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.
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 $130
CA $156 total
Sep 27 - Sep 28
includes taxes & fees
9.6/10 Exceptional! (1,021 reviews)
"Very amazing Clean Good staff"
Reviewed on Aug 27, 2026
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
377 Riverside Dr E Windsor ON
CA $66
CA $104 total
Sep 21 - Sep 22
includes taxes & fees
8.6/10 Excellent! (3,382 reviews)
"Our room was very well appointed and comfortable, with a great view of the two cities and the river. The valets were all extremely friendly and helpful. Easy walk to the casino. We would stay there again."
Reviewed on Aug 26, 2026
Best Western Plus Waterfront Hotel
277 Riverside Drive West Windsor ON
Fully refundableReserve now, pay when you stay
CA $126
CA $151 total
Sep 2 - Sep 3
includes taxes & 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.
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.
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 great live music and casinos in this vibrant area.
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.
Maidstone Park Trailhead
7.0/10 (2 reviews)
You can take time to visit Maidstone Park Trailhead during your travels to Lakeshore.
Centennial Park Trailhead
7.0/10 (2 reviews)
You can take time to visit Centennial Park Trailhead during your travels to Lakeshore.
What to do in Lakeshore
Best Detroit Architecture Walking Tour: Inside Access & Landmarks
CA $139
per adult
Frequently asked questions
How much does a Lakeshore vacation package cost?
You can snap up a vacation package to this destination 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.
