Windsor Flight + Hotel Packages

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

Westgate Palace Hotel / Universal / I-Drive

per person

Apr 29 - May 1

found 19 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal Orlando Resort and Universal Studios Florida are located nearby.

Palazzo Lakeside Hotel

per person

Apr 28 - May 2

found 20 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.

Westgate Towers Resort

per person

Apr 30 - May 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports are located nearby.

Hilton Daytona Beach Oceanfront Resort

per person

May 9 - May 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

Stay at this 4-star beach hotel in Daytona Beach. Enjoy 2 outdoor pools, 4 restaurants, 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.

Westgate Vacation Villas Resort

Save 100% on your flight

per person

Apr 25 - Apr 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports are located nearby.

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Save 100% on your flight

per person

Apr 25 - Apr 29

found 15 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Stay at this 3-star hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms and the overall value in our reviews. Popular attractions Universal’s Islands of Adventure and Universal Orlando Resort are located nearby.

Century Millenia

Save 100% on your flight

per person

May 8 - May 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Stay at this 3-star apartment in Orlando. Enjoy free WiFi, free parking, and a garden. Popular attractions Orlando International Premium Outlets and Universal Orlando Resort are located nearby.

Westgate Lakes Resort & Spa Universal Studios Area

Save 100% on your flight

per person

Apr 25 - Apr 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Stay at this 4-star spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Universal Orlando Resort and Universal Studios Florida are located nearby.