Leamington Vacations from $600

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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.
Towneplace Suites By Marriott Tecumseh Windsor

Towneplace Suites By Marriott Tecumseh Windsor

2 out of 5
Price was $678, price is now $600 per person
$600
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Windsor (YQG)
9.8/10 Exceptional! (51 reviews)
My husband and I along with our service dog spent 5 days at this lovely hotel. It felt like home. The hotel is new and spotless and in a great location with free car charging stations that we used nightly. The staff was amazing. The rooms are well equipped and comfortable. We used the laundry and it was quick and clean. The free breakfast was always fresh with many choices. We also enjoyed the bar area and invited a couple friends to join us after dinner. We would highly recommend this hotel and will stay again when we’re back in the area.

Reviewed on Apr 29, 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 $719, price is now $615 per person
$615
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Windsor (YQG)
9.4/10 Exceptional! (1,004 reviews)
Always so clean and enjoyed the complimentary breakfast

Reviewed on Apr 29, 2026

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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
$122 nightly
The price is $137 total per night from May 18 to May 19
$137 total
May 18 - May 19
Total with taxes and fees
7.8/10 Good! (1,001 reviews)
Aaa

Reviewed on May 1, 2026

Best Western Plus Leamington Hotel & Conference Centre
Quality Inn

Quality Inn

2.5 out of 5
279 Erie St S Leamington ON
$146 nightly
The price is $165 total per night from May 25 to May 26
$165 total
May 25 - May 26
Total with taxes and fees
8.6/10 Excellent! (490 reviews)
Clean, well appointed, friendly staff

Reviewed on Mar 22, 2026

Quality Inn
Seacliffe Inn

Seacliffe Inn

3 out of 5
388 Erie Street South Leamington ON
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $174 total per night from May 3 to May 4
$174 total
May 3 - May 4
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
Had everything we needed for a weekend stay

Reviewed on May 1, 2026

Seacliffe Inn
See all 316 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

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Frequently asked questions

How much does a Leamington vacation package cost?
You'll find cheap prices from $600 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.

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