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Leesburg Vacation Packages

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Leesburg Flight + Hotel Packages

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

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $567, price is now $247 per person
$247
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. 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 Complex are located nearby.
Extended Stay America Suites Orlando Conv Ctr Universal Blvd

Extended Stay America Suites Orlando Conv Ctr Universal Blvd

2.5 out of 5
Price was $997, price is now $384 per person
$384
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions The Orlando Eye and Orange County Convention Center are located nearby.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Price was $1,337, price is now $548 per person
$548
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this 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’s Volcano Bay and The Orlando Eye are located nearby.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Save 100% on your flight
Price was $733, price is now $395 per person
$395
per person
Apr 8 - Apr 14
found 1 day 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.
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,287, price is now $709 per person
$709
per person
May 15 - May 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Orlando International Premium Outlets are located nearby.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $1,051, price is now $594 per person
$594
per person
May 18 - May 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. 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 Complex are located nearby.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,447, price is now $826 per person
$826
per person
Apr 18 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this beach condo in Cocoa Beach. Enjoy free parking, a beach locale, and free water park access. Our guests praise the helpful staff in our reviews. Popular attractions Cocoa Beach and Ron Jon Surf Shop are located nearby.

Leesburg Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $534, price is now $257 per person
$257
per person
May 14 - May 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was $998, price is now $548 per person
$548
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,447, price is now $826 per person
$826
per person
Apr 18 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $652, price is now $383 per person
$383
per person
Apr 11 - Apr 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)

Leesburg Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was $854, price is now $298 per person
$298
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Extended Stay America Suites Orlando Conv Ctr Universal Blvd

Extended Stay America Suites Orlando Conv Ctr Universal Blvd

2.5 out of 5
International Drive District
Price was $997, price is now $384 per person
$384
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was $1,337, price is now $548 per person
$548
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was $1,108, price is now $465 per person
$465
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Bargain Flight
Tue, Mar 31 - Wed, Apr 15
COS
Colorado Springs
MCO
Orlando Intl.
$294 Roundtrip, found 6 days ago
$294
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Tue, Mar 31 from Colorado Springs to Orlando Intl., returning Wed, Apr 15, priced at $294 found 6 days ago
United
Tue, Mar 31 - Wed, Apr 15
COS
Colorado Springs
MCO
Orlando Intl.
$367 Roundtrip, found 6 days ago
$367
Roundtrip
found 6 days ago
Select United flight, departing Tue, Mar 31 from Colorado Springs to Orlando Intl., returning Wed, Apr 15, priced at $367 found 6 days ago
American Airlines
Tue, Mar 31 - Wed, Apr 15
COS
Colorado Springs
MCO
Orlando Intl.
$387 Roundtrip, found 6 days ago
$387
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Mar 31 from Colorado Springs to Orlando Intl., returning Wed, Apr 15, priced at $387 found 6 days ago
Delta
Tue, Mar 31 - Tue, Apr 14
COS
Colorado Springs
MCO
Orlando Intl.
$435 Roundtrip, found 3 days ago
$435
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Mar 31 from Colorado Springs to Orlando Intl., returning Tue, Apr 14, priced at $435 found 3 days ago