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A wooden covered bridge over a calm river, surrounded by lush greenery.

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*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Winooski vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Terrace/patio
    Oct 19 - Oct 23

    Valcour Inn & Boathouse + Flight

    Peru
    4 nights
    3.0 star property
    8.8/10 - Excellent (135 reviews)
    "This place was absolutely amazing! The bedroom was the nicest one I’ve ever stayed in Beautiful grounds, too."
    Reviewed July 28, 2026
    Roundtrip • Calgary (YYC) - Burlington (BTV)
    YYC - BTV • 1 stop BTV - YYC • 1 stop
    CA $1,290
    CA $1,154
    per traveller
    found 18 hours ago
    Valcour Inn & Boathouse
  • Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
    Oct 19 - Oct 23

    The Essex Resort & Spa + Flight

    Essex Junction
    4 nights
    4.0 star property
    9.0/10 - Wonderful (1,001 reviews)
    "The positives: The rooms and the property were immaculately clean and well-kept and the choice of pools (indoor and outdoor) was a nice amenity. The negatives: Booking through Expedia incurred a $10 fee that was unexpected and the hotel staff did a mediocre job explaining the rationale for that charge. Being a culinary resort, I expected more treats included for guests and if not free breakfast, then at least a meal subsidy at one of the onsite eateries. All in all, it’s a nice, quiet place..."
    Reviewed July 29, 2026
    Roundtrip • Calgary (YYC) - Burlington (BTV)
    YYC - BTV • 1 stop BTV - YYC • 1 stop
    CA $1,615
    CA $1,402
    per traveller
    found 18 hours ago
    The Essex Resort & Spa
  • Premium bedding, in-room safe, desk, blackout drapes
    Oct 19 - Oct 23

    Sun & Ski Inn And Suites + Flight

    West Branch
    4 nights
    3.0 star property
    9.2/10 - Wonderful (1,006 reviews)
    "Great!"
    Reviewed July 29, 2026
    Roundtrip • Calgary (YYC) - Burlington (BTV)
    YYC - BTV • 1 stop BTV - YYC • 1 stop
    CA $1,365
    CA $1,203
    per traveller
    found 18 hours ago
    Sun & Ski Inn And Suites
  • Premium Condo, 3 Bedrooms, Kitchen | Balcony
    Oct 1 - Oct 5

    Smugglers' Notch Resort Private Suites + Flight

    Jeffersonville
    4 nights
    3.5 star property
    7.8/10 - Good (21 reviews)
    "DO NOT STAY HERE——What should have been a relaxing stay turned into an infuriating and exhausting ordeal due to gross negligence and unprofessional conduct by the property management company overseeing this privately owned condo. On my second day I left briefly for breakfast and after I returned I was shocked to discover that the door code to my condo did not work, leaving me locked out of the property. I called the property management office multiple times before anyone answered. When I..."
    Reviewed October 15, 2025
    Roundtrip • Toronto (YYZ) - Burlington (BTV)
    YYZ - BTV • 1 stop BTV - YYZ • 1 stop
    CA $2,107
    CA $1,872
    per traveller
    found 1 day ago
    Smugglers' Notch Resort Private Suites
  • Spa
    Oct 12 - Oct 16

    Commodores Inn + Flight

    Lower Village
    4 nights
    2.5 star property
    8.2/10 - Very good (1,006 reviews)
    "Very vintage inn right outside of Stowe, comfortable beds and friendly staff. Could use some updates but all in all a comfortable stay"
    Reviewed July 26, 2026
    Roundtrip • Toronto (YYZ) - Burlington (BTV)
    YYZ - BTV • 1 stop BTV - YYZ • 1 stop
    CA $1,601
    CA $1,424
    per traveller
    found 9 hours ago
    Commodores Inn

Winooski Hotel Deals

Indoor pool, open 6:00 AM to 8:00 PM, sun loungers

DoubleTree by Hilton Burlington Vermont

DoubleTree by Hilton Burlington Vermont
4.0 star property
2.1 km from Winooski
9.0 out of 10, Wonderful, (1,970 reviews)
"Room was clean but the fitted sheet didn't fit the bed and was turned inside out. The pool had no heater and the pumps in the pool were either broken or shooting out cold water. Elevator takes long to come seeing as there's only two for the whole building and it's a very popular hotel so it's usually full."
The price is CA $221
CA $249 total
includes taxes & fees
Aug 16 - Aug 17
DoubleTree by Hilton Burlington Vermont
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.
See all properties in Winooski

Frequently Asked Questions

How much does a Winooski vacation package cost?

You can grab a vacation package to this destination from CA $1,154 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.