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Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow
The price is CA $131 per night from Sep 20 to Sep 21
3.08 km from city centre
5/5Exceptional! (12 reviews)
Wonderful Home

"We stayed in this home while our house was being worked on. We had 4 adults and a large dog. We all fit beautifully. There was helpful signage that explained how to use everything easily. We were able to cook meals and all had room to relax, without being crowded. I will use this home again for myself ..."…"

Reviewed on Sep. 8, 2020

Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow
The Alfond Inn
4 out of 5
300 East New England Avenue, Winter Park, FL
Free cancellationReserve now, pay when you stay
The price is CA $222 per night from Sep 27 to Sep 28
2.71 km from city centre
4.7/5Exceptional! (823 reviews)

"Staff was very friendly and helpful. The hotel is clean and has a unique fun design. Used the gym which was fully equipped- overall great experience!"…"

Reviewed on Sep. 16, 2020

The Alfond Inn
Park Plaza Hotel
3 out of 5
307 South Park Avenue , Winter Park, FL
Free cancellationReserve now, pay when you stay
The price is CA $200 per night from Sep 20 to Sep 21
3.07 km from city centre
4.1/5Very Good! (447 reviews)

"The perfect little boutique hotel in the middle of park avenue. Never a need for a car everything within walking distance. Rooms were lovely keeping its authentic charm and what was even better were the staff at the hotel as friendly and accommodating as can be. We will definitely being staying here ..."…"

Reviewed on Sep. 11, 2020

Park Plaza Hotel

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Hilton Garden Inn Winter Park
3 out of 5
1275 Lee Road, Winter Park, FL
Free cancellationReserve now, pay when you stay
The price is CA $209 per night from Sep 20 to Sep 21
4.39 km from city centre
4.8/5Exceptional! (5 reviews)

"Great location within Winter Park. Room very comfortable and cleaned. Hotel is new so everything is new. Friendly front desk person."…"

Reviewed on Sep. 9, 2020

Hilton Garden Inn Winter Park
Luxury Vacation Place in Winter Park Garden
1271 Palmer Ave, Winter Park, FL
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1.63 km from city centre
4/5Very Good! (6 reviews)
WInter Park is a great place to visit

"House is in an upscale neighborhood about 1.5 miles from Park Avenue. We enjoyed our stay."…"

Reviewed on Mar. 4, 2020

Luxury Vacation Place in Winter Park Garden
Just 3 Blocks to Park Ave Shops/ Restaurants, 2 From The Winter Park Village!
Just Like Home... With A Pool!
3051 Ash Park Loop, Winter Park, FL
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3.98 km from city centre
4.8/5Exceptional! (33 reviews)
Great host!!

"Sandra helped us get through very challenging events due to virus outbreak. She was professional and worked well with us."…"

Reviewed on Apr. 10, 2020

Just Like Home... With A Pool!
Casa Justine
5536 Justine Way, Winter Park, FL
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2.89 km from city centre
4.9/5Exceptional! (85 reviews)
Oasis

"No words can express how we felt. It was an Oasis. It made us forget for a while the sad times we are living in. We enjoyed every minute of our stay. Juan Jose was attentive and responded to our requests promptly. The house is beautiful!! It is fully equipped and spotless. It felt like a home to ..."…"

Reviewed on Aug. 8, 2020

Casa Justine
Casa Aloma
2625 Aloma Ave, Winter Park, FL
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0.5 km from city centre
4.8/5Exceptional! (105 reviews)
Awesome place to stay!

"Great location. Super cute house with nice furnishings and large yard with pool. Perfect Orlando retreat."…"

Reviewed on Aug. 11, 2020

Casa Aloma
Comfy Home in Winter Park, can Accommodate up 6 Guests!
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5.34 km from city centre
5/5Exceptional! (2 reviews)
Winter Park Home

"We enjoyed staying in this home and the owner was extremely helpful. The location was perfect since we were in town for a wedding. The layout was great and just what we needed."…"

Reviewed on Jul. 15, 2019

Comfy Home in Winter Park, can Accommodate up 6 Guests!
Amazing Location- Walk to Everything
221 Holt Ave, 4, Winter Park, FL
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3.32 km from city centre
Amazing Location- Walk to Everything
Family Home With Flexible Schedule
1827 Mizell Avenue, Winter Park, FL
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1.14 km from city centre
4.8/5Exceptional! (13 reviews)
Great place

"Ideal for visiting Orlando"…"

Reviewed on Dec. 16, 2019

Family Home With Flexible Schedule
Elegance and Peace Mins From DT + Loads Amenities
1222 Lake Baldwin, 1, Winter Park, FL
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2.83 km from city centre
Elegance and Peace Mins From DT + Loads Amenities
Cute Bungalow Minutes Walk From Park Avenue
541 Osceola Ave, Winter Park, FL
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2.52 km from city centre
5/5Exceptional! (4 reviews)
Precious and comfortable house

"I loved having two bedrooms and bathrooms and the location was fantastic. The house has been completely updated. We walked everywhere."…"

Reviewed on Feb. 19, 2020

Cute Bungalow Minutes Walk From Park Avenue
Winter Park Charm. Close to Park Ave
1201 N Denning Dr, Winter Park, FL
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3.98 km from city centre
4.7/5Exceptional! (14 reviews)
Winter Park Charm, charms!

