Find Romantic Hotels in Winter Park, FL

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Check availability on Winter Park Romantic Hotels

Tonight
Nov 29 - Nov 30
Tomorrow
Nov 30 - Dec 1
Next weekend
Dec 5 - Dec 7
In two weeks
Dec 12 - Dec 14

Top Winter Park Romantic Hotels

Exterior
The Alfond Inn

The Alfond Inn

4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1014)
"Beautiful hotel"
United States
Paige
The Alfond Inn
Lobby lounge
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

3.0 star property
Orlando
8.8 out of 10, Excellent, (1896)
"Great stay"
United States
Ramprasad
The price is NT$2,449
NT$2,755 total
includes taxes & fees
Dec 2 - Dec 3
Aloft Orlando Lake Buena Vista
In-room safe, laptop workspace, blackout drapes, iron/ironing board
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3.0 star property
Kissimmee
8.2 out of 10, Very Good, (5177)
"Clean room, nice staff, good breakfast, and kid friendly amenities. "
United States
Marcos
The price is NT$1,341
NT$2,591 total
includes taxes & fees
Dec 21 - Dec 22
Palazzo Lakeside Hotel
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
Orlando
9.4 out of 10, Exceptional, (4321)
"Great resort "
United States
Camille
The price is NT$3,491
NT$3,927 total
includes taxes & fees
Dec 14 - Dec 15
Rosen Shingle Creek
View from property
Avanti International Resort

Avanti International Resort

4.0 star property
International Drive District
7.8 out of 10, Good, (4254)
"Great room, helpful cleaners, wonderful pool, great location"
United Kingdom
Gabrielle
The price is NT$1,971
NT$2,853 total
includes taxes & fees
Dec 21 - Dec 22
Avanti International Resort
Exterior
Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL

3.5 star property
International Drive District
9.0 out of 10, Wonderful, (3635)
"Perfect hotel for a quick stay, clean not too noisy."
United States
Rachel
The price is NT$2,486
NT$2,797 total
includes taxes & fees
Dec 15 - Dec 16
Tru By Hilton Orlando Convention Center Area, FL
Room, 1 King Bed, Corner | Pillowtop beds, in-room safe, desk, blackout drapes
DoubleTree by Hilton Hotel Orlando Downtown

DoubleTree by Hilton Hotel Orlando Downtown

4.0 star property
Ivanhoe Village
8.2 out of 10, Very Good, (2776)
"Clean room and amazing staff."
United States
Zachary
The price is NT$2,608
NT$2,934 total
includes taxes & fees
Dec 18 - Dec 19
DoubleTree by Hilton Hotel Orlando Downtown
Outdoor pool, pool umbrellas, sun loungers
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

3.5 star property
International Drive District
7.4 out of 10, Good, (3875)
"The room was clean, the staff was friendly, the location was superb! I will definitely stay at this resort again. "
United States
Regina
The price is NT$1,956
NT$2,836 total
includes taxes & fees
Dec 2 - Dec 3
Wyndham I-Drive Avanti Resort & Conference Center
Lobby
Renaissance Orlando Resort – Disney Springs® Area

Renaissance Orlando Resort – Disney Springs® Area

4.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (611)
"Great service and hotel "
United States
Vivian
The price is NT$2,375
NT$4,049 total
includes taxes & fees
Dec 18 - Dec 19
Renaissance Orlando Resort – Disney Springs® Area
Front of property
Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area

4.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (2778)
"Great location and consistent service, we’ve stayed many times. "
United States
Tracy
The price is NT$3,095
NT$4,754 total
includes taxes & fees
Dec 1 - Dec 2
Wyndham Lake Buena Vista – Disney Springs® Area
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.
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Top Winter Park Hotel Reviews

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

10/10 Excellent
"Rooms were clean staff was friendly "
Robert 4-night trip
Posted 23 hours ago
CoCo Key Hotel and Water Resort 

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Frequently asked questions

Searching for romantic hotels in Winter Park?
Are you looking for a romantic escape? Our guests also enjoy Winter Park for its restaurants and shopping. You might consider checking out some of the nearby sights and attractions such as Casa Feliz Historic Home Museum, Winter Park Village, or Morse Museum of American Art. If you're interested in staying near a certain attraction, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Winter Park?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Winter Park: The hottest months are usually July and August with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Park are August, September, July, and June, with each month seeing an average of 7 inches of rainfall.
What is there to do in Winter Park?
There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Winter Park. If you and your partner are interested in sampling the area's cuisine, you'll love Winter Park for its array of dining options. If you want to spend a day exploring, you might consider a stop at Casa Feliz Historic Home Museum, Winter Park Village, or Morse Museum of American Art.
What's the best way to get to Winter Park and around town during my romantic getaway?
This information about transportation options in Winter Park might help your romantic getaway go off without a hitch: If you're looking to fly to Winter Park, the closest major airport is Orlando Intl. Airport (MCO), located 11.8 mi (19 km) from the city center. To see more of the larger area, hop aboard a train at Winter Park Station.