Essex Vacation Packages

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Your Essex Vacation

With a vacation package to Essex, say goodbye to endless planning and hello to trouble-free adventure. Every detail of your journey has been taken care of before you go, so you can enjoy each moment discovering this vibrant city. Ready for some sightseeing? A trip to Essex wouldn't be complete without checking out Amherstburg-Essex Greenway Trailhead, Sadlers Nature Park Trailhead and other top attractions. A few clicks is all it takes to craft the ideal Essex vacation on Expedia.

Top Holiday Package Deals in Essex

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

Nicklin House

3 out of 5
Price was CA $721, price is now CA $629 per person
CA $629
per person
Jun 18 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
9.4/10 Exceptional! (97 reviews)
I loved every moment here the place was cozy and so home like. I am happy i didn't stay at a hotel. Dominique was a awesome host. The place was clean and not to mention the peace i felt

Reviewed on Feb 23, 2026

Hotel STRY

Hotel STRY

2 out of 5
Price was CA $1,231, price is now CA $1,022 per person
CA $1,022
per person
Jun 4 - Jun 7
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Windsor (YQG)
10/10 Exceptional! (29 reviews)
What a great location! Such a fun night away! Loved th day spa pure located right under it! The missing O bar is so cool and delicious!

Reviewed on Feb 13, 2026

Towneplace Suites By Marriott Tecumseh Windsor

Towneplace Suites By Marriott Tecumseh Windsor

2 out of 5
Price was CA $828, price is now CA $749 per person
CA $749
per person
Jun 18 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
9.6/10 Exceptional! (41 reviews)
This is a nice, new hotel. I hope they can keep it up in terms of cleanliness and freshness, because we had a great stay and will stay here again in the future as long as it’s the same experience. Room is well equipped, with comfortable beds, linens and pillows. Tyler at the bar was great and made a good cocktail. I love to see a hotel like this with a bar. Very reasonable prices.

Reviewed on Mar 9, 2026

Dream Estate Inn

Dream Estate Inn

3.5 out of 5
Price was CA $804, price is now CA $733 per person
CA $733
per person
Jun 18 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
9.4/10 Exceptional! (127 reviews)
This was a lovely place to stay. The room was spacious, comfortable, ultra clean and had a little gratitude practice available to guests. While the bed and breakfast is self serve, the complementary items were healthy, easy and convenient. This is a lovely place with a lot of thoughtful touches. I highly recommend this hidden gem in Leamington Ontario.

Reviewed on Nov 5, 2025

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 $802, price is now CA $757 per person
CA $757
per person
Jun 18 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
9.4/10 Exceptional! (1,002 reviews)
Clean rooms, fast service, great breakfast, great staff.

Reviewed on Apr 15, 2026

Essex Hotel 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
9.8/10 Exceptional! (129 reviews)
We had a wonderful 5-star stay here for a birthday getaway—just two of us looking for a relaxing break. The cottage was very clean and exactly as described, and check-in was easy; our host even let us know we could arrive early, which we appreciated. There were lots of movies, books, and games available—great ...

Reviewed on Apr 12, 2026

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Beautiful, clean cottage, 4 min walk to the beach/playground. Many wineries!
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
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Lake front escape - a quiet lake front cottage with easy access to the beach
Erie Breeze Cottage, right on Lake Erie, EPIC wine route!

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

Essex ON
9.6/10 Exceptional! (22 reviews)
The lake views were spectacular! The area was quiet and neighbors were engaging. The home was a perfect size and was very clean and well-decorated to be cozy and comfortable. Mary and Rob were wonderful hosts and very responsive. Checking in and out was simple. There was plenty to do in the surrounding ...

Reviewed on Sep 8, 2025

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Erie Breeze Cottage, right on Lake Erie, EPIC wine route!
See all 538 properties in Essex
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Essex vacation package cost?
From just CA $629. Yes, you read that correctly. Our Essex vacation packages are a simple way to make your budget last longer. Bundle your favorite hotels, flights and car rentals and explore this exciting destination.
How do I get a cheap travel package to Essex?
Bundle your flights and hotels, toss in extras such as activities or a rental car, and save with an Essex vacation package. You won't just land impressive discounts on your getaway — you'll have a world of choice at your fingertips too. When you book with Expedia, you can choose from more than 550 airlines and 1,000,000 hotels around the world. Your next affordable adventure begins right here, right now!
Where should I stay in Essex?
With lots to explore in Essex, it makes sense to book a hotel near its attractions. Sprucewood Shores Estate Winery, Coopers Hawk Vineyards and Serenity Lavender Farm are some fascinating ones to put on your itinerary.
How far in advance should I book my Essex vacation?
Reward yourself with the widest variety at the cheapest prices by booking your vacation to Essex early. Air carriers generally release tickets anywhere up to a year prior to departure, so reserve your spot as soon as you can. That being said, Expedia is committed to giving you the best bargains around, so there's never a bad time to book your dream vacation!
What does an Expedia Essex travel package include?
From airfares and hotels to car rentals, Expedia can help you craft an Essex package that's perfect for you. Heading off for a while? Check out a rental car, flight and hotel bundle. If you can only squeeze in a quick getaway, a hotel and flight deal could suit you better. Tours and activities can be added after you've booked. Our vacation packages make it easy to save and plan.
What should I know before booking an Essex travel package?
An Expedia travel package can be customized for your budget and is an easy way to make your hard-earned dollars stretch further. How much you include is your call. Rental cars, hotels and flights — choose any combination that suits your style.
Can I choose my airline with an Essex Expedia vacation package?
Most definitely. We have access to over 550 airlines globally, so you can design your Essex getaway according to your budget and needs.
If I'm not able to travel, can I cancel my Essex vacation package?
Because we understand life can be unpredictable, the answer is yes. To find out more, check out our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or change it with no penalties. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.

Discover the most popular places to visit in Essex

Sprucewood Shores Estate Winery

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

Things to do

Roasting Experience at 14th Coffee Co

Roasting Experience at 14th Coffee Co

CA $95
per adult
Roasting Experience at 14th Coffee Co
See all activities in Town of Essex

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.