"We had a wonderful stay. This location is just a few blocks from Winter Park Village where you'll find food, shopping and movies, and a 30 minute walk from the shopping area on Park Avenue and Rollins College. The place is very clean and included everything we needed. We especially enjoyed sitting ..."…"

Reviewed on May 4, 2019

Winter Park Charm. Close to Park Ave
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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.

Winter Park Hotel Guide

If you are choosing where to base yourself in Winter Park, there is a wide range of suitable options to choose from. Spend some time exploring our 47 hotel listings, which are all within a 0.1-kilometre (0.06-mile) radius of Winter Park's center.

One of only a handful of Winter Park hotels within 3 kilometres (2 miles) from the center of Winter Park, is the The Alfond Inn.

The Disney's Beach Club Villas is situated 35 kilometres (21 miles) from the center of Winter Park. Alternatively, the Bay Lake Tower at Disney's Contemporary Resort can be found 30 kilometres (20 miles) away. The Boulder Ridge Villas at Disney's Wilderness Lodge and the Disney's Grand Floridian Resort & Spa are two more Expedia-listed Expedia-listed hotels around Winter Park.

For those keen to see more of the wetlands that feature in this part of the world, you could also book some time in other places in Central Florida. You might like to visit the region's attractions or go hiking and afterwards find a convenient hotel to stay the night.

Lake Buena Vista is 35 kilometres (21 miles) to the southwest of Winter Park and is home to the Lake Bryan and La Nouba Theater. The Disney's Old Key West Resort and Disney's Saratoga Springs Resort & Spa are some of the Expedia-listed long and short-stay options in Lake Buena Vista. Or stay in Sand Lake, 20 kilometres (13 miles) to the southwest of Winter Park, where you can choose from the Vista Cay Resort by Millenium and Hyatt Regency Orlando. If you're staying in Sand Lake, be sure to visit the CoCo Key Water Resort and Star Trek: The Exhibition.

While you are here why not spend some time rubbing shoulders and cheering along with local sports fans at a local sporting fixture. Daytona International Speedway is 70 kilometres (43 miles) to the north of Winter Park. For travelers who are keen on booking accommodation close by, make a reservation in the Courtyard by Marriott Daytona Beach Speedway/Airport or Residence Inn by Marriott Daytona Beach Speedway/Airport.

If you are traveling into or out of Orlando International Airport and are looking to stay nearby try Hyatt Regency Orlando International Airport or Residence Inn Orlando Airport.

Frequently asked questions

What's the best place to stay in Winter Park?
The Alfond Inn is a favorite with Expedia customers. This 4-star hotel offers a restaurant and an outdoor pool. It is located a short 6-minute walk from Rollins College. Another favorite option for your visit based on reviews is Park Plaza Hotel.
If I need to cancel my hotel reservation in Winter Park, will I receive a refund?
Yes! Most hotel bookings are fully refundable if you cancel before the accommodation’s cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that’s non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of your booking. Add dates, click “Search”, then you can use the “free cancellation” filter to review the best deals in Winter Park.
What's the best hotel for a family vacation in Winter Park?
Park Plaza Hotel is a top 3-star hotel on Expedia for families, and features a restaurant and free breakfast. The Alfond Inn is another choice for your family trip. Attractions in the area like Orlando Science Center and Universal Studios Florida are also fun for kids of all ages.
What's the best place to stay for a romantic vacation in Winter Park?
Park Plaza Hotel is a favorite 3-star hotel for couples, and features comfy beds and flat-screen TVs.
What's the best pet-friendly hotel in Winter Park?
The Alfond Inn is a top dog-friendly hotel, and offers a restaurant and an outdoor pool for its human guests. Park Plaza Hotel is another good option for you and your pet.
What's the best luxury place to stay in Winter Park?
The Alfond Inn is a 4-star hotel with a restaurant and a bar, and it’s a popular choice for Expedia travelers looking for a pampering stay.
What's the best boutique accommodation in Winter Park?
The Alfond Inn is a favorite 4-star hotel with Expedia travelers looking for a stylish accommodation, featuring a restaurant and a bar. If you want to stay at a boutique hotel, also consider Park Plaza Hotel.
What's the best golf hotel in Winter Park?
Park Plaza Hotel is a top 3-star hotel that has an adjacent golf course and features free WiFi. You can tee off at Winter Pines Golf Club or Winter Park Country Club while you’re in town.
What are some accommodations with pools in Winter Park?
The Alfond Inn is a popular 4-star hotel featuring an outdoor pool, a restaurant, and free WiFi.

Recent Reviews in Winter Park

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