Leamington Vacation Packages

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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.

Top Leamington Vacation Deals

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

Nicklin House

3 out of 5
Price was CA $968, price is now CA $774 per person
CA $774
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
9.4/10 Exceptional! (148 reviews)
Paul & Dominique are great hosts with tons of travel

Reviewed on Oct 16, 2026

Hotel STRY

Hotel STRY

2 out of 5
Price was CA $1,456, price is now CA $1,222 per person
CA $1,222
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
10/10 Exceptional! (46 reviews)
A unique, beautiful, clean and well-maintained place to stay. The room was incredible and the owner Laurie was so helpful at checkin. I can’t say more about the decor and themed rooms! We will definitely stay again.

Reviewed on Oct 27, 2026

Towneplace Suites By Marriott Tecumseh Windsor

Towneplace Suites By Marriott Tecumseh Windsor

2.5 out of 5
Price was CA $1,101, price is now CA $977 per person
CA $977
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
9.6/10 Exceptional! (179 reviews)
Brand new hotel, excellent service

Reviewed on Oct 29, 2026

Dream Estate Inn

Dream Estate Inn

3.5 out of 5
Price was CA $1,183, price is now CA $1,098 per person
CA $1,098
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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

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 CA $989, price is now CA $960 per person
CA $960
per person
Dec 18 - Dec 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
9.6/10 Exceptional! (1,003 reviews)
Everything was great and excellent

Reviewed on Oct 29, 2026

Ready to book your vacation to Leamington?

 

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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
The price is CA $186 per night from Nov 19 to Nov 20
CA $186
CA $212 total
Nov 19 - Nov 20
includes taxes & fees
7.8/10 Good! (1,003 reviews)
"Hotel is dated but the rooms are good. Shower has lots of pressure and hot water. Room was clean but I did find a couple hairs in the bathroom and in the bed."

Reviewed on Oct 22, 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
The price is CA $100 per night from Nov 1 to Nov 2
CA $100
CA $113 total
Nov 1 - Nov 2
includes taxes & fees
8.4/10 Very good! (876 reviews)
"This is a clean und comfortable Hotel. But arriving by night, we had to look for it an to ask at the Streit. The sign on the Streit is "Talbot trail", Probanden a former Name of the hotel. Moreover Expedia should clean mention that you must arrive before 11 pm. The Lady at the desk Was very kind. ..."

Reviewed on Oct 28, 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
The price is CA $167 per night from Nov 29 to Nov 30
CA $167
CA $245 total
Nov 29 - Nov 30
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"We enjoyed our stay at Seacliff Inn. The inn is missing a lobby space that would be more comfortable and inviting."

Reviewed on Oct 27, 2026

Seacliffe Inn
See all 370 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.
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Stay near popular Leamington attractions

Point Pelee National Park

9.6/10 (480 reviews)
Hike through marshes and jungle-like environs and visit mainland Canada’s southernmost point in this small but impressive national park.
See properties

Frequently asked questions

How much does a Leamington vacation package cost?
Offering excellent value package deals from CA $774 on Expedia, you'll be surprised at how little a vacation to Leamington costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Leamington?
You can usually find reduced prices and better availability in December, January and February. Take a look at our cheap Leamington vacation packages and you could land some great off-season deals.
How many days is enough for Leamington?
With a well-planned itinerary, you can easily hit the most popular Leamington attractions in a handful of days. But if you want to discover lesser-known spots or go on day tours, consider booking your Leamington vacation for longer.
Is it worth booking a vacation package to Leamington?
Well known for its festivals, cycling and plenty of other highlights, you can be certain Leamington is a good vacation destination. Some of the top attractions to put on your itinerary? Visit Seacliff Beach and Leamington Municipal Marina during your Leamington vacation.
How to find the best Leamington package deals?
Start your search for a Leamington package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Leamington package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Leamington adventure underway.
Is it cheaper to book a Leamington vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking accommodations and flights individually. Better still, you can customize your Leamington getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Leamington?
Secure amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Leamington break.
How to plan a trip to Leamington?

  1. Choose when to go: Check your calendar and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Leamington.
  2. Figure out your budget: Ensure you have enough money to pay for everything from food and transportation to flights and experiences. Your accommodations will likely be the biggest expense during your trip to Leamington.
  3. Decide your trip length: Think about how much time you'd like to spend exploring Leamington. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, book the perfect Leamington vacation package for you.

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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.