Essex County Holidays 2026

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Top hotels in Essex County

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

14 Amy Croft Drive Lakeshore ON

Fully refundable

Rp1.654.146

Rp1.981.336 total

27 Sept - 28 Sept

includes taxes & fees

Seacliffe Inn

388 Erie Street South Leamington ON

Fully refundableReserve now, pay when you stay

Rp2.051.014

Rp3.036.563 total

1 Sept - 2 Sept

includes taxes & fees

8.2/10 Very good! (1,005 reviews)

"Perfect location right at the beach and the Pelee Island ferry dock. Perfect view of the beach from our room. Very quiet! The waterfront is beautiful - trees, promenade, bicycle paths, and many flowers - clean and very well maintained. Excellent!"

Reviewed on 30 Aug 2026

Best Western Plus Leamington Hotel & Conference Centre

566 Bevel Line Rd Leamington ON

Fully refundableReserve now, pay when you stay

Rp2.071.500

Rp2.340.795 total

7 Sept - 8 Sept

includes taxes & fees

7.8/10 Good! (1,003 reviews)

"An older building, but honestly a great place to stay if you have kids. The room could have been cleaner. Some rooms have a view outside, others to the entertainment area. Ask if you have a preference it was not asked on Expedia or during check in. For a stay in Ontario it was pretty solid for the ..."

Reviewed on 30 Aug 2026

See all 649 properties in Essex County

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.

Frequently asked questions

How much does an Essex County holiday package cost?

Go from wondering to wandering with our Essex County holiday packages, which start from just . Handpick the flights and hotels that suit your travel plans. Then, add on one or two experiences or tours to cap off your unique getaway.

How do I get a cheap travel package to Essex County?

Search for flights that fit your busy schedule, add a hotel to your booking and watch the savings pile up with an Essex County holiday package. It's that simple! From hotels and flights to tours and rental cars, Expedia is your gateway to cheap travel. And with more than 550 airlines and 1,000,000 hotel options around the globe to pick from, you won't be short of choice.

What are the top hotels in Essex County?

For hotels in Leamington with friendly service and cosy beds, check out Holiday Inn Express & Suites Windsor East - Lakeshore, an IHG Hotel and Best Western Plus Leamington Hotel & Conference Centre. If you plan to visit Lakeshore as well, you'll get a solid night's sleep at Days Inn by Wyndham Leamington or Seacliffe Inn.

How far in advance should I book my Essex County holiday?

Get rewarded with the biggest variety at the lowest prices by booking your Essex County adventure nice and early. Air carriers typically advertise flight tickets around 12 months prior to departure, so reserve your spot as soon as you can. That being said, Expedia is committed to giving you the best bargains around, so it's never a bad time to book your dream holiday!

What does an Expedia Essex County travel package include?

From hotels and airfares to rental cars, Expedia can help you shape an Essex County package that works for you. Heading away for a week or longer? Check out a hotel, flight and rental car bundle. If you can only manage a quick getaway, a hotel and airfare deal could be what you're after. Activities can also be added after you've booked. Our packages make it simple to save and plan.

What should I know before booking an Essex County travel package?

So many places to venture to, so many things to do. With a travel package, you'll be able to afford more of them. Combine your hotels, rental cars and flights and make big savings.

Can I choose my airline with an Essex County Expedia holiday package?

Yes, and with over 550 airlines to pick from worldwide, you have plenty of choice. Take a look at the available options and see which airline suits your needs and budget.

If I'm not able to travel, can I cancel my Essex County holiday package?

Whether it's your hotel or flight, you can cancel or change it. Booked your Essex County holiday package in the last 24 hours? You may be able to make any changes for free. For older bookings, you may be charged a fee by your airline, hotel or car rental company. For more details, check out our Customer Service Portal. We'll help you every step of the way.

Stay near popular Essex County 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.

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Pelee Island Winery

9.4/10 (31 reviews)

You can enjoy a tasting or tour at Pelee Island Winery during your travels to Kingsville. Stroll along this family-friendly area's lakeside or simply enjoy its wineries.

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Sprucewood Shores Estate Winery

9.0/10 (4 reviews)

You can enjoy a tasting or tour at Sprucewood Shores Estate Winery during your travels to Town of Essex. Discover the countryside while you're in the area.

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Cooper's Hawk Vineyards

9.4/10 (3 reviews)

You can enjoy a tasting or tour at Cooper's Hawk Vineyards during your travels to Town of Essex. Savour the area's wineries and restaurants.

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Leamington Municipal Marina

8.8/10 (151 reviews)

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

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Ciocairo Club of Windsor

9.0/10 (2 reviews)

Why not roll the dice with a visit to Ciocairo Club of Windsor during your visit to Tecumseh? Amble around this vibrant area's riverfront or experience its great live music.

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