Book Exclusive Essex Vacation Packages

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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 $842, price is now CA $748 per person
CA $748
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) 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.
Coastal #1 and Cozy #2 - Seacliff Beach Suites

Coastal #1 and Cozy #2 - Seacliff Beach Suites

3.5 out of 5
Price was CA $1,269, price is now CA $1,097 per person
CA $1,097
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Windsor (YQG)
Book a stay at this beach guesthouse in Leamington. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Seacliff Park Amphitheatre and Seacliff Park are located nearby.
Dream Estate Inn

Dream Estate Inn

3.5 out of 5
Price was CA $1,009, price is now CA $910 per person
CA $910
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Windsor (YQG)
Stay at this inn in Leamington. Enjoy free WiFi, free parking, and a garden. Popular attractions Seacliff Park Amphitheatre and Seacliff Park are located nearby.
Parkside Flat #5 - Seacliff Beach Suites

Parkside Flat #5 - Seacliff Beach Suites

4 out of 5
Price was CA $1,274, price is now CA $1,151 per person
CA $1,151
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Windsor (YQG)
Book a stay at this beach apartment in Leamington. Enjoy free WiFi, free parking, and a picnic area. Popular attractions Seacliff Park Amphitheatre and Seacliff Park are located nearby.
Towneplace Suites By Marriott Tecumseh Windsor

Towneplace Suites By Marriott Tecumseh Windsor

2 out of 5
Price was CA $1,037, price is now CA $941 per person
CA $941
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) 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 Windsor Family Credit Union Centre 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!

Harrow ON
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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.
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.
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.
Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

4 out of 5
377 Riverside Dr E Windsor ON
The price is CA $135 per night
CA $135
CA $187 total
Jun 18 - Jun 19
includes taxes & fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free WiFi, free parking, and 6 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ford Field and Comerica Park are located nearby.
DoubleTree by Hilton Windsor Hotel & Suites

DoubleTree by Hilton Windsor Hotel & Suites

4 out of 5
333 Riverside Dr W Windsor ON
Free cancellation
Reserve now, pay when you stay
The price is CA $139 per night
CA $139
CA $166 total
May 28 - May 29
includes taxes & fees
Book a stay at this business-friendly hotel in Windsor. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Comerica Park and Ford Field are located nearby.
Comfort Inn & Suites Ambassador Bridge

Comfort Inn & Suites Ambassador Bridge

2.5 out of 5
2330 Huron Church Rd Windsor ON
Free cancellation
The price is CA $93 per night
CA $93
CA $111 total
Jun 12 - Jun 13
includes taxes & fees
Book a stay at this family-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 Comerica Park and Ford Field are located nearby.
Don't see what you're looking for?
See all available properties in Essex
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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

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

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

Oxley Estate Winery

You can enjoy a tasting or tour at Oxley Estate Winery during your travels to Town of Essex.

Oxley Estate Winery

Frequently asked questions

How much are vacation packages to Essex?
With vacation packages available from as low as CA $748, 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

Essex
Essex

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