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.
Super 8 by Wyndham Windsor/Dougall

Super 8 by Wyndham Windsor/Dougall

2 out of 5
Remington Park
per person
Jul. 4 - Jul. 11
found 21 hours ago
Roundtrip flight included
Montreal (YUL) to Windsor (YQG)
7.8/10 Good! (1,002 reviews)
It was fabalous that the room had 3 queen beds to accommodate or large family and the space didn't feel tight. Upgrades are needed for the bathroom and possible an elevator instead of stairs to access the second floor. For the short stay the price was great and the staff was great, thank you Super 8.

Reviewed on Apr. 14, 2025

Residence & Conference Centre - Windsor

Residence & Conference Centre - Windsor

2 out of 5
Roseland
per person
Jul. 4 - Jul. 11
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Windsor (YQG)
7.8/10 Good! (283 reviews)
This student housing and not a motel. The beds are very low quality and there are not TVs in the rooms. This is perfect for the young adults who travel on a budget. We were in Windsor for a concert and this was the last available room in the city. For this reason, we were glad to find sleeping accommodations. Would not book again.

Reviewed on Sep. 22, 2024

Windsor Manor

Windsor Manor

4 out of 5
City Centre
per person
Jul. 4 - Jul. 11
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Windsor (YQG)
No reviews
Seacliffe Inn

Seacliffe Inn

3 out of 5
per person
Jul. 4 - Jul. 11
found 21 hours ago
Roundtrip flight included
Montreal (YUL) to Windsor (YQG)
8/10 Very Good! (1,000 reviews)
One must remember this is an older facility and with that goes the charm. Do not expect what you might at a brand new place. But the charm and friendliness and comfort more then made up for the lack of “new”!

Reviewed on Apr. 11, 2025

Hotel STRY

Hotel STRY

2 out of 5
per person
Jul. 4 - Jul. 11
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Windsor (YQG)
9.8/10 Exceptional! (6 reviews)
The people who own this hotel are so friendly and the room was so spacious and comfortable. It was a very nice place to stay.

Reviewed on Mar. 17, 2025

Essex Hotel Deals

The Grove Motel
The Grove Motel
2.5 out of 5
96 County Road 50 West, Town of Essex, ON
The price is CA $152 per night from Apr. 17 to Apr. 18
CA $152
CA $172 total
includes taxes & fees
Apr 17 - Apr 18
9.8/10 Exceptional! (60 reviews)
"Such a fun motel. Did a girls night. Had the Beverly Hills 90210 room. Loved it. Great coffee shop. Would definitely recommend"

Reviewed on Apr. 5, 2025

The Grove Motel
Large 5 Bed Family Home w/ Indoor Swimming Pool!
Large 5 Bed Family Home w/ Indoor Swimming Pool!
Harrow
10/10 Exceptional! (1 review)
Great Time!
"Dan the host was very quick to respond to questions that I had regarding the place. Super friendly guy. The property is well designed with all bedrooms on the upper levels and the entertainment on the lower floor. Bedrooms all came with linens and what not so ready to move in. Very spacious backyard ..."

Reviewed on Aug. 22, 2023

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Large 5 Bed Family Home w/ Indoor Swimming Pool!
THE ESSEX HOUSE
THE ESSEX HOUSE
Essex
10/10 Exceptional! (11 reviews)
Just Awesome
"Great Place, clean, Dean was a great Host - even though in the hospital!!"

Reviewed on Apr. 2, 2025

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THE ESSEX HOUSE
See all 485 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 $705. 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

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

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