Westport Vacation Packages

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Your Westport Vacation

There's a lot to like about Westport, from its lively atmosphere to its coastal scenery and beyond. When you're ready to spend a bit of time in this fascinating city, our Westport vacation packages will be just the thing. Westport Sand Lake Beach, Rideau Canal and Upper Rideau Lake are just some of the attractions worth visiting during your trip to Westport. Your dream Westport vacation is just clicks away. Search hotels, airfares and more on Expedia for an adventure that's tailored just for you.

Top Westport Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Upper Rideau Bed & Breakfast

Upper Rideau Bed & Breakfast

3 out of 5
per person
Jan. 9 - Jan. 13
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Kingston (YGK)
10/10 Exceptional! (30 reviews)
I cannot commend the hospitality of our hosts, Donna and Keith, enough. Our stay at the Upper Rideau BnB went far above our expectations. As first time visitors to Westport, we left knowing that we have found a small town that we will keep coming back to, and if we are lucky enough to book it again, a lovely place to stay at the Upper Rideau BnB! Thank you again.

Reviewed on Nov. 17, 2024

Cribs On The Hill

Cribs On The Hill

4 out of 5
per person
Dec. 22 - Dec. 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Kingston (YGK)
9.2/10 Wonderful! (215 reviews)
The check in was a bit bumpy (not their fault) but they did a great job taking care of it. The place had everything we needed and some nice extra touches.

Reviewed on Oct. 30, 2024

Cribs on Main

Cribs on Main

3 out of 5
per person
Dec. 22 - Dec. 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Kingston (YGK)
9.8/10 Exceptional! (113 reviews)
Great location for walking to dinner and around downtown Picton. Parking is easy to figure out. The modern aspects of the common space and rooms are great. They do lead to a bit of hallway noise bleeding into the rooms and room noise bleeding into the hallway.

Reviewed on Nov. 17, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
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Westport Hotel Deals

The Stray Cat Inn, features 3 guest rooms in Westport
The Stray Cat Inn, features 3 guest rooms in Westport
Westport
10/10 Exceptional! (75 reviews)
"This is a unique property and an excellent place to stay for a family or couples who don’t mind sharing a bathroom. The stay was wonderful"

Reviewed on Sep. 28, 2024

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The Stray Cat Inn, features 3 guest rooms in Westport
The Cove Inn
The Cove Inn
3.5 out of 5
2 Bedford Street, Corner of Bedford and Main Streets, Westport, ON
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Nov. 24 to Nov. 25
CA $219
CA $247 total
includes taxes & fees
Nov 24 - Nov 25
8.8/10 Excellent! (162 reviews)
"Went to see Shane Murphy, great venue and the nicest people."

Reviewed on Nov. 8, 2024

The Cove Inn
Upper Rideau Bed & Breakfast
Upper Rideau Bed & Breakfast
3 out of 5
18 Main St, Westport, ON
Fully refundable
The price is CA $199 per night from Dec. 2 to Dec. 3
CA $199
CA $225 total
includes taxes & fees
Dec 2 - Dec 3
10/10 Exceptional! (32 reviews)
"I cannot commend the hospitality of our hosts, Donna and Keith, enough. Our stay at the Upper Rideau BnB went far above our expectations. As first time visitors to Westport, we left knowing that we have found a small town that we will keep coming back to, and if we are lucky enough to book it again, ..."

Reviewed on Nov. 17, 2024

Upper Rideau Bed & Breakfast
See all 286 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?
From as little as CA $570. Yes, you read that correctly. Our Westport packages are the quickest way to make your dollar go further. Bundle your flights, hotels and rental car and get out and explore this fabulous destination.
How do I get a cheap travel package to Westport?
Bundle your bookings with Expedia to save big bucks on your next big adventure. With more than 550 airlines and 1,000,000 hotels throughout the world, your Westport vacation package can be tailored exactly to suit your budget. With all that extra money, why not add one or two fun tours and activities? It’s an easy way to unlock even more savings. The vacation you’ve always dreamed of in Westport is closer than you thought!
Where should I stay in Westport?
With fascinating attractions such as Westport Sand Lake Beach and Scheuermann Vineyard & Winery in this area, see if you can find a hotel near either of them. Upper Rideau Lake is another Westport sight that draws in the crowds.
What are the top hotels in Westport?
If it’s your first time in Westport, secure a room at The Cove Inn or The Stray Cat Inn, Features 3 Guest Rooms In Westport. Both offer friendly service and are favorites with lots of travelers.
How far in advance should I book my Westport vacation?
Savvy travelers book early. Airlines typically release flight tickets around a year ahead of departure, and this is an ideal opportunity to score some of the lowest prices. Boss just told you to use up some vacation time next month? That’s alright! Expedia are never short of fantastic deals to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Westport travel package include?
Car rentals, flights and hotels — we connect you to the best deals. All you have to do is decide on your favorite combination. Once you’ve made your booking, you can add on the fun stuff like day tours and sightseeing activities. Our travel packages make it simple to put together an amazing Westport vacation.
What should I know before booking a Westport travel package?
Our prices are already low. However, you’ll snap up even more bargains when you book your flights, hotels and car rentals together. With an Expedia travel package, you’ll get transparent pricing and loads of choice.
Can I choose my airline with a Westport Expedia vacation package?
With a vacation package, you’re always in charge. Whether you’re looking to fly to Westport in economy or business class, simply choose from the available airline options. Expedia has access to over 550 airline partners globally.
If I'm not able to travel, can I cancel my Westport vacation package?
Whether it’s your flight or hotel, you can cancel or amend it. Booked your Westport vacation package in the last 24 hours? You may be able to make changes for free. For older bookings, you may be charged a fee by your airline, hotel or car rental company. For more information, take a look at our Customer Service Portal. We’ll help you every step of the way.

Discover the most popular places to visit in Westport

Scheuermann Vineyard & Winery

You can enjoy a tasting or tour at Scheuermann Vineyard & Winery during your travels to Westport. Wander the lakeside and sandy beaches while you're in the area.

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