Westport Vacation Packages

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Your Westport Vacation

With a Westport vacation package, say goodbye to travel planning and hello to an effortless adventure. Every detail of your escape has been taken care of before departing, so you can make the most of your time experiencing this fantastic city. Depot Theatre is just one of the top attractions to check off your itinerary during a trip to Westport. No matter your travel plans or the size of your budget, putting together the ultimate tailored Westport vacation is a walk in the park with Expedia.

Top Westport 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
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
8.4/10 Very Good! (186 reviews)
Wyndham is the resort. If adults want to swim it’s 89.00 a person, if children want to it’s 69.00 a person. They will try to sell you time shares. Run.

Reviewed on Aug. 12, 2025

Outbound Stowe

Outbound Stowe

3.5 out of 5
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9/10 Wonderful! (174 reviews)
Loved our stay so much we stayed an extra day.

Reviewed on Aug. 15, 2025

Stoweflake Mountain Resort & Spa

Stoweflake Mountain Resort & Spa

3.5 out of 5
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
8/10 Very Good! (1,005 reviews)
Beautiful views, centrally located and clean!!

Reviewed on Aug. 15, 2025

Field Guide Lodge

Field Guide Lodge

3.5 out of 5
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9.2/10 Wonderful! (1,008 reviews)
Great place! So cool, clean, had everything we needed. Room was spacious and bed was so comfy! We were able to walk into town and for all food. The pool had a lot of sun and good music Would def go back!!

Reviewed on Aug. 14, 2025

Bluebird Cady Hill Lodge

Bluebird Cady Hill Lodge

3 out of 5
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9.2/10 Wonderful! (530 reviews)
We loved the views of the Mountains, the fire pit, pool and easy access to downtown.

Reviewed on Aug. 15, 2025

Ready to book your vacation to Westport?

 

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Westport Hotel Deals

The Inn in Westport

The Inn in Westport

3 out of 5
1234 Stevenson Rd, Westport, NY
The price is CA $256 per night from Sep 15 to Sep 16
CA $256
CA $289 total
Sep 15 - Sep 16
includes taxes & fees
9/10 Wonderful! (174 reviews)
A well appointed and charming Inn!
"The Inn was quite charming! The staff and owner were extremely helpful and made our visit to the Lake Champlain area a success! It was great returning each night to the Inn after long days of seeing the sites!"

Reviewed on Jul. 21, 2025

The Inn in Westport
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 $232 per night from Sep 1 to Sep 2
CA $232
CA $255 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (1,482 reviews)
"second time staying at green mountain suites in Burlington.Very nice"

Reviewed on Aug. 14, 2025

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 $210 per night from Sep 1 to Sep 2
CA $210
CA $234 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,858 reviews)
"Nice place. Very large venue. Make sure to get clear directions"

Reviewed on Aug. 10, 2025

DoubleTree by Hilton Burlington Vermont
See all 863 properties in Westport
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

Frequently asked questions

How much does a Westport vacation package cost?
You'll find cheap prices from CA $1,347 on Expedia for your Westport escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Westport costs.
What are the cheapest months to go to Westport?
To pick up cheap Westport vacation packages, plan your trip outside of peak periods like public holidays and major festivals. You'll typically find lower prices and better availability when it's less busy.
How many days is enough for Westport?
The ideal length for your Westport vacation depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to check out all the main sights and explore some hidden spots along the way.
How to find the best Westport package deals?
Use Expedia's handy filters to help you find some unbeatable Westport package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Westport package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Westport vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component separately. And you'll still get the flexibility to create a customized Westport vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Westport?
If you're planning an impromptu Westport vacation, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Westport?

  1. Choose when to get away: Check your calendar and get packing. Your preferred season and the activities on offer will also help you decide when to visit Westport.
  2. Set a budget: Consider expenses such as flights, food and transportation when calculating how much to save for your trip to Westport. Then, select a hotel that works with your budget, whether that's a low-cost stay or a swankier getaway.
  3. Decide how long to go away for: Now that you're more familiar with Westport, you can figure out the right length of your break. Put together a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized Westport vacation package.

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