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.
Westgate Town Center Resort
Price was CA $903, price is now CA $520 per person
CA $520
per person
Jun 5 - Jun 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8/10 Very Good! (1,510 reviews)
The property is huge with plenty of amenities and dining options, so there’s always something to do. It did feel a bit crowded at times, and the room wasn’t as clean as expected upon arrival
Reviewed on Mar 24, 2026
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
International Drive District
Price was CA $1,773, price is now CA $969 per person
CA $969
per person
Jun 2 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
7.8/10 Good! (381 reviews)
Shuttle never picked us up after scheduling. Long lines for breakfast approx. 20-30 min
Reviewed on Mar 23, 2026
Mar Bay Motel &Suites
Price was CA $1,422, price is now CA $824 per person
CA $824
per person
May 9 - May 16
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tampa (TPA)
8.6/10 Excellent! (68 reviews)
The property was perfect for pets. Big space to walk and off the main road.
Reviewed on Mar 23, 2026
Westgate Blue Tree Resort in Lake Buena Vista
Price was CA $1,356, price is now CA $798 per person
CA $798
per person
Jun 11 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.6/10 Excellent! (1,005 reviews)
Best stay ever !
For now on this is the only place we are booking when coming to Orlando .
Thank you for everything.
Reviewed on Mar 22, 2026
Webster Hotel Deals
Days Inn by Wyndham Brooksville/Dade City
6320 Windmere Rd Brooksville FL
Fully refundableReserve now, pay when you stay
The price is CA $100 per night from Apr 9 to Apr 10
CA $100
CA $112 total
Apr 9 - Apr 10
includes taxes & fees
7/10 Good! (97 reviews)
Plenty of parking and a nice Mexican restaurant nearby
Reviewed on Mar 24, 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 $160 per night from Mar 31 to Apr 1
CA $160
CA $179 total
Mar 31 - Apr 1
includes taxes & fees
8.2/10 Very Good! (1,016 reviews)
My only complaint would be that the bed was very uncomfortable. It was a king bed and the mattress was very old and I could feel the springs in it. The bed was too low and a newer, higher mattress would be a fix for that. The staff was very polite and accommodating and the morning breakfast was good. ...
Reviewed on Mar 24, 2026
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
The price is CA $226 per night from Mar 30 to Mar 31
CA $226
CA $242 total
Mar 30 - Mar 31
includes taxes & fees
9.8/10 Exceptional! (1,131 reviews)
Great stay again. Friendly staff, always helpful. Comfortable bed & clean room - everything I was expecting from a nice hotel stay.
Reviewed on Mar 24, 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.
