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.
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

CA $904
per person
Oct 2 - Oct 5
found 16 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
9.6/10 Exceptional! (1,008 reviews)
Towneplace Suites By Marriott Tecumseh Windsor

Towneplace Suites By Marriott Tecumseh Windsor

CA $932
per person
Oct 2 - Oct 5
found 16 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
9.6/10 Exceptional! (139 reviews)
Hotel STRY

Hotel STRY

CA $1,067
per person
Oct 2 - Oct 5
found 16 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
10/10 Exceptional! (42 reviews)
Days Inn by Wyndham Leamington

Days Inn by Wyndham Leamington

CA $930
per person
Oct 2 - Oct 5
found 16 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
7.8/10 Good! (1,001 reviews)
Coastal #1 and Cozy #2 - Seacliff Beach Suites

Coastal #1 and Cozy #2 - Seacliff Beach Suites

CA $1,125
per person
Oct 2 - Oct 5
found 16 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
10/10 Exceptional! (14 reviews)

Essex Hotel Deals

The Grove Motel

The Grove Motel

96 County Rd 50 Essex ON
CA $156
CA $176 total
Sep 2 - Sep 3
includes taxes & fees
9.6/10 Exceptional! (5 reviews)
"One word describes my stay: Outstanding. The Grove Motel was an amazing find. The refurbished motel was very well appointed with top notch amenities. And, the staff were some of the best I've ever experienced at a hotel. Friendly and extremely help. I hope to return to the Grove in the future. I ..."

Reviewed on Aug 29, 2026

The Grove Motel
Beautiful, clean 3 bedroom 
4 min walk to the beach, splashpad & playground.

Beautiful, clean 3 bedroom 4 min walk to the beach, splashpad & playground.

Harrow ON
9.8/10 Exceptional! (140 reviews)
"We had an awesome stay. Denise was quick to respond to my questions. The house was very clean and very homey. We loved it so much that we booked an extra day. The view from the front porch was so pretty. We made use of the firepit. The 4 minute walk to the beach and playground was great. The kids ..."

Reviewed on Aug 28, 2026

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Beautiful, clean 3 bedroom 4 min walk to the beach, splashpad & playground.
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! (29 reviews)
"Great location, clean property and very helpful and friendly host. We enjoyed our stay and plan to come again if we travel to this area."

Reviewed on Aug 17, 2026

Get rates
Erie Breeze Cottage, right on Lake Erie, EPIC wine route!
See all 599 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.

Frequently asked questions

How much does an Essex vacation package cost?
From just CA $904. 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.

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.
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Cooper's Hawk Vineyards

9.4/10 (3 reviews)
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.
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Serenity Lavender Farm

10.0/10 (2 reviews)
Enjoy an outing to Serenity Lavender Farm during your stay in Town of Essex. While in this relaxing area, you can savor the wineries and restaurants.
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Oxley Estate Winery

You can enjoy a tasting or tour at Oxley Estate Winery during your travels to Town of Essex.
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North 42 Degrees Estate Winery

9.6/10 (5 reviews)
You can enjoy a tasting or tour at North 42 Degrees Estate Winery during your travels to Town of Essex. While in this relaxing area, you can savor the wineries and restaurants.
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Erie Shore Vineyard

You can enjoy a tasting or tour at Erie Shore Vineyard during your travels to Town of Essex. While in this relaxing area, you can enjoy the wineries.
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Colio Estate Winery

You can enjoy a tasting or tour at Colio Estate Winery during your travels to Harrow. While in this relaxing area, you can enjoy the wineries.
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Amherstburg-Essex Greenway Trailhead

You can take time to visit Amherstburg-Essex Greenway Trailhead during your travels to Town of Essex.
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Things to do

Roasting Experience at 14th Coffee Co

Roasting Experience at 14th Coffee Co

CA $89
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.