Essex County Vacation Packages
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Your Essex County Vacation
With an Essex County vacation package, you can forget about the hassle of planning and put all your energy into experiencing what this interesting destination has on offer. Start your trip to Essex County with a visit to Leamington, one of the top cities here. Expedia is your one-stop shop for planning your Essex County vacation. From accommodations and flights, to car rentals and activities, we know how to create a travel experience like no other.
Top vacation destinations in Essex County
Leamington
Kingsville
Lakeshore
Tecumseh
Amherstburg
Town of Essex
LaSalle
Top Essex County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Dream Estate Inn
CA $1,674
per person
Dec 11 - Dec 20
found 14 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Windsor (YQG)
9.4/10 Exceptional! (137 reviews)
This place is very welcome, clean, peaceful, we felt as if we were at home.
I do recommend staying here.
Thank you.
Reviewed on Oct 4, 2026
Hotel STRY
CA $2,029
per person
Dec 11 - Dec 20
found 14 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Windsor (YQG)
10/10 Exceptional! (46 reviews)
This place is an oasis. The room was beautifully decorated and the bed was extremely comfortable.
I was there on business and it was still a very relaxing stay.
The staff were welcoming. The area is great for walking with lots of restaurants.
Highly recommend Hotel Stry!
Reviewed on Sep 30, 2026
Essex County Hotel Deals
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
14 Amy Croft Drive Lakeshore ON
Fully refundable
CA $139
CA $166 total
Nov 1 - Nov 2
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
"Super hôtel Super accueil le personne très gentil les déjeuner c'est bien !!!l"
Reviewed on Oct 2, 2026
Towneplace Suites By Marriott Tecumseh Windsor
1600 Sylvestre Drive Tecumseh ON
Fully refundableReserve now, pay when you stay
CA $143
CA $162 total
Oct 12 - Oct 13
includes taxes & fees
9.6/10 Exceptional! (170 reviews)
"Great"
Reviewed on Oct 4, 2026
Best Western Plus Leamington Hotel & Conference Centre
566 Bevel Line Rd Leamington ON
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 CA $1,496. 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.
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.
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.
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 acclaimed theater scene.
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.
Seacliff Beach
9.4/10 (33 reviews)
Why not spend a lazy afternoon at Seacliff Beach during your trip to Leamington? Wander the lakeside and parks in this family-friendly area.
Stoney Point Park To St Clair Rd Trailhead
8.4/10 (6 reviews)
You can take time to visit Stoney Point Park To St Clair Rd Trailhead during your travels to Pointe aux Roches.
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.
What to do in Essex County
Best Detroit Architecture Walking Tour: Inside Access & Landmarks
CA $182
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
