Search Deals on
Webster Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

Webster
Florida
United States of America
North America
Hotwire.com

Webster Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

The Shores Resort & Spa

4 out of 5

Price was $636, price is now $290 per person

$290

per person

Mar 1 - Mar 5

found 12 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Book a stay at this beach hotel in Daytona Beach Shores. Enjoy free WiFi, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Daytona International Speedway and Beach at Daytona Beach are located nearby.

Saddlebrook Resort

4 out of 5

Save 100% on your flight

Price was $774, price is now $372 per person

$372

per person

Mar 18 - Mar 22

just found

Roundtrip flight included

Atlanta (ATL) to Tampa (TPA)

Book a stay at this spa resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.

Westgate Leisure Resort

3.5 out of 5

Price was $1,097, price is now $533 per person

$533

per person

Feb 19 - Feb 24

found 2 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Stay at this hotel in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Disney Springs™ and Epcot® are located nearby.

Boardwalk Inn and Suites

2.5 out of 5

Save 100% on your flight

Price was $628, price is now $314 per person

$314

per person

Mar 1 - Mar 5

found 12 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Book a stay at this beach hotel in Daytona Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Daytona International Speedway and Daytona Beach Boardwalk are located nearby.

Mar Bay Motel &Suites

2 out of 5

Save 100% on your flight

Price was $1,054, price is now $532 per person

$532

per person

Mar 12 - Mar 19

found 11 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Chi Chi Rodriguez Golf Club are located nearby.

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5

Save 100% on your flight

Price was $621, price is now $316 per person

$316

per person

Mar 7 - Mar 11

found 11 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Book a stay at this family-friendly hotel in Orlando. Enjoy free parking, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney Springs™ and Epcot® are located nearby.

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5

Price was $1,192, price is now $628 per person

$628

per person

Mar 12 - Mar 16

found 11 hours ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Summerville Vacation Homes by Columbia Management

4 out of 5

Save 100% on your flight

Price was $1,511, price is now $804 per person

$804

per person

Feb 16 - Feb 23

found 5 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the property condition in our reviews. Popular attractions ESPN Wide World of Sports Complex and Disney's Animal Kingdom® Theme Park are located nearby.