Romantic Hotels in Winter Park, Orlando

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Winter Park Romantic Hotels

Top Winter Park Romantic Hotels

Park Plaza Hotel
Front of property

Park Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (928)
"The rumors are true: this place does charming in all the right ways. Everyone at the front desk/door is super nice, the wood & brass-ness is perfectly aged, room was a nice size for 2 (might've been hard to get serious work done without the other person hearing everything, but that's the way it is with old architecture). (It's also so perfectly located and reasonably priced that it would have to be really bad to *not* start from 3.5 stars for those two points alone. But it outdoes itself.)"
The price is P8,735
P9,827 total
includes taxes & fees
Mar 12 - Mar 13
Park Plaza Hotel
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.
Don't see what you're looking for?
See all available properties in Winter Park

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 Winter Park Village, Albin Polasek Museum and Sculpture Gardens, or Winter Park Country Club. 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.
What's the best place to stay for a couple visiting Winter Park?
The Alfond Inn is a favorite 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, 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 Winter Park Village, Albin Polasek Museum and Sculpture Gardens, or Winter Park Country Club.
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.