Winooski Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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 Winooski Vacation

Come and experience this vibrant city for yourself with a Winooski vacation package. Consider spending a few days in the neighborhood of Old North End, which is great for dining and cafes, and your time here is sure to be unforgettable. A trip to Winooski is a superb opportunity to sightsee. Check out renowned attractions like University of Vermont, Waterfront Park and Church Street Marketplace. A couple of quick clicks is all it takes to craft a customized Winooski vacation on Expedia.

Top Winooski Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Price was CA $1,197, price is now CA $1,096 per person
CA $1,096
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
8.6/10 Excellent! (235 reviews)
This place was perfect for me and my family the kids had a blast at the pool and the fun zone

Reviewed on Oct 19, 2026

Outbound Stowe

Outbound Stowe

3.5 out of 5
Price was CA $1,327, price is now CA $1,200 per person
CA $1,200
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9.2/10 Wonderful! (451 reviews)

The Essex Resort & Spa

The Essex Resort & Spa

4 out of 5
Price was CA $1,257, price is now CA $1,160 per person
CA $1,160
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9/10 Wonderful! (1,011 reviews)

Gorgeous Lakefront Home w Private Beach Views

Gorgeous Lakefront Home w Private Beach Views

2 out of 5
Price was CA $2,481, price is now CA $2,291 per person
CA $2,291
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
No reviews

Green Mountain Inn

Green Mountain Inn

3.5 out of 5
Stowe Village Historic District
Price was CA $1,268, price is now CA $1,177 per person
CA $1,177
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9.6/10 Exceptional! (1,016 reviews)
Property is beautiful, restaurant was delicious - only issue was that that tub had VERY high sides and no grab bars and was dangerous to get into and out of. But other than that it was a very nice room and very clean.

Reviewed on Nov 5, 2026

Ready to book your vacation to Winooski?

 

Choose your dates

Winooski Hotel Deals

Comfy, sunny, Wi-fi + coffee Walk to Downtown Winooski

Comfy, sunny, Wi-fi + coffee Walk to Downtown Winooski

Winooski VT
The price is CA $171 per night from Nov 9 to Nov 10
CA $171
per night
Nov 9 - Nov 10
9.6/10 Exceptional! (26 reviews)
"Very tidy and cozy!"

Reviewed on Oct 8, 2026

Comfy, sunny, Wi-fi + coffee Walk to Downtown Winooski
Green Mountain Suites Hotel

Green Mountain Suites Hotel

3 out of 5
401 Dorset St South Burlington VT
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Nov 17 to Nov 18
CA $167
per night
Nov 17 - Nov 18
Green Mountain Suites Hotel
DoubleTree by Hilton Burlington Vermont

DoubleTree by Hilton Burlington Vermont

4 out of 5
870 Williston Rd South Burlington VT
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Dec 6 to Dec 7
CA $134
per night
Dec 6 - Dec 7
DoubleTree by Hilton Burlington Vermont
See all 737 properties in Winooski
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Winooski attractions

Champlain Mill

Find out about the history of Winooski when you take a trip to Champlain Mill. Stroll along the lakeside or visit the churches in the area.
See properties

Frequently asked questions

How much does a Winooski vacation package cost?
You can grab a vacation package to this destination from CA $1,096 on Expedia. But how much your vacation to Winooski costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Winooski?
Plan your trip for the low season and you're likely to get cheap Winooski vacation packages. Keep in mind that school vacation periods and major events and festivals can impact prices, so do your research before you go.
How many days is enough for Winooski?
To get the most out of a Winooski vacation, we recommend staying for 3 days. Split your time between discovering Magic Hat Brewery, Battery Park and other top attractions, on top of exploring neighbourhoods like Williston North and South End. If you've got some spare time, include a day trip or tour in your Winooski vacation itinerary.
How to find the best Winooski package deals?
Finding a cheap Winooski package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Winooski package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Winooski vacation as a package?
You can enjoy significant savings on your next Winooski retreat by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Winooski?
If you're planning a spur-of-the-moment Winooski getaway, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Winooski?

  1. Pick your travel dates: The things you plan to do in Winooski and your preferred season can help you decide when to travel.
  2. Budget wisely: As well as the cost of your accommodations, you should consider other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that may come up during your trip to Winooski.
  3. Decide how many days away: Start by making a list of all the activities and sights you want to experience in Winooski. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Winooski vacation package.

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