Lakeshore Vacation Packages
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Your Lakeshore Vacation
The vibrant city of Lakeshore is calling. Immerse yourself in everything it has to offer with a Lakeshore vacation package that's customized to you. Fill up your itinerary with tours of Lakeview Park Trailhead, Ruscom Shores Conservation Area Trail Trailhead and Walls Underground Railroad Museum, some of the things you just have to see during a trip to Lakeshore. Don't delay your visit to this city any longer. Your perfect Lakeshore vacation is a couple of clicks away with Expedia.
Top Lakeshore Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel STRY
Price was CA $1,263, price is now CA $1,116 per person
CA $1,116
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Windsor (YQG)
10/10 Exceptional! (46 reviews)
A unique, beautiful, clean and well-maintained place to stay. The room was incredible and the owner Laurie was so helpful at checkin. I can’t say more about the decor and themed rooms! We will definitely stay again.
Reviewed on Oct 27, 2026
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
Price was CA $1,092, price is now CA $1,027 per person
CA $1,027
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Windsor (YQG)
9.6/10 Exceptional! (1,010 reviews)
I have picked the hotel because, indoor pool, free parking and location near a plaza.
Reviewed on Oct 27, 2026
Days Inn by Wyndham Leamington
Price was CA $1,051, price is now CA $1,010 per person
CA $1,010
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Windsor (YQG)
7.8/10 Good! (1,001 reviews)
Hotel is dated but the rooms are good. Shower has lots of pressure and hot water. Room was clean but I did find a couple hairs in the bathroom and in the bed.
Reviewed on Oct 22, 2026
Dream Estate Inn
Price was CA $1,054, price is now CA $1,019 per person
CA $1,019
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Windsor (YQG)
9.4/10 Exceptional! (138 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 on Oct 19, 2026
Lakeshore Hotel Deals
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
14 Amy Croft Drive Lakeshore ON
Fully refundable
The price is CA $139 per night from Nov 1 to Nov 2
CA $139
CA $166 total
Nov 1 - Nov 2
includes taxes & fees
9.6/10 Exceptional! (1,007 reviews)
"I have picked the hotel because, indoor pool, free parking and location near a plaza."
Reviewed on Oct 27, 2026
Newly Renovated Waterfront Cottage Lake St. Clair
Pointe aux Roches ON
9.4/10 Exceptional! (3 reviews)
"This property is a jewel. The host was very responsive and wonderful to work with. The weather was awful so didn’t get a chance to use the hot tub. A newly added sauna was nice though. Will return in the summer when we can use all the wonderful outdoor amenities."
Reviewed on Oct 24, 2026
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.
Stay near popular Lakeshore attractions
What to do in Lakeshore
Detroit Scavenger Hunt Interactive Walking Tour
CA $49
per traveller
Frequently asked questions
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- Dieppe Gardens
- Detroit Windsor Tunnel
- Colchester Vacations
- Point Pelee National Park
- Windsor Vacations
- Kopegaron Woods Conservation Area
- Kingsville Vacations
- Leamington Arts Centre
- Essex Vacations
- Caesars Casino
- Puce Vacations
- Visit Belle River
- Chrysler Theatre
- Sprucewood Shores Estate Winery
- Olde Walkerville Neighborhood
- Wheatley Harbour
- Kingston Park
- Ambassador Bridge
- Pelee Island Winery
- Amherstburg Vacations
- Belle River Vacations
- Chatham-Kent John D. Bradley Convention Centre
- Adventure Bay Family Water Park
- Lasalle Vacations
- Wallaceburg & District Museum
- Leamington Vacations
- The Colosseum
- Wheatley Provincial Park
- Tilbury Vacations
- Visit Lakeshore
- Tecumseh Vacations
- Visit Windsor
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
