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Essex flight + hotel packages

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Dream BNB Estate Inn and Retreat House

Dream BNB Estate Inn and Retreat House

3.5 out of 5
per person
Aug 18 - Aug 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Windsor (YQG)
Stay at this 3.5-star B&B in Leamington. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Seacliff Park Amphitheatre and Seacliff Park are located nearby.
Nicklin House

Nicklin House

3 out of 5
per person
Jul 26 - Aug 2
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
Stay at this 3-star guesthouse in Leamington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Dieppe Park - Legion Park Walking Path Trailhead and Leamington Arts Centre are located nearby.
Seacliffe Inn

Seacliffe Inn

3 out of 5
per person
Aug 18 - Aug 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Windsor (YQG)
Stay at this 3-star beach hotel in Leamington. Enjoy free WiFi, cable TV channels, and in-room fireplaces. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seacliff Beach and Seacliff Park are located nearby.
Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

2 out of 5
Devonshire
per person
Jul 26 - Aug 2
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Detroit Windsor Tunnel and Caesars Windsor are located nearby.
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

2.5 out of 5
per person
Jul 26 - Aug 2
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
Book a stay at this business-friendly hotel in Lakeshore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lakeshore Multi-Use Pathway Trailhead and East Riverside Park Trails Trailhead are located nearby.

Top Essex hotels deals

Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!

Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!

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Stay at this cottage in Town of Essex. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Colchester Beach and Serenity Lavender Farm are located nearby.
Kitchen
Washer
Lake front escape - a quiet lake front cottage with easy access to the beach

Lake front escape - a quiet lake front cottage with easy access to the beach

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Book a stay at this beach cottage in Town of Essex. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Colchester Beach and Serenity Lavender Farm are located nearby.
Kitchen
Washer
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West, Windsor, ON
Free cancellation
Reserve now, pay when you stay
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Book a stay at this business-friendly hotel in Windsor. Enjoy breakfast (surcharge), a fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions MGM Grand Detroit Casino and Comerica Park are located nearby.
Pool
Pet-friendly
Caesars Windsor

Caesars Windsor

4 out of 5
377 Riverside Dr E, Windsor, ON
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Stay at this 4-star business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Ford Field and Comerica Park are located nearby.
Pool
Parking included
Holiday Inn Express Windsor Waterfront by IHG

Holiday Inn Express Windsor Waterfront by IHG

2.5 out of 5
33 Riverside Drive East, Windsor, ON
Free cancellation
Get rates
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Comerica Park and Ford Field are located nearby.
Pool
Breakfast included
Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge

2.5 out of 5
2330 Huron Church Rd, Windsor, ON
Free cancellation
Reserve now, pay when you stay
Get rates
Book a stay at this business-friendly hotel in Windsor. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions MGM Grand Detroit Casino and Comerica Park are located nearby.
Breakfast included
Pet-friendly
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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.

Popular places to visit

Sprucewood Shores Estate Winery

5/5(1 review)

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.

Sprucewood Shores Estate Winery

Cooper's Hawk Vineyards

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.

Cooper's Hawk Vineyards

Serenity Lavender Farm

Enjoy an outing to Serenity Lavender Farm during your stay in Colchester. While in this relaxing area, you can savor the wineries and restaurants.

Serenity Lavender Farm

Frequently asked questions

How much are vacation packages to Essex?
With vacation packages available from as low as CA $570, you won't need to blow out the credit card to visit Essex. Travelocity can help. Combine experiences, flights and hotels into a convenient package and score some serious discounts. The more you book, the bigger the savings.
Where can I get the best vacation package deals for Essex?
For an affordable Essex package deal, you can't go past Travelocity. Choose from 400 air carriers and 1,000,000 properties around the world to create your ideal escape --- it's as easy as that.
Why should I purchase my Essex vacation package with Travelocity?
Because we believe in crafting special vacation experiences. From flights and hotels to car rentals and activities, our packages make traveling a breeze. Our support team is on hand 24/7 to make sure you'll never wander alone. We also have a Price Match Guarantee, so you can secure your getaway knowing you've landed the best deal around. Find a lower price and we'll match it!
Can I save money on my Essex car rental if I combine it with hotels and flights?
You sure can. And our Essex vacation packages will help you do it. With only a few clicks you can save cash as well as time by bundling your bookings. Collect the keys to your rental car and feel the freedom of the open road. Searching for things to do? Throw some tours or experiences into your package and save on those too.
What is there to do in Essex?
You'll feel a certain magic in the air as you wander the streets of Essex. Sprucewood Shores Estate Winery and Cooper's Hawk Vineyards are just a couple of highlights that make this city so special, so put them on your itinerary.
Where should I stay when visiting Essex?
If you're searching for a place to base yourself, take a look at the Adorable Guest House near EPIC Wineries!. It's the top pick for many visitors.

Photos of local treasures

Browse Essex vacation photos for more inspiration

Photo by Bailey Deziel
Photo by Bailey Deziel
Photo by Susan Evitts
Photo by Susan Evitts
Photo by Susan Evitts
Photo by Susan Evitts