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
CA $663
per person
Oct 29 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Windsor (YQG)
10/10 Exceptional! (44 reviews)
Very clean, quiet location. Nice getaway in walkable area with spa services in same building and close to various restaurants.
Staff was attentive
Reviewed on Sep 11, 2026
Ready to book your vacation to Lakeshore?
Lakeshore Hotel Deals
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
14 Amy Croft Drive Lakeshore ON
Fully refundable
CA $139
CA $166 total
Oct 4 - Oct 5
includes taxes & fees
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
377 Riverside Dr E Windsor ON
CA $71
CA $110 total
Oct 12 - Oct 13
includes taxes & fees
8.8/10 Excellent! (3,478 reviews)
"Great staff. Clean rooms. The tub lining was peeling. But other than that everything about the stay was perfect."
Reviewed on Sep 17, 2026
DoubleTree by Hilton Windsor Hotel & Suites
333 Riverside Dr W Windsor ON
Fully refundableReserve now, pay when you stay
CA $147
CA $176 total
Sep 23 - Sep 24
includes taxes & fees
9.2/10 Wonderful! (1,165 reviews)
"Great staff and very clean"
Reviewed on Sep 16, 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
Stoney Point Park To St Clair Rd Trailhead
8.4/10 (6 reviews)
You can take time to visit Stoney Point Park To St Clair Rd Trailhead during your travels to Pointe aux Roches.
Thames River Lighthouse
After visiting Thames River Lighthouse, make a plan to see the other sights and activities in Lakeshore.
Ruscom Shores Conservation Area Trail Trailhead
8.0/10 (3 reviews)
You can take time to visit Ruscom Shores Conservation Area Trail Trailhead during your travels to Pointe aux Roches.
Maidstone Conservation Area Boardwalk Trailhead
8.0/10 (2 reviews)
You can take time to visit Maidstone Conservation Area Boardwalk Trailhead during your travels to Lakeshore.
Lakeshore Multi-Use Pathway Trailhead
8.0/10 (3 reviews)
You can take time to visit Lakeshore Multi-Use Pathway Trailhead during your travels to Lakeshore.
Maidstone Park Trailhead
7.0/10 (2 reviews)
You can take time to visit Maidstone Park Trailhead during your travels to Lakeshore.
Walls Underground Railroad Museum
6.0/10 (1 review)
You can study the exhibits at Walls Underground Railroad Museum, a museum with a story of its own, during your trip to Lakeshore. Discover the acclaimed art scene and casinos in this vibrant area.
What to do in Lakeshore
Best Detroit Architecture Walking Tour: Inside Access & Landmarks
CA $180
per adult
Detroit Scavenger Hunt Interactive Walking Tour
CA $48
per traveller
Frequently asked questions
How much does a Lakeshore vacation package cost?
You can snap up a vacation package to this destination from CA $561 on Expedia. However, how much your vacation to Lakeshore costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Lakeshore?
If you're looking to score a cheap Lakeshore vacation package, consider visiting in January, September and November. You'll usually find better rates on hotels and flights during these quieter months — ideal for budget-conscious travellers.
How many days is enough for Lakeshore?
Usually, a handful of days is enough to explore the main attractions during your Lakeshore vacation. However, if you'd like to have some time to rest or go on day trips, think about extending your itinerary.
Is it worth booking a vacation package to Lakeshore?
Lakeshore is a good vacation destination with attractions like Maidstone Park Trailhead among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Lakeshore vacation promises fun for everyone.
How to find the best Lakeshore package deals?
Use Expedia's filters to help you find some great Lakeshore package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Lakeshore package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Lakeshore vacation as a package?
You can enjoy significant savings on your next Lakeshore getaway by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Lakeshore?
Enjoy incredible discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Lakeshore getaway.
How to plan a trip to Lakeshore?
- Choose when to travel: Check your diary and get packing. Your favourite season and the activities available will also help you decide when to vacation in Lakeshore.
- Work out your budget: Make sure you have enough money to cover everything from meals and transportation to flights and experiences. Your accommodations will likely be the biggest expense during your trip to Lakeshore.
- Decide how long to go away for: Now that you know more about Lakeshore, you can work out the right length of your vacation. Create a rough itinerary and allocate enough time to cover everything you want to do.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a Lakeshore vacation package that brings all your bookings together.
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
