Vacations in Winter Park

Vacations in Winter Park

2 travelers

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Cheap Winter Park package deals

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BreakfastHalf boardSelf cateringAll inclusiveMeals not included

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$577 - $1,695$1,695 - $2,814$2,814 - $3,932$3,932 - $5,051$5,051+ per night

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Free breakfastFree internetFree airport shuttleFree parking

Most popular Winter Park flight and hotel deals

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Wp Top Floor Getaway - Winter Park - Dining room
Wp Top Floor Getaway - Winter Park - Dining room
Wp Top Floor Getaway
Free Wi-Fi
Tampa
Meals not included
3 nights + flight
$952
Premium Unit 1108 - One Bedroom - Zephyr Mountain Lodge condo - Winter Park - Balcony
Premium Unit 1108 - One Bedroom - Zephyr Mountain Lodge condo - Winter Park - Balcony
Premium Unit 1108 - One Bedroom - Zephyr Mountain Lodge condo
Free Wi-Fi
Tampa
Meals not included
3 nights + flight
$1,238
Comfortable Mountain Adventure Condo at Zephyr Mountain Lodge with Village View condo - Winter Park
Comfortable Mountain Adventure Condo at Zephyr Mountain Lodge with Village View condo - Winter Park
Comfortable Mountain Adventure Condo at Zephyr Mountain Lodge with Village View condo
Free Wi-Fi
Tampa
Meals not included
3 nights + flight
$1,616
Premium Unit 2308 - 1Br - Zephyr Mountain Lodge condo - Winter Park - Living room
Premium Unit 2308 - 1Br - Zephyr Mountain Lodge condo - Winter Park - Living room
Premium Unit 2308 - 1Br - Zephyr Mountain Lodge condo
Free Wi-Fi
Tampa
Meals not included
3 nights + flight
$1,075
Zephyr Mountain Lodge Select-Rated 2510 - Winter Park - Bedroom
Zephyr Mountain Lodge Select-Rated 2510 - Winter Park - Bedroom
Zephyr Mountain Lodge Select-Rated 2510
Free Wi-Fi
Tampa
Meals not included
3 nights + flight
$1,616
Winter Park Ff Premium-Rated 4470 - Winter Park - Living room
Winter Park Ff Premium-Rated 4470 - Winter Park - Living room
Winter Park Ff Premium-Rated 4470
Free Wi-Fi
Tampa
Meals not included
3 nights + flight
$879
572 Telemark with private hot tub - Winter Park - Building
572 Telemark with private hot tub - Winter Park - Building
572 Telemark with private hot tub
9.6 Wonderful
Parking
Free Wi-Fi
Tampa
Meals not included
3 nights + flight
$986
Comfortable Fraser Crossing Founders Pointe Condo Near Gondola with Onsite Ski Storage condo - Winter Park - Balcony
Comfortable Fraser Crossing Founders Pointe Condo Near Gondola with Onsite Ski Storage condo - Winter Park - Balcony
Comfortable Fraser Crossing Founders Pointe Condo Near Gondola with Onsite Ski Storage condo
Free Wi-Fi
Tampa
Meals not included
3 nights + flight
$1,448
Lovely Mountain Adventure Zephyr Mountain Lodge Condo with Ski Storage condo - Winter Park - Living room
Lovely Mountain Adventure Zephyr Mountain Lodge Condo with Ski Storage condo - Winter Park - Living room
Lovely Mountain Adventure Zephyr Mountain Lodge Condo with Ski Storage condo
Free Wi-Fi
Tampa
Meals not included
3 nights + flight
$1,616
Winter Park Ff Premium Rated Condo 3511 - Winter Park
Winter Park Ff Premium Rated Condo 3511 - Winter Park
Winter Park Ff Premium Rated Condo 3511
10 Wonderful
Free Wi-Fi
Tampa
Meals not included
3 nights + flight
$1,580
Stunning Zephyr Mountain Lodge Condo Overlooking The Village Plaza condo - Winter Park - Living room
Stunning Zephyr Mountain Lodge Condo Overlooking The Village Plaza condo - Winter Park - Living room
Stunning Zephyr Mountain Lodge Condo Overlooking The Village Plaza condo
Free Wi-Fi
Tampa
Meals not included
3 nights + flight
$1,075
Telemark 4 Bedroom Townhouse by RedAwning - Winter Park - Balcony
Telemark 4 Bedroom Townhouse by RedAwning - Winter Park - Balcony
Telemark 4 Bedroom Townhouse by RedAwning
Tampa
Meals not included
3 nights + flight
$2,110
Premium Unit 2216 - 1 Br - Zephyr Mountain Lodge condo - Winter Park - Bedroom
Premium Unit 2216 - 1 Br - Zephyr Mountain Lodge condo - Winter Park - Bedroom
Premium Unit 2216 - 1 Br - Zephyr Mountain Lodge condo
10 Wonderful
Free Wi-Fi
Tampa
Meals not included
3 nights + flight
$1,238
Fraser Crossing/Founders Pointe, Condo , 2 Bedroom (Premium-Rated Condo 3511) - Winter Park - Living room
Fraser Crossing/Founders Pointe, Condo , 2 Bedroom (Premium-Rated Condo 3511) - Winter Park - Living room
Fraser Crossing/Founders Pointe, Condo , 2 Bedroom (Premium-Rated Condo 3511)
Free Wi-Fi
Tampa
Meals not included
3 nights + flight
$1,382
Silverado II - Winter Park - Building
Silverado II - Winter Park - Building
Silverado II
9 Wonderful
Parking
Free Wi-Fi
Pool
Tampa
Meals not included
3 nights + flight
$708
Gorgeous Zephyr Mountain Lodge Condo with Corridor Ski Trail Views condo - Winter Park - Balcony
Gorgeous Zephyr Mountain Lodge Condo with Corridor Ski Trail Views condo - Winter Park - Balcony
Gorgeous Zephyr Mountain Lodge Condo with Corridor Ski Trail Views condo
Free Wi-Fi
Tampa
Meals not included
3 nights + flight
$1,616

When to book a vacation in Winter Park

Price includes flights and 3 nights accommodation for 2 travelers. Prices are not fixed and may vary with time.

Tips for finding Winter Park package deals

  • There are loads of types of vacations in Winter Park and the cost will depend on what type of trip you’re taking and for how long you’d like to stay. Here are the latest prices for a 3 night trip for 2 travelers: Top vacation $314; Family vacation $314.

Where to stay in Winter Park

Our map will help you find the perfect place to stay for your vacation in Winter Park by showing you the exact location of each hotel.

Everything you need to know for your vacation in Winter Park

Winter Park vacation information

Top vacation (Flight+Hotel)$314
Family vacation (Flight+Hotel)$314