Webster Vacations from ¥241,376

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥45,448 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Webster Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Margaritaville Cottages Orlando with H2O Waterpark by Vstays
The Delaney Hotel
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Find the Best Webster Vacation Packages

Webster Hotel Deals

Saddlebrook Resort

Saddlebrook Resort

4 out of 5
5700 Saddlebrook Way Wesley Chapel FL
Fully refundableReserve now, pay when you stay
The price is ¥19,931 per night from Mar 23 to Mar 24
¥19,931
¥27,000 total
Mar 23 - Mar 24
includes taxes & fees
7.2/10 Good! (24 reviews)
No cleaning service Noisy neighbors Car damaged by valet staff

Reviewed on Feb 23, 2026

Saddlebrook Resort
SPOT X Hotel Tampa - Wesley Chapel by The Red Collection

SPOT X Hotel Tampa - Wesley Chapel by The Red Collection

3 out of 5
5703 Oakley Blvd Wesley Chapel FL
Fully refundableReserve now, pay when you stay
The price is ¥18,414 per night from Mar 1 to Mar 2
¥18,414
¥20,624 total
Mar 1 - Mar 2
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
The whole facility was clean. The furniture needs to be updated but I wasn’t there for luxury. Beds were hard too. Overall stay was great and food was good!!

Reviewed on Feb 25, 2026

SPOT X Hotel Tampa - Wesley Chapel by The Red Collection
Days Inn by Wyndham Brooksville/Dade City

Days Inn by Wyndham Brooksville/Dade City

2 out of 5
6320 Windmere Rd Brooksville FL
Fully refundableReserve now, pay when you stay
The price is ¥11,791 per night from Mar 4 to Mar 5
¥11,791
¥13,146 total
Mar 4 - Mar 5
includes taxes & fees
7.4/10 Good! (44 reviews)
The room was very comfortable and clean. The gentleman at the front desk was very friendly. It's close to shops and restaurants.😃

Reviewed on Feb 22, 2026

Days Inn by Wyndham Brooksville/Dade City
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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.