Find Romantic Hotels in Winter Park, FL

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Check availability on Winter Park Romantic Hotels

Top Winter Park Romantic Hotels

Exterior
The Alfond Inn

The Alfond Inn

4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1003)
"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, (1866)
"Great stay"
United States
Ramprasad
The price is AED 257
AED 289 total
includes taxes & fees
24 Nov - 25 Nov
Aloft Orlando Lake Buena Vista
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, (4238)
"Great stay "
United States
Catherine
The price is AED 404
AED 455 total
includes taxes & fees
24 Nov - 25 Nov
Rosen Shingle Creek
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, (3564)
"Perfect hotel for a quick stay, clean not too noisy."
United States
Rachel
The price is AED 291
AED 327 total
includes taxes & fees
24 Nov - 25 Nov
Tru By Hilton Orlando Convention Center Area, FL
View from property
Avanti International Resort

Avanti International Resort

4.0 star property
International Drive District
7.8 out of 10, Good, (4220)
"Great places "
Canada
Felipe
The price is AED 252
AED 358 total
includes taxes & fees
17 Dec - 18 Dec
Avanti International Resort
3 outdoor pools, open 7 AM to 10:00 PM, cabanas (surcharge)
Hyatt Regency Grand Cypress

Hyatt Regency Grand Cypress

4.0 star property
Orlando
9.2 out of 10, Wonderful, (2289)
"Rooms were a nice size and clean, we enjoyed the property grounds and overall atmosphere of the hotel."
United States
Casey
The price is AED 584
AED 864 total
includes taxes & fees
19 Nov - 20 Nov
Hyatt Regency Grand Cypress
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, (5158)
"Clean room, nice staff, good breakfast, and kid friendly amenities. "
United States
Marcos
The price is AED 99
AED 237 total
includes taxes & fees
19 Nov - 20 Nov
Palazzo Lakeside Hotel
Indoor pool, 3 outdoor pools, open 7:00 AM to 10 PM, pool umbrellas
Courtyard Orlando Lake Buena Vista in the Marriott Village

Courtyard Orlando Lake Buena Vista in the Marriott Village

3.0 star property
Orlando
8.4 out of 10, Very Good, (1001)
"Very nice hotel"
Canada
Melissa
The price is AED 261
AED 314 total
includes taxes & fees
30 Nov - 1 Dec
Courtyard Orlando Lake Buena Vista in the Marriott Village
Meeting facility
Rosen Plaza on International Drive

Rosen Plaza on International Drive

4.0 star property
International Drive District
9.2 out of 10, Wonderful, (1736)
"Great place to stay"
United States
Mario
The price is AED 311
AED 359 total
includes taxes & fees
24 Nov - 25 Nov
Rosen Plaza on International Drive
Bar (on property)
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

3.0 star property
Orlando
8.6 out of 10, Excellent, (3390)
"Very nice accommodations. "
United States
Edson de
The price is AED 290
AED 326 total
includes taxes & fees
10 Dec - 11 Dec
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
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

DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

10/10 Excellent
"All was clean, great drinks, awesome staff"
Lisnaivy 1-night trip
Posted 19 hours ago
DoubleTree by Hilton Hotel Orlando at SeaWorld

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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 Albin Polasek Museum and Sculpture Gardens. 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 Albin Polasek Museum and Sculpture Gardens.
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.