Leamington Vacations from $384

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Your Leamington Vacation

With a vacation package to Leamington, say goodbye to travel planning and hello to hassle-free adventure. Every detail of your getaway has been taken care of before you depart, so you can spend more time experiencing this vibrant city. A trip to Leamington is a terrific opportunity to do some sightseeing. Be sure to look around big-name attractions such as Leamington Municipal Marina, Leamington Arts Centre and Kopegaron Woods Conservation Area. Don't put off visiting this city any longer. The ultimate Leamington vacation is only a few clicks away with Expedia.

The Latest Leamington vacation packages

Price found within the past 48 hours. Click for updated prices.
Nicklin House

Nicklin House

3 out of 5
Price was $423, price is now $384 per person
$384
per person
Nov 28 - Nov 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Windsor (YQG)
9.2/10 Wonderful! (84 reviews)
Comfortable bed, good water pressure in shower, lots of little extra products that made it feel like a mini spa experience, large room, great location.

Reviewed on Oct 9, 2025

Caesars Windsor

Caesars Windsor

4 out of 5
City Centre
Price was $616, price is now $562 per person
$562
per person
Nov 28 - Nov 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Windsor (YQG)
8.6/10 Excellent! (3,058 reviews)
Not able to use either this trip

Reviewed on Oct 8, 2025

Parkside Flat #5 - Seacliff Beach Suites

Parkside Flat #5 - Seacliff Beach Suites

4 out of 5
Price was $503, price is now $460 per person
$460
per person
Nov 28 - Nov 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Windsor (YQG)
10/10 Exceptional! (3 reviews)
Windsor Manor

Windsor Manor

4 out of 5
City Centre
Price was $493, price is now $452 per person
$452
per person
Nov 28 - Nov 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Windsor (YQG)
No reviews
Dream BNB Estate Inn and Retreat House

Dream BNB Estate Inn and Retreat House

3.5 out of 5
Price was $485, price is now $448 per person
$448
per person
Nov 28 - Nov 30
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Windsor (YQG)
9.6/10 Exceptional! (106 reviews)
A very nice experience in this clean old updated heritage home . Lots of accent details in design. Safety. Suitable location. Close to plaza and beach.

Reviewed on Oct 6, 2025

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Discover the most popular places to visit in Leamington

Point Pelee National Park which includes a bridge, tranquil scenes and wetlands

Point Pelee National Park

5/5(19 reviews)

Hike through marshes and jungle-like environs and visit mainland Canada’s southernmost point in this small but impressive national park.

Point Pelee National Park

Seacliff Beach

Why not spend a lazy afternoon at Seacliff Beach during your trip to Leamington? Wander the lakeside and parks in this family-friendly area.

Seacliff Beach

Leamington Municipal Marina

3.5/5(3 reviews)

Explore the waterfront in Leamington with a trip to Leamington Municipal Marina. Wander the lakeside and parks in this family-friendly area.

Leamington Municipal Marina

Leamington Hotel Deals

Best Western Plus Leamington Hotel & Conference Centre

Best Western Plus Leamington Hotel & Conference Centre

3 out of 5
566 Bevel Line Rd, Leamington, ON
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $139 total per night from Oct 19 to Oct 20
$139 total
Oct 19 - Oct 20
Total with taxes and fees
7.8/10 Good! (1,005 reviews)
"Great kids playing area! And the swimming pool is bonus!"

Reviewed on Oct 6, 2025

Best Western Plus Leamington Hotel & Conference Centre
Quality Inn

Quality Inn

2.5 out of 5
279 Erie St S, Leamington, ON
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $142 total per night from Nov 2 to Nov 3
$142 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (469 reviews)
"New and spotless. Tons of easy access charging ports! Quiet fridge. Microwave. Friendly and helpful staff met all my needs. Tons of parking. My room was at the back and short walk to the car, which was helpful. Travelling alone and I felt totally safe. I didn’t get their breakfast but did use their ..."

Reviewed on Oct 6, 2025

Quality Inn
Days Inn by Wyndham Leamington

Days Inn by Wyndham Leamington

2.5 out of 5
201 Erie St N, Leamington, ON
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $146 total per night from Nov 2 to Nov 3
$146 total
Nov 2 - Nov 3
Total with taxes and fees
7.6/10 Good! (892 reviews)
"Lovely accomodating staff. Anu and Viplove were both friendly and very concerned about our comfort. Anu also offered many ideas to help make our trip more fun. Thanks to you both!!"

Reviewed on Oct 6, 2025

Days Inn by Wyndham Leamington
See all 319 properties in Leamington
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.

Leamington Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Windsor Airport (YQG)
Population
33,000
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Point Pelee National Park, Leamington Municipal Marina and Hillman Marsh Conservation Area

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Frequently asked questions

How much does a Leamington vacation package cost?
You'll find cheap prices from $384 on Expedia for your Leamington break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Leamington costs.
What are the cheapest months to go to Leamington?
If you're hoping to book a cheap Leamington vacation package, consider visiting in November, December and January. You'll typically find lower prices on airfares and hotels during these months — ideal for budget-conscious travelers.
How many days is enough for Leamington?
Generally, a handful of days is enough to go to the top sights during your Leamington vacation. However, if you prefer to have more time to kick back or take day tours, consider extending your trip.
Is it worth booking a vacation package to Leamington?
Whether you're planning to visit attractions such as Leamington Municipal Marina and Leamington Arts Centre, or eager to experience its top-notch festivals and cycling, a Leamington vacation guarantees an unforgettable adventure. Book your getaway with Expedia and find out why Leamington is such a good vacation destination.
How to find the best Leamington package deals?
Begin your search for a Leamington package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Leamington package deal straight away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Leamington escape underway.
Is it cheaper to book a Leamington vacation as a package?
You can enjoy significant savings on your Leamington escape by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Leamington?
Enjoy fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Leamington break.
Does Expedia offer Book Now, Pay Later Leamington vacation packages?
Your Leamington trip is meant to be an escape from your busy life, not a reason for money-related stress. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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