Essex County Vacations & Trips from $506

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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

A wooden boardwalk leading to a wooden gazebo in a grassy field.

Leamington

Leamington
A frozen lake with ice formations and a sunset sky.

Kingsville

Kingsville
A pebble beach with a large tree and calm water.

Amherstburg

Amherstburg
Two blue Adirondack chairs, a Canadian flag, and a sunset over a body of water.

Lakeshore

Lakeshore
A city skyline at dusk with illuminated buildings reflecting on the water.

Tecumseh

Tecumseh
A park with autumn trees, fallen leaves, picnic tables, and a trash can.

LaSalle

LaSalle

The Latest Essex County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Skye Hotel Ridgetown

Skye Hotel Ridgetown

$506
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Austin (AUS) to Windsor (YQG)
8.2/10 Very Good! (40 reviews)
You get what you paid for. The property’s water is not safe to drink. I wish I had known this before booking my room. The water that is safe to shower is yellow and smells like sulfur. The goods: Close to the highway-location Newly remodeled furnitures Friendly staff The bad: My room’s shower temperature fluctuated to the point it was too hot or too cold We found hairs in our room The floor is marble, everything rolling on the floor will be heard Its fine for one quick night stay over

Reviewed on Oct 4, 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

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

14 Amy Croft Drive Lakeshore ON
Fully refundable
$97 nightly
$109 total
Nov 1 - Nov 2
Total with taxes and 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

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
Towneplace Suites By Marriott Tecumseh Windsor

Towneplace Suites By Marriott Tecumseh Windsor

1600 Sylvestre Drive Tecumseh ON
Fully refundableReserve now, pay when you stay
$100 nightly
$113 total
Oct 25 - Oct 26
Total with taxes and fees
Towneplace Suites By Marriott Tecumseh Windsor
Best Western Plus Leamington Hotel & Conference Centre

Best Western Plus Leamington Hotel & Conference Centre

566 Bevel Line Rd Leamington ON
7.8/10 Good! (1,004 reviews)
"Some renovation but old furniture and it still needs updating. Bed was comfy room was clean. If you don’t mind old things stay here. Point Pelee was a few minutes drive away so a perfect location if you are going there."

Reviewed on Oct 3, 2026

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Best Western Plus Leamington Hotel & Conference Centre
See all 656 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.

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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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.
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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 time in Tecumseh? Amble around this vibrant area's riverfront or experience its acclaimed theater scene.
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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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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.
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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.
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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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What to do in Essex County

Detroit Guided Pedicab Tour Explore the City in Comfort

Detroit Guided Pedicab Tour Explore the City in Comfort

$125
per traveler
Detroit Guided Pedicab Tour Explore the City in Comfort
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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.