Deals on vacations and trips to Westport

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Westport flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Masterson's Motel

Masterson's Motel

2.5 out of 5
Price was $629, price is now $630 per person
$630
per person
Nov 21 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kingston (YGK)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. Free newspapers are provided for your convenience.
The Hotel at Claramount Club

The Hotel at Claramount Club

4 out of 5
Price was $1,028, price is now $959 per person
$959
per person
Nov 21 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kingston (YGK)
This Colonial hotel includes 2 restaurants, an indoor pool, and an outdoor tennis court. Enjoy the gym and free perks like local cuisine breakfast and free self parking. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
The Glen House Resort

The Glen House Resort

3.5 out of 5
Price was $756, price is now $706 per person
$706
per person
Nov 21 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kingston (YGK)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and free WiFi. A seasonal outdoor pool and a computer station are also provided.
Cribs on Main

Cribs on Main

3 out of 5
Price was $863, price is now $836 per person
$836
per person
Nov 21 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kingston (YGK)
Hampton Inn By Hilton Napanee

Hampton Inn By Hilton Napanee

2.5 out of 5
Price was $757, price is now $745 per person
$745
per person
Nov 21 - Nov 24
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kingston (YGK)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and onsite conference space. Guests will appreciate freebies like buffet breakfast and free self parking.

Top Westport hotels deals

The Cove Inn

The Cove Inn

3.5 out of 5
2 Bedford Street Westport ON
Free Cancellation
Reserve now, pay when you stay
$160 nightly
The price is $181 total per night
$181 total
Oct 23 - Oct 24
Total with taxes and fees
A restaurant and a bar/lounge are featured at this inn. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Upper Rideau Bed & Breakfast

Upper Rideau Bed & Breakfast

3 out of 5
18 Main St Westport ON
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $175 total per night
$175 total
Oct 25 - Oct 26
Total with taxes and fees
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A garden is also provided.
Your home away from home. Conveniently located in the heart of Historic Westport

Your home away from home. Conveniently located in the heart of Historic Westport

Westport ON
Get rates
A gym is featured at this vacation home, along with a garden.
Perth Plaza Inn & Suites

Perth Plaza Inn & Suites

2 out of 5
40 Dufferin St. Perth ON
Free Cancellation
Reserve now, pay when you stay
$67 nightly
The price is $76 total per night
$76 total
Oct 20 - Oct 21
Total with taxes and fees
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
Perth Parkside Hotel and Spa, BW Premier Collection

Perth Parkside Hotel and Spa, BW Premier Collection

3.5 out of 5
82 Peter Street Perth ON
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $167 total per night
$167 total
Oct 25 - Oct 26
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Tay Inn

Tay Inn

2.5 out of 5
125 Dufferin Street Perth ON
Free Cancellation
Reserve now, pay when you stay
$70 nightly
The price is $79 total per night
$79 total
Oct 20 - Oct 21
Total with taxes and fees
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
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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.

Stay near popular Westport attractions

Westport Brewing Company

8.8/10 (13 reviews)
You can take time to visit Westport Brewing Company during your travels to Westport. Wander the lakeside and sandy beaches while you're in the area.
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Frequently asked questions

How much are vacation packages to Westport?
Starting from as low as $630, hotel and flight packages are a superb way to make your vacation budget stretch further. Watch out Westport — here you come!
How long should my Westport vacation be?
Most sightseers stay in Westport for around 2 nights. That being said, travel is all about discovering new things and creating unforgettable memories — why not book a few more nights to do just that?
Where can I get the best vacation package deals for Westport?
You can snap up amazing Westport package deals with Travelocity. Choose from as many as 400 airlines and 1,000,000 properties worldwide and turn those vacation dreams into reality.
Why should I book my Westport vacation bundle with Travelocity?
From our 24/7 customer support to our range of amazing destinations, we are committed to giving you the vacation of a lifetime. All you have to do is to click and book — our Price Match Guarantee will make sure you lock in the lowest price.
Can I save money on my Westport car rental if I book it with hotels and flights?
With a Westport vacation package, you can combine your flight, hotel and car bookings and save loads. If you're in the mood to uncover the best of this awesome location, why not make a beeline for Parliament Hill? This popular sight is 60 mi from Westport. With a rental car, you'll be there in a flash.
What is the best time of year to go to Westport?
It all boils down to whether you'd rather save money or visit Westport when it's in full swing. The quietest time to see this part of the world is December, January and February. If you'd like to experience this destination at its busiest, consider June, July and August. Want to save your hard-earned money? The most affordable month is . typically has the highest prices.
Which airport is best for Westport?
Macdonald-Cartier Intl. Airport (YOW), 55 mi northeast of the city center, is where many visitors begin their Westport adventures. But Norman Rogers Airport (YGK) (35 mi away from central Westport) could be a better option for you.
What is there to do in Westport?
While veering off the tourist trail is rewarding, you really shouldn't miss the big-name sights that make a destination famous. Scheuermann Vineyard & Winery and Westport Community Arena are just two of them in Westport.
Where should I stay when visiting Westport?
Many travelers stay at the The Cove Country Inn. It's the perfect base for your Westport vacation.

Photos of local treasures

Browse Westport vacation photos for more inspiration

A church with a tall steeple and a cross at the top, surrounded by trees and a clear blue sky.
A wooden pier extending into a lake with seagulls flying around.
A lake surrounded by lush greenery and a small town with buildings near the water's edge.
A picnic table surrounded by trees in a forest.
A lakeside town with a prominent red-roofed building, lush greenery, and a church steeple.