Book Exclusive Essex Vacation Packages

Choose one or more items to build your trip:

Essex flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Nicklin House

Nicklin House

3 out of 5
Price was CA $1,044, price is now CA $843 per person
CA $843
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
Stay at this 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.
Dream Estate Inn

Dream Estate Inn

3.5 out of 5
Price was CA $1,315, price is now CA $1,076 per person
CA $1,076
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
Stay at this guesthouse in Leamington. Enjoy free WiFi, free parking, and a garden. Popular attractions Seacliff Park Amphitheatre and Seacliff Park are located nearby.
Days Inn by Wyndham Leamington

Days Inn by Wyndham Leamington

2.5 out of 5
Price was CA $1,372, price is now CA $1,185 per person
CA $1,185
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
Book a stay at this golf hotel in Leamington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions St. Joseph Park Walking Path Trailhead and Leamington Arts Centre are located nearby.
Towneplace Suites By Marriott Tecumseh Windsor

Towneplace Suites By Marriott Tecumseh Windsor

2.5 out of 5
Price was CA $926, price is now CA $885 per person
CA $885
per person
Oct 8 - Oct 10
found 1 hour ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
Stay at this hotel in Tecumseh. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Lakeshore Woods Walking Trails Trailhead and East Riverside Park Trails Trailhead 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
Price was CA $905, price is now CA $871 per person
CA $871
per person
Oct 8 - Oct 10
found 1 hour ago
Roundtrip non-stop flight included
Edmonton (YEG) 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 East Riverside Park Trails Trailhead and Lakeshore Woods Walking Trails Trailhead are located nearby.

Top Essex hotels deals

The Grove Motel

The Grove Motel

96 County Rd 50 Essex ON
The price is CA $157 per night
CA $157
CA $177 total
Sep 7 - Sep 8
includes taxes & fees
Stay at this motel in Town of Essex. Enjoy free WiFi, free parking, and concierge services. Popular attractions Colchester Beach and Serenity Lavender Farm are located nearby.
Pet-friendly
Parking included
Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!

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

Harrow ON
Get rates
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
Erie Breeze Cottage, right on Lake Erie, EPIC wine route!

Erie Breeze Cottage, right on Lake Erie, EPIC wine route!

Essex ON
Get rates
Stay at this cottage in Town of Essex. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Cooper's Hawk Vineyards and Oxley Estate Winery 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

Colchester ON
Get rates
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
Colchester cottages a stones throw away from beaches, wineries, marina, parks.

Colchester cottages a stones throw away from beaches, wineries, marina, parks.

Colchester ON
Get rates
Stay at this cottage in Town of Essex. Enjoy air conditioning. Popular attractions Colchester Beach and Serenity Lavender Farm are located nearby.
Kitchen
Air conditioning
Colchester cottages a stones throw away from beaches, wineries, marina, parks.

Colchester cottages a stones throw away from beaches, wineries, marina, parks.

Colchester ON
Get rates
Stay at this cottage in Town of Essex. Enjoy cable/satellite TV service and air conditioning. Popular attractions Colchester Beach and Serenity Lavender Farm are located nearby.
Kitchen
Air conditioning
Don't see what you're looking for?
See all available properties in Essex
View all properties
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 attractions

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

Frequently asked questions

How much are vacation packages to Essex?
With vacation packages available from as low as CA $843, 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

An aerial view of a coastal forest with a clear demarcation between the land and the ocean.
A close-up of pink flowers with a blurred background of greenery and bokeh lights.
A wooden pier extending into foggy waters with railings and lanterns.

Explore More Ways to Travel with Travelocity