Lakeshore Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Lakeshore Vacation
With a Lakeshore vacation package, say goodbye to travel planning and hello to an effortless adventure. Every detail of your getaway has been taken care of before you go, so you can make the most of your time discovering this awesome city. Any trip to Lakeshore has to include a little sightseeing. Lake Kissimmee State Park is an excellent place to begin exploring. That dream Lakeshore vacation is clicks away. Search flights, accommodations and more on Expedia for a getaway that's tailored to suit your travel style.
Top Lakeshore Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Westwinds Waterfront Resort
CA $1,087
per person
Nov 26 - Dec 3
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9/10 Wonderful! (737 reviews)
Excellent time at this property. Only thing I wish was a little bit later checkout time as our flight wasn’t until 9pm at night and we had to be out by 10am. I understand it was most likely due to cleaning for incoming guest so we made it work. Overall I would definitely stay at this property again if we ever returned to Clearwater.
Reviewed on Oct 15, 2026
Ocean Club Treasure Island Hotel
Sunshine Beach
CA $1,738
per person
Nov 25 - Nov 30
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tampa (TPA)
9.6/10 Exceptional! (1,252 reviews)
Very clean place, great staff but had bathroom issues which they will fix! But overall good.
Reviewed on Oct 16, 2026
Anna Maria Beach Resort
CA $4,670
per person
Nov 24 - Nov 29
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
9.4/10 Exceptional! (423 reviews)
We loved the Anna Maria Beach Resort and plan on returning for another vacation!
Reviewed on Oct 15, 2026
Sunrise Garden Resort
CA $2,203
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
4/10 (2 reviews)
The hotel was conveniently located near the beach and restaurants. The interior and exterior were immaculately clean, and the pool was a lovely feature. It was a peaceful and relaxing getaway.
Reviewed on Oct 15, 2026
Ready to book your vacation to Lakeshore?
Lakeshore Hotel Deals
Holiday Inn Express Lake Wales N-Winter Haven by IHG
2953 Ridge Way Lake Wales FL
Fully refundable
CA $204
CA $228 total
Nov 8 - Nov 9
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"The staff were amazing and so friendly I was there twice the last month and had a great time ❤️"
Reviewed on Oct 15, 2026
Westgate River Ranch Resort & Rodeo
3600 River Ranch Road River Ranch FL
Fully refundableReserve now, pay when you stay
CA $127
CA $221 total
Oct 18 - Oct 19
includes taxes & fees
8.4/10 Very good! (599 reviews)
"El mejor"
Reviewed on Oct 11, 2026
Courtyard by Marriott Winter Haven
6225 Cypress Gardens Boulevard SE Winter Haven FL
Fully refundableReserve now, pay when you stay
CA $204
CA $228 total
Oct 25 - Oct 26
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
Lakeshore Library
Lakeshore Library is just one of the places to see in Lakeshore, so why not enjoy the other things to explore during your travels?
What to do in Lakeshore
Frequently asked questions
How much does a Lakeshore vacation package cost?
Offering excellent value package deals from CA $953 on Expedia, you'll be surprised at how little 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?
If you're hoping to score a cheap Lakeshore vacation package, consider travelling in January, February and July. You'll generally find better prices on accommodations and flights during these quieter months — ideal for budget-conscious travellers.
How many days is enough for Lakeshore?
Typically, a handful of days is enough to tick off the main sights during your Lakeshore vacation. But if you'd like to have some time to unwind or take day tours, think about extending your trip.
How to find the best Lakeshore package deals?
Finding a cheap Lakeshore package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view 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 often lower.
Is it cheaper to book a Lakeshore vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays separately. Better still, you can personalize your Lakeshore getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Lakeshore?
If you're planning a spur-of-the-moment Lakeshore adventure, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Lakeshore?
- Choose your dates: The things you plan to do in Lakeshore and your favourite season can help you decide when to travel.
- Set your budget: Factor in expenses like flights, meals and transportation when working out how much to set aside for your trip to Lakeshore. Then, choose a hotel that matches your budget, whether that's a wallet-friendly option or a more luxurious getaway.
- Work out your trip length: Think about how much time you want to spend discovering Lakeshore. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Lakeshore vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
