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Book Exclusive Winter Park Vacation Packages

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Winter Park flight + hotel packages

The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes

5 out of 5
$2,743

$1,813

per person
Mar 28 - Apr 3
Roundtrip flight included
Chicago (CHI) to Orlando (MCO)

This luxury resort features a golf course, a full-service spa, and 4 restaurants. There's fun for all ages with a lazy river and a children's club, and families will appreciate the onsite laundry facilities. Enjoy the 3 outdoor tennis courts and perks like free WiFi.…

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 out of 5
Save 100% on your flight$446

$341

per person
Mar 15 - Mar 22
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)

This hotel features an outdoor pool, a 24-hour fitness center, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and free perks like buffet breakfast and free self parking.…

JW Marriott Orlando Grande Lakes

JW Marriott Orlando Grande Lakes

4 out of 5
$965

$747

per person
Mar 28 - Apr 3
Roundtrip flight included
Chicago (CHI) to Orlando (MCO)

This smoke-free resort features a golf course, a full-service spa, and 5 restaurants. There's fun for all ages with a lazy river and an arcade/game room, and supervised childcare is an added bonus. Enjoy the 4 outdoor tennis courts and perks like free WiFi.…

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3 out of 5
$418

$332

per person
Mar 11 - Mar 14
Roundtrip flight included
Phoenix (PHX) to Orlando (MCO)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 2 conference rooms, as well as the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour fitness center and free perks like buffet breakfast and free self parking.…

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

3 out of 5
$430

$342

per person
Mar 11 - Mar 14
Roundtrip flight included
Phoenix (PHX) to Orlando (MCO)

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. There's fun for all ages with a children's pool and a theme park shuttle, and barbecue grills are available on site. Enjoy the outdoor pool and perks like free self parking and free WiFi.…

2021 Winter Park vacations

Seralago Hotel & Suites Main Gate East

Seralago Hotel & Suites Main Gate East

3 out of 5
$460

$322

per person
Mar 5 - Mar 13
Roundtrip flight included
Phoenix (PHX) to Orlando (MCO)

This smoke-free hotel features 2 outdoor pools, an outdoor tennis court, and a restaurant. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the 24-hour fitness center and perks like free WiFi and a free shopping center shuttle.…

The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes

5 out of 5
Save 100% on your flight$1,555

$1,115

per person
Jan 25 - Feb 1
Roundtrip flight included
Chicago (CHI) to Orlando (ORL)

This luxury resort features a golf course, a full-service spa, and 4 restaurants. There's fun for all ages with a lazy river and a children's club, and families will appreciate the onsite laundry facilities. Enjoy the 3 outdoor tennis courts and perks like free WiFi.…

Disney's Coronado Springs Resort

Disney's Coronado Springs Resort

3.5 out of 5
Bay Lake
Save 100% on your flight$289

$214

per person
Feb 4 - Feb 7
Roundtrip flight included
Chicago (CHI) to Orlando (MCO)

This resort features 4 restaurants, 4 outdoor pools, and a 24-hour fitness center. There's fun for all ages with a children's pool and a theme park shuttle, and families will appreciate the onsite laundry facilities. Enjoy the spa tub and perks like free WiFi and a free airport shuttle.…

Avanti International Resort

Avanti International Resort

3 out of 5
$556

$415

per person
Mar 5 - Mar 13
Roundtrip flight included
Phoenix (PHX) to Orlando (MCO)

This hotel features a restaurant, an outdoor pool, and a poolside bar. Bring the family and enjoy the children's pool, free theme park shuttle, and arcade/game room. Enjoy the fitness center and perks like free self parking and free WiFi.…

Howard Johnson by Wyndham Tropical Palms Kissimmee

Howard Johnson by Wyndham Tropical Palms Kissimmee

2 out of 5
$458

$347

per person
Mar 5 - Mar 13
Roundtrip flight included
Phoenix (PHX) to Orlando (MCO)

This motel features 2 outdoor pools and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. You'll appreciate the theme park shuttle, 24-hour business center, and picnic area.…

