Essex County Vacation Packages

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Your Essex County Vacation

With an Essex County vacation package, you can forget about the hassle of planning and put all your energy into experiencing what this interesting destination has on offer. Start your trip to Essex County with a visit to Leamington, one of the top cities here. Expedia is your one-stop shop for planning your Essex County vacation. From accommodations and flights, to car rentals and activities, we know how to create a travel experience like no other.

Top vacation destinations in Essex County

Point Pelee National Park showing a bridge and wetlands
FlightsFlightsHotelsHotels

Leamington

Leamington

Top Essex County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Travelodge by Wyndham Windsor

Travelodge by Wyndham Windsor

2 out of 5
Devonshire
per person
Sep 10 - Sep 14
found 16 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Windsor (YQG)
7/10 Good! (1,002 reviews)
Excellent room, located few minutes to Devonshire Mall.

Reviewed on Jul. 14, 2025

Windsor Manor

Windsor Manor

4 out of 5
City Centre
per person
Sep 10 - Sep 14
found 16 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Windsor (YQG)
No reviews
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

2.5 out of 5
per person
Sep 10 - Sep 14
found 16 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Windsor (YQG)
9.4/10 Exceptional! (800 reviews)
Stay was fine and enjoyed with family. Only negative is that they don't refund the deposit taken during check in. This is very bad. If it is taken for any damages and during check out if everything is fine .... deposit should be returned automatically to the account. I stayed in Hilton 2 times past four months and deposit was never returned.

Reviewed on Jul. 22, 2025

Caesars Windsor

Caesars Windsor

4 out of 5
City Centre
per person
Sep 10 - Sep 14
found 16 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Windsor (YQG)
8.6/10 Excellent! (3,024 reviews)
Excellent, friendly staff and service at all levels.

Reviewed on Jul. 25, 2025

Hyatt Place Windsor

Hyatt Place Windsor

3 out of 5
South Cameron
per person
Sep 10 - Sep 14
found 16 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Windsor (YQG)
9.2/10 Wonderful! (284 reviews)
Good welcoming staff. Breakfast had plenty of options. Parking is tight and in short supply.

Reviewed on Jul. 20, 2025

Essex County Hotel Deals

Best Western Plus Leamington Hotel & Conference Centre

Best Western Plus Leamington Hotel & Conference Centre

3 out of 5
566 Bevel Line Rd, Leamington, ON
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Aug 17 to Aug 18
CA $175
CA $204 total
Aug 17 - Aug 18
includes taxes & fees
8/10 Very Good! (1,009 reviews)
"The front desk help was amazing. Corey was very welcoming"

Reviewed on Jul. 22, 2025

Best Western Plus Leamington Hotel & Conference Centre
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

2.5 out of 5
14 Amy Croft Drive, Lakeshore, ON
Fully refundable
The price is CA $168 per night from Aug 4 to Aug 5
CA $168
CA $190 total
Aug 4 - Aug 5
includes taxes & fees
9.4/10 Exceptional! (815 reviews)
"Stay was fine and enjoyed with family. Only negative is that they don't refund the deposit taken during check in. This is very bad. If it is taken for any damages and during check out if everything is fine .... deposit should be returned automatically to the account. I stayed in Hilton 2 times past ..."

Reviewed on Jul. 22, 2025

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
Days Inn by Wyndham Leamington

Days Inn by Wyndham Leamington

2.5 out of 5
201 Erie St N, Leamington, ON
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Aug 4 to Aug 5
CA $175
CA $200 total
Aug 4 - Aug 5
includes taxes & fees
7.6/10 Good! (840 reviews)
"Nice place, checkin was okay, staff need to be more friendly. Night time staff very friendly and accommodating. Room was spacious, breakfast was okay."

Reviewed on Jul. 17, 2025

Days Inn by Wyndham Leamington
See all 553 properties in Essex County
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 County vacation package cost?
Go from wondering to wandering with our Essex County vacation packages, which start from just CA $679. Handpick the flights and hotels that suit your travel plans. Then, add on one or two experiences or tours to cap off your unique getaway.
How do I get a cheap travel package to Essex County?
Search for flights that fit your busy schedule, add a hotel to your booking and watch the savings pile up with an Essex County vacation package. It's that simple! From hotels and flights to tours and rental cars, Expedia is your gateway to cheap travel. And with more than 550 airlines and 1,000,000 hotel options around the globe to pick from, you won't be short of choice.
What are the top hotels in Essex County?
For hotels in Leamington with friendly service and cozy beds, check out Holiday Inn Express & Suites Windsor East - Lakeshore, an IHG Hotel and Best Western Plus Leamington Hotel & Conference Centre. If you plan to visit Lakeshore as well, you'll get a solid night's sleep at Days Inn by Wyndham Leamington or Seacliffe Inn.
How far in advance should I book my Essex County vacation?
Get rewarded with the biggest variety at the lowest prices by booking your Essex County adventure nice and early. Air carriers typically advertise flight tickets around 12 months 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 it's never a bad time to book your dream vacation!
What does an Expedia Essex County travel package include?
From hotels and airfares to rental cars, Expedia can help you shape an Essex County package that works for you. Heading away for a week or longer? Check out a hotel, flight and rental car bundle. If you can only manage a quick getaway, a hotel and airfare deal could be what you're after. Activities can also be added after you've booked. Our packages make it simple to save and plan.
What should I know before booking an Essex County travel package?
So many places to venture to, so many things to do. With a travel package, you'll be able to afford more of them. Combine your hotels, rental cars and flights and make big savings.
Can I choose my airline with an Essex County Expedia vacation package?
Yes, and with over 550 airlines to pick from worldwide, you have plenty of choice. Take a look at the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Essex County vacation package?
Whether it's your hotel or flight, you can cancel or change it. Booked your Essex County vacation package in the last 24 hours? You may be able to make any changes for free. For older bookings, you may be charged a fee by your airline, hotel or car rental company. For more details, check out our Customer Service Portal. We'll help you every step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.