Lakeshore Holidays

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Lakeshore

Holiday Inn Express & Suites Windsor East - Lakeshore, an IHG Hotel
Holiday Inn Express & Suites Windsor East - Lakeshore, an IHG Hotel
2.5 out of 5
14 AMY CROFT DRIVE, Lakeshore, ON
Fully refundable
The price is S$190 per night from 23 Feb to 24 Feb
S$190
includes taxes & fees
23 Feb - 24 Feb
9.4/10 Exceptional! (719 reviews)
"Way nicer than I expected. Looks brand new and design is perfect in the rooms"

Reviewed on 15 Feb,2025

Holiday Inn Express & Suites Windsor East - Lakeshore, an IHG Hotel
Caesars Windsor
Caesars Windsor
4 out of 5
377 Riverside Dr E, Windsor, ON
The price is S$192 per night from 9 Mar to 10 Mar
S$192
includes taxes & fees
9 Mar - 10 Mar
8.4/10 Very Good! (2,701 reviews)
"Legends restaurant was great! Room was nice, and clean, casino was fun but the live bands at the house bar were a lot of fun"

Reviewed on 14 Feb,2025

Caesars Windsor
DoubleTree by Hilton Windsor Hotel & Suites
DoubleTree by Hilton Windsor Hotel & Suites
4 out of 5
333 Riverside Dr W, Windsor, ON
Fully refundableReserve now, pay when you stay
The price is S$178 per night from 23 Feb to 24 Feb
S$178
includes taxes & fees
23 Feb - 24 Feb
8.6/10 Excellent! (1,002 reviews)
Great Stay
"Very clean and staff was very friendly and helpful."

Reviewed on 14 Feb,2025

DoubleTree by Hilton Windsor Hotel & Suites
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.

Frequently asked questions

How much does a Lakeshore holiday package cost?
Offering great value package deals on Expedia, you’ll be pleasantly surprised at how much a holiday to Lakeshore costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Lakeshore?
If you’re hoping to score a cheap Lakeshore holiday package, consider planning a trip in January, September and November. You’re likely to find lower prices on flights and accommodation during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Lakeshore?
With a well-organised itinerary, you can easily hit the top Lakeshore sights in a few days. But if you want to discover hidden gems or go on day trips, think about booking your Lakeshore holiday for longer.
Is it worth booking a holiday package to Lakeshore?
It’s no wonder a Lakeshore holiday is on the must-do list of many travellers. Leading attractions like Maidstone Park Trailhead are just the beginning 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 travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Lakeshore holiday as a package?
Expedia holiday 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 personalised Lakeshore holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday 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 schedule and pack your bags. Your favourite time of year and the activities on offer will also help you decide when to holiday in Lakeshore.
  2. Budget wisely: On top of the price of your accommodation, you’ll need to consider other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected expenses that may crop up during your trip to Lakeshore.
  3. Decide your trip length: Consider how long you want to spend exploring Lakeshore. Plan your itinerary so you can get to all the experiences and attractions you’re interested in at a comfortable pace.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that’s left now is to find a Lakeshore holiday package that brings all your bookings together.

What to do in Lakeshore

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.