Webster Vacation Packages
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Your Webster Vacation
Come and discover this wonderful city for yourself with a Webster vacation package. Consider basing yourself in the neighborhood of Tarrytown, which is great for camping and families, and your time here will be nothing short of unforgettable. Need some sightseeing ideas for your trip to Webster? Webster Westside Flea Market and Dade Battlefield State Park are two of the main attractions here. A few clicks is all it takes to create your perfect Webster vacation on Expedia.
Top Webster Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel
Price was CA $989, price is now CA $496 per person
CA $496
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (5,171 reviews)
it was one night with my family friendly guy in the lobby very clean in the lobby and in the rooms clean bathroom and clean towels and also linen on the bed in the morning the breakfast was delicious and for different tastes there is also a children's room and a conference room and of course a swimming pool but we did not use it thanks to all the staff
Reviewed on Jun 1, 2026
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was CA $1,572, price is now CA $867 per person
CA $867
per person
Jul 7 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8.8/10 Excellent! (1,257 reviews)
Our stay was very pleasant, staff very polite! Great price!
Reviewed on Jun 1, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was CA $2,893, price is now CA $1,600 per person
CA $1,600
per person
Aug 24 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9.2/10 Wonderful! (1,003 reviews)
THE HOSPITALITY OF THE PEOPLE AND THE CLEANLINESS OF THE PROPERTY WERE BEAUTIFUL 😍 WE'RE PLANNING TO STAY THERE AGAIN IN AUGUST 2026 FOR A WEEK THIS TIME. WE LOVED EVERY SECOND ❤️
JULIANNE COVINGTON
Reviewed on Jun 1, 2026
Westgate Cocoa Beach Resort
Price was CA $2,786, price is now CA $1,616 per person
CA $1,616
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (550 reviews)
Esta bien Accesible a todas las amenidades, incluyendo el área de la playa,Solo que es un poco caro el precio por noche, por lo demás todo muy bien.
Reviewed on May 25, 2026
Webster Hotel Deals
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Jun 5 to Jun 6
CA $163
CA $174 total
Jun 5 - Jun 6
includes taxes & fees
9.8/10 Exceptional! (1,208 reviews)
"When in Orlando we always stay at The Brownwood. Just lovely."
Reviewed on Jun 1, 2026
Saddlebrook Resort
5700 Saddlebrook Way Wesley Chapel FL
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Jun 30 to Jul 1
CA $179
CA $244 total
Jun 30 - Jul 1
includes taxes & fees
7.8/10 Good! (104 reviews)
"Had a terribly rude server (who was also the bartender) for dinner at the bar & grill the first night we were there. Also, could immediately tell that the food was incredibly sub-par, Sysco, shipped in frozen food items. It was terrible. There was a large brown stain on the carpet of the living room ..."
Reviewed on Jun 1, 2026
SPOT X Hotel Tampa - Wesley Chapel by The Red Collection
5703 Oakley Blvd Wesley Chapel FL
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Jun 14 to Jun 15
CA $148
CA $166 total
Jun 14 - Jun 15
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
"Nice the staff and clean"
Reviewed on Jun 1, 2026
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.
Discover the most popular places to visit in Webster
Webster Westside Flea Market
You can do some window-shopping at Webster Westside Flea Market during your trip to Webster. You can enjoy the coffeehouses while in the area.
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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.
