Most Romantic Hotels in Winter Park

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Check availability on Winter Park Romantic Hotels

Tonight
29 Jun - 30 Jun
Tomorrow
30 Jun - 1 Jul
Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul

Top Winter Park Romantic Hotels

Hilton Garden Inn Orlando Downtown
Outdoor pool

Hilton Garden Inn Orlando Downtown

3.0 star property
8.8 out of 10, Excellent, (651)
"I liked the hotel; the staff was friendly, and the area was beautiful"
The price is RM425
RM478 total
includes taxes & fees
6 Jul - 7 Jul
Hilton Garden Inn Orlando Downtown
DoubleTree by Hilton Hotel Orlando Downtown
Pillow-top beds, in-room safe, desk, blackout curtains

DoubleTree by Hilton Hotel Orlando Downtown

4.0 star property
8.2 out of 10, Very good, (2060)
"Wonderful stay "
The price is RM330
RM372 total
includes taxes & fees
30 Jun - 1 Jul
DoubleTree by Hilton Hotel Orlando Downtown
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.

Frequently asked questions

Searching for romantic hotels in Winter Park?
Are you and your partner in need of a romantic getaway? 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 close to a particular destination, you can sort properties by neighbourhood or distance to top sights, so you'll be able to see everything on your list.
What's the best place to stay for couples in Winter Park?
The Alfond Inn is a favourite hotel for couples, and features spa services and wedding services.
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, take a look at these details about year-round temperatures in Winter Park: The hottest months are usually July and August, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Park are August, September, July and June, with each month seeing an average of 185 mm 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 stopping 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 trip go off without a hitch: If you're looking to fly to Winter Park, the closest major airport is in Orlando International Airport (MCO), located 11.8 mi (19 km) from the city centre. If you want to venture outside the area, hop on a train at Winter Park Station.