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Winter Springs Vacation Packages

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Winter Springs Flight + Hotel Packages

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

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
Price was $224, price is now $119 per person
$119
per person
Jan 9 - Jan 12
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 3-star 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.
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
Price was $685, price is now $292 per person
$292
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 3.5-star 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 Florida Mall are located nearby.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $334, price is now $144 per person
$144
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Hilton Orlando

Hilton Orlando

4 out of 5
Price was $898, price is now $428 per person
$428
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 4-star spa resort in Orlando. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Aquatica and The Orlando Eye are located nearby.
Magic Village Views Trademark Collection by Wyndham

Magic Village Views Trademark Collection by Wyndham

3.5 out of 5
Price was $2,130, price is now $1,063 per person
$1,063
per person
Jan 23 - Jan 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3.5-star business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Reunion Resort Golf Course and Mystic Dunes Golf Club are located nearby.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $368, price is now $184 per person
$184
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Knights Inn Kissimmee

Knights Inn Kissimmee

2 out of 5
Save 100% on your flight
Price was $421, price is now $213 per person
$213
per person
Jan 3 - Jan 10
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Old Town and Disney Springs™ are located nearby.
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Save 100% on your flight
Price was $1,144, price is now $595 per person
$595
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 5-star luxury aparthotel in Kissimmee. Enjoy 11 outdoor pools, 7 restaurants, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Old Town and Reunion Resort Golf Course are located nearby.

Winter Springs Vacation Packages 3-4 Night Stays

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

Seasons Florida Resort

2 out of 5
Price was $334, price is now $144 per person
$144
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $624, price is now $243 per person
$243
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was $685, price is now $292 per person
$292
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Hilton Orlando

Hilton Orlando

4 out of 5
International Drive District
Price was $898, price is now $428 per person
$428
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)

Winter Springs 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 $681, price is now $303 per person
$303
per person
Dec 15 - Dec 20
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was $1,195, price is now $406 per person
$406
per person
Jan 16 - Jan 23
found 8 hours 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 $1,219, price is now $452 per person
$452
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was $989, price is now $438 per person
$438
per person
Jan 22 - Jan 27
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.

Spirit Airlines
Tue, Nov 18 - Wed, Nov 19
LGA
LaGuardia
MCO
Orlando Intl.
$63 Roundtrip, found 2 days ago
$63
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Nov 18 from LaGuardia to Orlando Intl., returning Wed, Nov 19, priced at $63 found 2 days ago
Spirit Airlines
Wed, Nov 12 - Wed, Nov 19
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$63 Roundtrip, found 1 day ago
$63
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Nov 12 from Newark Liberty Intl. Airport to Orlando Intl., returning Wed, Nov 19, priced at $63 found 1 day ago
Frontier Airlines
Mon, Jan 12 - Fri, Jan 16
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$68 Roundtrip, found 3 hours ago
$68
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Mon, Jan 12 from Detroit Metropolitan Wayne County to Orlando Intl., returning Fri, Jan 16, priced at $68 found 3 hours ago
Frontier Airlines
Wed, Jan 7 - Thu, Jan 8
ORD
O'Hare Intl.
MCO
Orlando Intl.
$68 Roundtrip, found 6 hours ago
$68
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Wed, Jan 7 from O'Hare Intl. to Orlando Intl., returning Thu, Jan 8, priced at $68 found 6 hours ago