Essex County Vacations & Trips from $1,714
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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 destinations in Essex County
Leamington
Kingsville
Amherstburg
Lakeshore
Tecumseh
LaSalle
The Latest Essex County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel STRY
$1,819
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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
Dream Estate Inn
$1,769
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Windsor (YQG)
9.4/10 Exceptional! (138 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
Days Inn by Wyndham Leamington
$1,866
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Windsor (YQG)
7.8/10 Good! (1,001 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
Find the Best Essex County Vacation Packages
Essex County Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Closest Airport | Windsor Airport (YQG) |
Top Sights | Point Pelee National Park, Hillman Marsh Conservation Area and Stoney Point Park To St Clair Rd Trailhead |
Essex County Hotel Deals
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
14 Amy Croft Drive Lakeshore ON
Fully refundable
$106 nightly
$119 total
Nov 1 - Nov 2
Total with taxes and fees
9.6/10 Exceptional! (1,003 reviews)
"New hotel very clean close to restaurant"
Reviewed on Oct 25, 2026
Towneplace Suites By Marriott Tecumseh Windsor
1600 Sylvestre Drive Tecumseh ON
Fully refundableReserve now, pay when you stay
$102 nightly
$115 total
Nov 1 - Nov 2
Total with taxes and fees
Talbot Trail Inn & Suites
161 Talbot Street East Leamington ON
$71 nightly
$81 total
Oct 26 - Oct 27
Total with taxes and fees
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.
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.
Point Pelee Karting
You can take time to visit Point Pelee Karting during your travels to Leamington. Wander the lakeside and parks in this family-friendly area.
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.
Serenity Lavender Farm
10.0/10 (2 reviews)
Enjoy an outing to Serenity Lavender Farm during your stay in Town of Essex. While in this relaxing area, you can savor the wineries and restaurants.
What to do in Essex County
Detroit Guided Pedicab Tour Explore the City in Comfort
$125
per traveler
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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.