Lakeshore Vacations from $965

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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

Hotel STRY

2 out of 5
Price was $1,023, price is now $965 per person
$965
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Windsor (YQG)
10/10 Exceptional! (31 reviews)
This is a beautiful hotel

Reviewed on Jun 19, 2026

Coastal #1 and Cozy #2 - Seacliff Beach Suites

Coastal #1 and Cozy #2 - Seacliff Beach Suites

3.5 out of 5
Price was $1,142, price is now $1,074 per person
$1,074
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Windsor (YQG)
10/10 Exceptional! (12 reviews)
The place is perfect. Nice kitchen nice bathroom and clean .

Reviewed on Dec 13, 2025

Cliffside Suite #3 - Seacliff Beach Suites

Cliffside Suite #3 - Seacliff Beach Suites

4 out of 5
Price was $1,057, price is now $1,016 per person
$1,016
per person
Aug 14 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Windsor (YQG)
8/10 Very Good! (3 reviews)
I like the clean environment and the location but when I booked the property I I was informed after that it was a basement suite and I only have one exit. It would cost to install another exit but I think it will pay off in the long run very convenient for different purposes.

Reviewed on May 25, 2026

Retro Suites Hotel

Retro Suites Hotel

3.5 out of 5
Price was $2,114, price is now $2,052 per person
$2,052
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Windsor (YQG)
9.8/10 Exceptional! (712 reviews)
It’s the only place I choose to stay when in town.

Reviewed on Jun 24, 2026

Comfort Inn Chatham

Comfort Inn Chatham

2.5 out of 5
Price was $1,860, price is now $1,821 per person
$1,821
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Windsor (YQG)
8.8/10 Excellent! (940 reviews)
It’s a little dated, room smelled a little funky. Breakfast included but it’s not great. Staff were friendly and helpful.

Reviewed on Jun 22, 2026

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What to do in Lakeshore

Roasting Experience at 14th Coffee Co

Roasting Experience at 14th Coffee Co

$69
per adult
Roasting Experience at 14th Coffee Co
Downtown Detroit Delicious Donut, Coffee, & Pastry Adventure

Downtown Detroit Delicious Donut, Coffee, & Pastry Adventure

$70
per adult
Downtown Detroit Delicious Donut, Coffee, & Pastry Adventure
Explore Michigan Private Half-Day Walking Tour

Best Downtown Detroit Historical Walking Tour

$95
per adult
Best Downtown Detroit Historical Walking Tour
See all activities in Lakeshore

Lakeshore Hotel Deals

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

2.5 out of 5
14 Amy Croft Drive Lakeshore ON
Fully refundable
$110 nightly
The price is $124 total per night from Jun 30 to Jul 1
$124 total
Jun 30 - Jul 1
Total with taxes and fees
9.6/10 Exceptional! (1,007 reviews)
"Good room, good employees. Very satisfied"

Reviewed on Jun 23, 2026

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

4 out of 5
377 Riverside Dr E Windsor ON
$70 nightly
The price is $84 total per night from Jul 13 to Jul 14
$84 total
Jul 13 - Jul 14
Total with taxes and fees
8.6/10 Excellent! (3,265 reviews)
"Property was fine. View was amazing… the issue was they did not inform me that a live band was going to be happening at the wedding on the 27th floor when I was on the 23rd floor. You could hear it so much I could not sleep. Their response was basically too bad!they chose my room so they should have ..."

Reviewed on Jun 24, 2026

Caesars Windsor - A Caesars Rewards Destination
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West Windsor ON
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $93 total per night from Jun 28 to Jun 29
$93 total
Jun 28 - Jun 29
Total with taxes and fees
8.2/10 Very Good! (1,028 reviews)
"Staff was friendly and efficient and the room was clean and quiet."

Reviewed on Jun 24, 2026

Best Western Plus Waterfront Hotel
See all 626 properties in Lakeshore
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 $965 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. Combine your airfare and accommodations: Once you've settled on your travel dates and duration, book the perfect Lakeshore vacation package for you.
  6. 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.