Top Winter Park hotels deals

The Alfond Inn
The Alfond Inn
4 out of 5
300 East New England Avenue, Winter Park, FL
Free Cancellation
Reserve now, pay when you stay
The price is $195 per night
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 10 conference rooms, business center, and valet ...
Pool
Free WiFi
Park Plaza Hotel
Park Plaza Hotel
3 out of 5
307 South Park Avenue , Winter Park, FL
Free Cancellation
Reserve now, pay when you stay
The price is $130 per night
An attached winery and a restaurant are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in ...
Hilton Garden Inn Winter Park
Hilton Garden Inn Winter Park
3 out of 5
1275 Lee Road, Winter Park, FL
The price is $199 per night
A restaurant and a 24-hour fitness center are featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, as well as the 24-hour ...
Free WiFi
Parking included
Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow
Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow
Winter Park, FL
The price is $100 per night
Located in Goldenrod, this historic vacation home is 1.9 mi (3 km) from Full Sail University and within 6 mi (10 km) of Rollins College and Winter Park Village. ...
Amazing location- walk to everything
Amazing location- walk to everything
Winter Park, FL
Get Rates
This condo features a water park, a garden, and barbecue grills.
Winter Park Bamboo Loft
Winter Park Bamboo Loft
Winter Park, FL
Get Rates
Situated in Winter Park, this guesthouse is within 3 mi (5 km) of Dubsdread Golf Course, Orlando Science Center, and Winter Park Village. Florida Hospital Orlando ...
Air Conditioning
Kitchen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit in Winter Park

Image for Kraft Azalea Gardens

Kraft Azalea Gardens

Explore the great outdoors at Kraft Azalea Gardens, a lovely green space in Winter Park. Stroll along the area's lakeside or experience its great live music.

Kraft Azalea Gardens
Image for Casa Feliz Historic Home Museum

Casa Feliz Historic Home Museum

You can spend time exploring the galleries in Casa Feliz Historic Home Museum during your travels in Winter Park. Wander the area's college campus or simply enjoy one of its top-notch restaurants.

Casa Feliz Historic Home Museum
Image for Mead Garden

Mead Garden

Explore the great outdoors at Mead Garden, a lovely green space in Winter Park. Stroll along the area's lakeside, or simply savor its top-notch restaurants.

Mead Garden
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Frequently asked questions

How much are vacation packages to Winter Park?
With vacation packages available from as low as $214, there’s no need to max out the credit card to travel to Winter Park. Travelocity is here to help. Bundle up experiences, hotels and flights into a package and walk away with impressive discounts. The more you book, the bigger the savings.
Where can I get the best vacation package deals for Winter Park?
You’ll find amazing Winter Park package deals with Travelocity. Select from 400 partner airlines and 665,000 worldwide properties and turn those travel fantasies into reality.
Why should I book my Winter Park vacation package with Travelocity?
Because you’ll never roam alone if you lock in your trip with us, and we offer 24/7 customer support and top-quality service to boot. Add to that our Price Match Guarantee and tons of experiences to pick from. We’re here to help you have the trip of a lifetime.
Can I save on my Winter Park car rental if I book it with my hotel or flight?
Sure can — and booking one of our Winter Park vacation packages is the simplest way to go about this. Bundle any combination of a hotel, car, flight and experience and land great discounts. The more you bundle, the more you save. There are plenty of exciting sights around Winter Park to put on your itinerary, including Daytona International Speedway (43 mi from Winter Park). Nothing tops discovering amazing places like this with the freedom of your own wheels.
What is the best time of year to go to Winter Park?
Visit in March, February, April if you want to see this place at its most exciting. While they are undoubtedly the busiest few months, the thrilling atmosphere of the tourist season is part of the charm. If you’re chasing a slower pace, December, October, November may suit you better. Don’t want to fork out for a hotel? Avoid reserving a room in February, when prices usually soar. Look for someplace more affordable in July instead.
What is there to do in Winter Park?
Dig out your itinerary and pencil in Full Sail University and Rollins College. They’re two of the most interesting attractions in Winter Park.
Where should I stay when visiting Winter Park?
You’ll have a restful night’s sleep at the Park Plaza Hotel. Have a look now to see what’s on offer for your dates.

^Savings based on all package bookings with Flight + Hotel made on Travelocity.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.