Leamington Vacations from $1,020

Book a Hotel + Flight or Car together to unlock savings

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.
Dream Estate Inn

Dream Estate Inn

3.5 out of 5
Price was $1,108, price is now $1,020 per person
$1,020
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip flight included
Orange County (SNA) to Windsor (YQG)
9.4/10 Exceptional! (142 reviews)
Turn in to property driveway is awkward when approaching from WB Seacliffe and borderline unsafe when coming EB from the roundabout. Remember- Leamington drivers can often be unpredictable.

Reviewed on Oct 19, 2026

Hotel STRY

Hotel STRY

2 out of 5
Price was $1,180, price is now $1,049 per person
$1,049
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip flight included
Orange County (SNA) to Windsor (YQG)
10/10 Exceptional! (46 reviews)
I almost don’t want to share how spectacular Hotel STRY is! I will make a point to book this hotel every single time I am in this area. I will drive from Windsor just to stay here. If you have the pleasure of meeting Cat, she is amazing and will take care of all your needs. This is a Must Stay if you are anywhere near Amherstburg!

Reviewed on Oct 30, 2026

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

2.5 out of 5
Price was $1,080, price is now $1,021 per person
$1,021
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip flight included
Orange County (SNA) to Windsor (YQG)
9.6/10 Exceptional! (1,003 reviews)

Days Inn by Wyndham Leamington

Days Inn by Wyndham Leamington

2.5 out of 5
Price was $1,078, price is now $1,045 per person
$1,045
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip flight included
Orange County (SNA) to Windsor (YQG)
7.8/10 Good! (1,001 reviews)
Great stay, clean room, amazing staff and good location

Reviewed on Nov 6, 2026

Quality Inn

Quality Inn

2.5 out of 5
Price was $1,114, price is now $1,088 per person
$1,088
per person
Dec 14 - Dec 17
found 1 day ago
Roundtrip flight included
Orange County (SNA) to Windsor (YQG)
8.6/10 Excellent! (534 reviews)

Don't see what you're looking for?
See all available trips from Columbus to Leamington
View all trips

Stay near popular Leamington attractions

Point Pelee National Park

9.6/10 (480 reviews)
This southernmost tip of mainland Canada dazzles with diverse ecosystems where birds and butterflies migrate seasonally. Stroll the Marsh Boardwalk at dawn to witness wetland wildlife in their most active hours.
See properties

Leamington Hotel Deals

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
$126 nightly
The price is $143 total per night from Nov 29 to Nov 30
$143 total
Nov 29 - Nov 30
Total with taxes and fees
7.8/10 Good! (1,004 reviews)
"Great stay, clean room, amazing staff and good location"

Reviewed on Nov 6, 2026

Days Inn by Wyndham Leamington
Talbot Trail Inn & Suites

Talbot Trail Inn & Suites

3 out of 5
161 Talbot Street East Leamington ON
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $80 total per night from Nov 11 to Nov 12
$80 total
Nov 11 - Nov 12
Total with taxes and fees
8.4/10 Very Good! (882 reviews)
"Good all around Inn"

Reviewed on Nov 7, 2026

Talbot Trail Inn & Suites
Seacliffe Inn

Seacliffe Inn

3 out of 5
388 Erie Street South Leamington ON
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $122 total per night from Dec 10 to Dec 11
$122 total
Dec 10 - Dec 11
Total with taxes and fees
Seacliffe Inn
See all 364 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.

Find the Best Leamington Vacation Packages

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Leamington vacation package cost?
You'll find cheap prices from $1,020 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

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