Essex County Vacations & Trips from $1,020
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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 destinations in Essex County
Leamington
Kingsville
Town of Essex
Amherstburg
Lakeshore
Tecumseh
LaSalle
Belle River
Harrow
The Latest Essex County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Dream Estate Inn
Dec 13 - Dec 17Dream Estate Inn + Flight
Leamington3 nights3.5 star property9.4/10 - Exceptional (142 reviews)"Turn in to property driveway is awkward when approaching from WB Seacliffe and borderline unsafe when coming EB from the roundabout. Remember- Leamington drivers can often be unpredictable."Reviewed October 19, 2026Roundtrip • Orange County (SNA) - Windsor (YQG)SNA - YQG • 2 stops YQG - SNA • 2 stops$1,109$1,020found 1 day agoper traveler - Hotel STRY
Dec 13 - Dec 17Hotel STRY + Flight
Amherstburg3 nights2.0 star property10/10 - Exceptional (50 reviews)"I almost don’t want to share how spectacular Hotel STRY is! I will make a point to book this hotel every single time I am in this area. I will drive from Windsor just to stay here. If you have the pleasure of meeting Cat, she is amazing and will take care of all your needs. This is a Must Stay if you are anywhere near Amherstburg!"Reviewed October 30, 2026Roundtrip • Orange County (SNA) - Windsor (YQG)SNA - YQG • 2 stops YQG - SNA • 2 stops$1,181$1,049found 1 day agoper traveler - Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
Dec 13 - Dec 17Holiday Inn Express & Suites Windsor East - Lakeshore by IHG + Flight
Lakeshore3 nights2.5 star property9.6/10 - Exceptional (1,008 reviews)Roundtrip • Orange County (SNA) - Windsor (YQG)SNA - YQG • 2 stops YQG - SNA • 2 stops$1,080$1,022found 1 day agoper traveler - Days Inn by Wyndham Leamington
Dec 13 - Dec 17Days Inn by Wyndham Leamington + Flight
Leamington3 nights2.5 star property7.8/10 - Good (1,004 reviews)"Great stay, clean room, amazing staff and good location"Reviewed November 6, 2026Roundtrip • Orange County (SNA) - Windsor (YQG)SNA - YQG • 2 stops YQG - SNA • 2 stops$1,078$1,046found 1 day agoper traveler - Quality Inn
Dec 13 - Dec 17Quality Inn + Flight
Leamington3 nights2.5 star property8.6/10 - Excellent (537 reviews)Roundtrip • Orange County (SNA) - Windsor (YQG)SNA - YQG • 2 stops YQG - SNA • 2 stops$1,114$1,088found 1 day agoper traveler
Discover the most popular places to visit in Essex County
What to do in Essex County
Explore Downtown Detroit Walking Tour: Architecture+History
$51
per adult
0% of travelers recommend
Detroit Lions Football Game at Ford Field
$482
per adult
0% of travelers recommend
Essex County Hotel Deals
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG2.5 star property
9.5 mi from Essex County
9.6 out of 10, Exceptional, (1,008 reviews)
9.6/10
Exceptional
(1,008 reviews)
$101 nightly
The price is $114
$114 total
Nov 22 - Nov 23
Total with taxes and fees
Towneplace Suites By Marriott Tecumseh Windsor
Towneplace Suites By Marriott Tecumseh Windsor2.5 star property
9.5 mi from Essex County
9.6 out of 10, Exceptional, (188 reviews)
9.6/10
Exceptional
(188 reviews)
"Staff were very pleasant and helpful both when checking in and when we were getting breakfast!"
$101 nightly
The price is $114
$114 total
Nov 22 - Nov 23
Total with taxes and fees
9.6 out of 10, Exceptional, (222 reviews)
9.6/10
Exceptional
(222 reviews)
"We had a lovely stay. Would definitely return!"
$103 nightly
The price is $116
$116 total
Nov 10 - Nov 11
Total with taxes and fees
9.4 out of 10, Exceptional, (27 reviews)
9.4/10
Exceptional
(27 reviews)
"Very clean and felt very safe in this quaint little town."
$117 nightly
The price is $132
$132 total
Nov 11 - Nov 12
Total with taxes and fees
8.4 out of 10, Very good, (882 reviews)
8.4/10
Very good
(882 reviews)
"Good all around Inn"
$71 nightly
The price is $80
$80 total
Nov 10 - Nov 11
Total with taxes and fees
9.0 out of 10, Wonderful, (667 reviews)
9.0/10
Wonderful
(667 reviews)
"Clean"
$71 nightly
The price is $80
$80 total
Nov 10 - Nov 11
Total with taxes and fees
The Grove Motel
The Grove Motel14.2 mi from Essex County
9.8 out of 10, Exceptional, (14 reviews)
9.8/10
Exceptional
(14 reviews)
"We arrived late in the evening and left fairly early the next morning, so we didn't have time to spend in the guest lounge or the outdoor seating areas. It was a beautiful fall day, so I hope others enjoyed these amenities. We stayed in the Butterfly room and it was lovely. The rooms are large, modern, clean and affordable. We arrived after hours but the staff had given us great directions on how to get into our room."
$93 nightly
The price is $105
$105 total
Nov 16 - Nov 17
Total with taxes and fees
8.8 out of 10, Excellent, (202 reviews)
8.8/10
Excellent
(202 reviews)
$91 nightly
The price is $103
$103 total
Nov 10 - Nov 11
Total with taxes and fees
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.