Title: Woodstock Vacation Packages & Trips 2026 from CA $935 | Expedia.ca

[Woodstock Travel Guide](https://expedia.ca/Woodstock.dx10868)[Hotels in Woodstock](https://expedia.ca/Woodstock-Hotels.d10868.Travel-Guide-Hotels)[Vacation Rentals in Woodstock](https://expedia.ca/Woodstock-Vacation-Rentals.d10868.Travel-Guide-VacationRentals)[Things to do in Woodstock](https://expedia.ca/Things-To-Do-In-Woodstock.d10868.Travel-Guide-Activities)[Woodstock Car Rentals](https://expedia.ca/Car-Rentals-In-Woodstock.d10868.Car-Rental-Guide)

![](https://images.trvl-media.com/place/10868/c2d6773f-8f3f-4c1a-b710-f2f2bceab647.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 Woodstock vacation package and get ready for a thrilling adventure. Known for its artistic creativity and lively atmosphere, there's plenty to keep you on the move in this city. A trip to Woodstock is a superb opportunity to sightsee. Check out renowned attractions like [Saskadena Six Ski Area](https://www.expedia.ca/Suicide-Six-Ski-Area-Woodstock.d6115924.Vacation-Attraction), [Billings Farm and Museum](https://www.expedia.ca/Billings-Farm-And-Museum-Woodstock.d6175222.Vacation-Attraction) and [Sugarbush Farm](https://www.expedia.ca/Sugarbush-Farm-South-Pomfret.d6329602.Vacation-Attraction). Stop dreaming and start adventuring. Explore the multitude of options on Expedia today and finally put your Woodstock vacation plans in motion!

## Top Woodstock Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![The Covered Bridge Inn](https://images.trvl-media.com/lodging/28000000/27670000/27661400/27661353/214f3dc0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Covered Bridge Inn

CA $935

per person

Feb 5 - Feb 8

found 2 hours ago

Roundtrip flight included

Vancouver (YVR) to Springfield (VSF)

7.6/10 Good! (1,002 reviews)

Room very nice, comfortable clean

Reviewed on Nov 29, 2025

## Ready to book your vacation to Woodstock?

Choose your dates

## Woodstock Hotel Deals

![Woodstock Inn & Resort](https://images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Woodstock Inn & Resort

Fourteen The Green Woodstock VT

CA $467

CA $574 total

Dec 16 - Dec 17

includes taxes & fees

9.2/10 Wonderful! (555 reviews)

I stay at Woodstock Inn every December and it never disappoints. The rooms are comfortable and well-appointed, but it's hard to decide whether to enjoy the comforts of the room or sitting in front if the fire in the lobby. I look forward to the next visit.

Reviewed on Dec 13, 2025

[](https://expedia.ca/Hotel-Search?startDate=16%2F12%2F2025&endDate=17%2F12%2F2025&selected=25690&PinnedHotelID=25690&HadPinnedHotel=true&regionId=10868)

![The Shire Woodstock](https://images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Shire Woodstock

46 Pleasant St. Woodstock VT

Fully refundableReserve now, pay when you stay

CA $160

CA $186 total

Dec 18 - Dec 19

includes taxes & fees

8.6/10 Excellent! (887 reviews)

After reading reviews I was pleasantly surprised of the high quality of our room. We had a premium king room in the river house. Was large and bathroom was also large with a jacuzzi tub, shared balcony overlooking the river. Walking distance to town, shops and restaurants. Only stayed one night for ...

Reviewed on Dec 7, 2025

[](https://expedia.ca/Hotel-Search?startDate=18%2F12%2F2025&endDate=19%2F12%2F2025&selected=10453651&PinnedHotelID=10453651&HadPinnedHotel=true&regionId=10868)

![On The River Inn](https://images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/fa7b6946_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

On The River Inn

1653 West Woodstock Road Woodstock VT

CA $247

CA $322 total

Dec 23 - Dec 24

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

Excellent place to stay anytime of the year.

Reviewed on Dec 4, 2025

[](https://expedia.ca/Hotel-Search?startDate=23%2F12%2F2025&endDate=24%2F12%2F2025&selected=8318875&PinnedHotelID=8318875&HadPinnedHotel=true&regionId=10868)

[See all 2,681 properties in Woodstock](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F12%2F2025&endDate=17%2F12%2F2025&regionId=10868)

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

![Billings Farm and Museum](https://mediaim.expedia.com/destination/2/fc4e266cd991529c7d09b33174d9e213.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Billings Farm and Museum

5/5(1 review)

You can study the exhibits at Billings Farm and Museum, a museum with a storied past, during your trip to Woodstock. Wander the riverfront in this quaint area. 

[](https://expedia.ca/Billings-Farm-And-Museum-Woodstock.d6175222.Vacation-Attraction)

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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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