Lakeshore Vacations from $603
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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.
The Latest Lakeshore vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel STRY
$1,454
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Vienna (VIE) to Windsor (YQG)
10/10 Exceptional! (45 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
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.
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.
Rowsom's Tilbury Conservation Area Trail Trailhead
6.0/10 (1 review)
You can take time to visit Rowsom's Tilbury Conservation Area Trail Trailhead during your travels to Lakeshore.
What to do in Lakeshore
Detroit Scavenger Hunt Interactive Walking Tour
$35
per traveler
Lakeshore Hotel Deals
Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
14 Amy Croft Drive Lakeshore ON
Fully refundable
$104 nightly
$117 total
Oct 25 - Oct 26
Total with taxes and fees
9.6/10 Exceptional! (1,005 reviews)
"Great"
Reviewed on Sep 23, 2026
Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
377 Riverside Dr E Windsor ON
$60 nightly
$71 total
Oct 26 - Oct 27
Total with taxes and fees
8.8/10 Excellent! (3,502 reviews)
"Very disappointed. Rooms were clean. However not expecting rooms to be totally cleaned every day but we after checked in , informed that a 5 day stay rooms were only serviced every 3rd day. We were to schedule our service day. If we were in need of bottled water only two bottles a 24hr. period. We ..."
Reviewed on Sep 25, 2026
DoubleTree by Hilton Windsor Hotel & Suites
333 Riverside Dr W Windsor ON
Fully refundableReserve now, pay when you stay
$112 nightly
$135 total
Oct 4 - Oct 5
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.
Find the Best Lakeshore Vacation Packages
Lakeshore Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Closest Airport | Windsor Airport (YQG) |
Top Sights | Walls Underground Railroad Museum, Stoney Point Park To St Clair Rd Trailhead and Maidstone Conservation Area Boardwalk Trailhead |
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Frequently asked questions
How much does a Lakeshore vacation package cost?
Offering great value package deals from $603 on Expedia, you'll be pleasantly surprised at how much a vacation to Lakeshore costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Lakeshore?
October, November and December are great times to search for cheap Lakeshore vacation packages. Traveling in less busy periods means you can typically find reduced prices on hotels and flights.
How many days is enough for Lakeshore?
Generally, a handful of days is enough to check out the major sights during your Lakeshore vacation. However, if you'd like to have some time to chill out or go on day trips, consider extending your itinerary.
Is it worth booking a vacation package to Lakeshore?
It's easy to see why a Lakeshore vacation is on the to-do list of many travelers. Leading attractions like Maidstone Park Trailhead are just the start of things to keep you busy here.
How to find the best Lakeshore package deals?
Finding a cheap Lakeshore package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Lakeshore package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Lakeshore vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Lakeshore vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Lakeshore?
If you're considering a spur-of-the-moment Lakeshore getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Lakeshore?
- Choose when to travel: Check your calendar and pack your bags. Your preferred time of year and the activities available will also help you decide when to escape to Lakeshore.
- Set your budget: Factor in expenses such as flights, meals and transportation when calculating how much to set aside for your trip to Lakeshore. Then, select a property that works with your budget, whether that's a low-cost stay or a high-end retreat.
- Use Expedia's trip planning tool to explore Lakeshore: Research every part of your trip to Lakeshore with this comprehensive planner. Invite your friends and family to collaborate on a group trip, search for stays or things to do and make bookings.
- Determine how many days away: Start by listing all the sights and activities you'd like to get to in Lakeshore. Then, estimate how long you'll need at each, as well as any travel time.
- Combine your airfare and accommodations: Once you've settled on your travel dates and duration, book the perfect Lakeshore vacation package for you.
- Book activities and experiences ahead of time: Whether it's a ticket to a big attraction or a day trip in nature, you won't have to worry about missing out on the best Lakeshore has to offer. Find all the exciting things to do in Lakeshore with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Lakeshore vacation packages?
Your Lakeshore getaway is meant to be a relaxing escape from your busy life, not a reason for money worries. So to allow you more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
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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.
