. 

[](https://expedia.ca/Woodstock-Public-Library-Woodstock.d553248621532664646.Vacation-Attraction)

### What to do in Woodstock

![Explore NYC's Best: 6 Self-Guided Walking Tours in One Bundle](https://mediaim.expedia.com/localexpert/2069713/0ea525cf-3c5d-4dc2-9ef9-c65365249c76.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Discover New York City: 6+ Must-See Self-Guided Walking Audio Tours

CA $69

per traveller

[](https://expedia.ca/things-to-do/discover-new-york-city-6-must-see-self-guided-walking-audio-tours.a2069713.activity-details)

![ Round Trip Transport to Hunter Mountain](https://mediaim.expedia.com/localexpert/46966902/e14e1bfc-7202-4fc7-ad44-0c51001f7c49.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Transport to Hunter Mountain

CA $95

per adult

[](https://expedia.ca/things-to-do/transport-to-hunter-mountain.a46966902.activity-details)

[See all activities in Woodstock](https://expedia.ca/things-to-do/search?rid=176573)

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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.

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