Essex County Holidays

Book a Hotel + Flight or Car together to unlock savings

Top destinations in Essex County

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Lakeshore

Lakeshore
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Kingsville

Kingsville

Top hotels in Essex County

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 2.625.748 ₫ per night from 21 Dec to 22 Dec
2.625.748 ₫
3.145.121 ₫ total
21 Dec - 22 Dec
includes taxes & fees
9.4/10 Exceptional! (889 reviews)
Only thing that I would like to see are actual drinking glasses instead of cheap airline plastic. The hotel was absolutely spotless and the room was well appointed.

Reviewed on 24 Nov 2025

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
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 3.070.918 ₫ per night from 3 Dec to 4 Dec
3.070.918 ₫
3.577.619 ₫ total
3 Dec - 4 Dec
includes taxes & fees
7.8/10 Good! (1,004 reviews)
We loved our stay at this hotel. It was clean, the staff werr all great. I would recommend this hotel

Reviewed on 23 Nov 2025

Best Western Plus Leamington Hotel & Conference Centre
Dream Estate Inn

Dream Estate Inn

3.5 out of 5
90 Seacliff Dr W Leamington ON
The price is 2.551.616 ₫ per night from 1 Dec to 2 Dec
2.551.616 ₫
2.883.326 ₫ total
1 Dec - 2 Dec
includes taxes & fees
9.2/10 Wonderful! (123 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. ...

Reviewed on 5 Nov 2025

Dream Estate Inn
See all 582 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.

Frequently asked questions

How much does an Essex County holiday package cost?
Go from wondering to wandering with our Essex County holiday packages, which start from just . 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 holiday 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 1null000null000 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 cosy 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 holiday?
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 holiday!
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 holiday 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 holiday package?
Whether it's your hotel or flight, you can cancel or change it. Booked your Essex County holiday 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.