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 Towers Resort
Price was CA $968, price is now CA $535 per person
CA $535
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (1,004 reviews)
Hotel rooms are spacious. Right in a rear location. Walmart is 3 min drive, CVS across the street. Hot tbs ar lean, pool is clean. For people who don’t read, there is no room service, have to ask for any extra items.
Reviewed on Mar 25, 2026
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
International Drive District
Price was CA $1,834, price is now CA $1,037 per person
CA $1,037
per person
Jun 5 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
7.8/10 Good! (381 reviews)
Breakfast menu very cheap. They only have boiled eggs that smelled like sulfur from reheating
Reviewed on Mar 26, 2026
Westgate Town Center Resort
Price was CA $1,619, price is now CA $930 per person
CA $930
per person
Apr 28 - May 5
found 24 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8/10 Very Good! (1,510 reviews)
Not impress with the staff regarding them trying to sell me one of there timeshares however since I don't have a husband I didn't qualify for the gifts. Single mothers are very successful on there own and don't always need a man. So being judged by that did not sit well.
Reviewed on Mar 26, 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 $101 per night from Apr 19 to Apr 20
CA $101
CA $113 total
Apr 19 - Apr 20
includes taxes & fees
7.2/10 Good! (102 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 $147 per night from Apr 15 to Apr 16
CA $147
CA $165 total
Apr 15 - Apr 16
includes taxes & fees
8.2/10 Very Good! (1,003 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
Saddlebrook Resort
5700 Saddlebrook Way Wesley Chapel FL
The price is CA $258 per night from Apr 19 to Apr 20
CA $258
CA $328 total
Apr 19 - Apr 20
includes taxes & fees
7/10 Good! (40 reviews)
Staff was very accommodating and service was prompt. Everyone was very friendly. Definitely plan to stay again.
Reviewed on Mar 27, 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.
