Essex County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

A city skyline at dusk with illuminated buildings reflecting on the water.
FlightsFlightsHotelsHotels

Tecumseh

Tecumseh

Top Essex County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Comfort Inn Chatham

Comfort Inn Chatham

2.5 out of 5
Price was CA $731, price is now CA $639 per person
CA $639
per person
Sep 16 - Sep 20
found 6 hours ago
Roundtrip flight included
Edmonton (YEG) to Windsor (YQG)
8.8/10 Excellent! (946 reviews)
Rooms were clean and well stocked. Staff was very friendly and helpful.

Reviewed on Jul 3, 2026

Ridgetown Inn

Ridgetown Inn

3 out of 5
Price was CA $1,018, price is now CA $934 per person
CA $934
per person
Aug 6 - Aug 9
found 17 hours ago
Roundtrip flight included
Winnipeg (YWG) to Windsor (YQG)
No reviews

Nicklin House

Nicklin House

3 out of 5
Price was CA $935, price is now CA $872 per person
CA $872
per person
Aug 6 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
9.4/10 Exceptional! (115 reviews)
Paul was a great host! The breakfast was amazing. It is within walking distance to downtown yet was quiet. We really enjoyed it.

Reviewed on Jul 4, 2026

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 $1,087, price is now CA $1,025 per person
CA $1,025
per person
Aug 6 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Windsor (YQG)
9.6/10 Exceptional! (1,005 reviews)
Rien à dire sur l'hôtel et sur ses équipements. La propreté est aussi exceptionnelle. Par contre, lorsqu'ils de notre bref passage, il y avait des tonnes d'équipes de baseball. La majorité des gens se comportaient très bien et l'ambiance était agréable. Par contre, pour d'autres, c’était une vraie fête. On a du demander de l'aide à la réception pour arriver à dormir. Dommage que les gens soient si peu respectueux.

Reviewed on Jul 5, 2026

Hotel STRY

Hotel STRY

2 out of 5
Price was CA $949, price is now CA $902 per person
CA $902
per person
Aug 15 - Aug 17
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Windsor (YQG)
10/10 Exceptional! (35 reviews)
Gorgeous boutique hotel with wonderful amenities. Rooms were both spacious and cozy, with everything you could possibly need for a stay. The staff was welcoming and took excellent care of us. I highly recommend you visit this great hotel.

Reviewed on Jun 30, 2026

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 $160 per night from Aug 3 to Aug 4
CA $160
CA $181 total
Aug 3 - Aug 4
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"The room was very clean and comfortable,great staff,very friendly and attentive. Highly recommended.I will definitely return to this place.We loved it."

Reviewed on Jul 5, 2026

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 $156 per night from Jul 12 to Jul 13
CA $156
CA $187 total
Jul 12 - Jul 13
includes taxes & fees
9.6/10 Exceptional! (1,008 reviews)
"Rien à dire sur l'hôtel et sur ses équipements. La propreté est aussi exceptionnelle. Par contre, lorsqu'ils de notre bref passage, il y avait des tonnes d'équipes de baseball. La majorité des gens se comportaient très bien et l'ambiance était agréable. Par contre, pour d'autres, c’était une vraie ..."

Reviewed on Jul 5, 2026

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

Seacliffe Inn

3 out of 5
388 Erie Street South Leamington ON
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Jul 16 to Jul 17
CA $179
CA $259 total
Jul 16 - Jul 17
includes taxes & fees
8.2/10 Very good! (1,005 reviews)
"The property was in a great location. We loved how convenient it was to the beach and point pelee. The rooms were clean and a good size. The staff were friendly and helpful. Very cute inn. However the property could use a facelift."

Reviewed on Jul 5, 2026

Seacliffe Inn
See all 658 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 $639. 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.

Stay near popular Essex County attractions

Point Pelee National Park

9.6/10 (480 reviews)
Hike through marshes and jungle-like environs and visit mainland Canada’s southernmost point in this small but impressive national park.
See properties

What to do in Essex County

Roasting Experience at 14th Coffee Co

Roasting Experience at 14th Coffee Co

CA $95
per adult
Roasting Experience at 14th Coffee Co
Explore undiscovered beauty of Detroit

Best Detroit Architecture Walking Tour: Inside Access & Landmarks

CA $141
per adult
Best Detroit Architecture Walking Tour: Inside Access & Landmarks
See all activities in Essex County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.