Essex County Vacation Packages 2026

Plan, book, travel with confidence
Better together
Save up to ￥109,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Essex County Hotel Deals

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

14 Amy Croft Drive Lakeshore ON

Fully refundable

￥14,967

￥17,928 total

Sep 27 - Sep 28

includes taxes & fees

Seacliffe Inn

388 Erie Street South Leamington ON

Fully refundableReserve now, pay when you stay

￥17,259

￥26,007 total

Sep 29 - Sep 30

includes taxes & fees

8.2/10 Very Good! (1,002 reviews)

"Great location and very friendly and helpful staff"

Reviewed on Aug 28, 2026

Best Western Plus Leamington Hotel & Conference Centre

566 Bevel Line Rd Leamington ON

Fully refundableReserve now, pay when you stay

￥18,731

￥21,166 total

Sep 13 - Sep 14

includes taxes & fees

7.8/10 Good! (1,002 reviews)

"We got their late, after dealing with a family emergency. We looked like crap and we were treated like that accordingly. I Have never been more embarrassed in my life"

Reviewed on Aug 27, 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 vacation package cost?

Go from wondering to wandering with our Essex County vacation 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 vacation 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 cozy 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 vacation?

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 vacation!

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 vacation 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 vacation package?

Whether it's your hotel or flight, you can cancel or change it. Booked your Essex County vacation 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.

See properties

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.

See properties

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.

See properties

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. Savor the area's wineries and restaurants.

See properties

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.

See properties

Ciocairo Club of Windsor

9.0/10 (2 reviews)

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

See properties