Romantic getaways in Orlando: Where to stay and explore

Orlando, also known as “The City Beautiful,” boasts outstanding scenery, energy, and romanticism. There are plenty of romantic things to do in Orlando, like enjoying a dinner with lake views, sauntering around serene gardens, or soaking in the city’s bustling atmosphere. 

To help inspire your next adventure, we’ve made a list of some of the most romantic things to do in Orlando.

If you’re after a laid-back spot with just as much ambience as Orlando’s more popular areas, look no further than Ivanhoe Village Historic District. 

What to explore in the area

Deemed as Orlando’s “indie side,” here, you can expect to find quirky shops, parks, and museums. Ivanhoe’s relaxed vibe is sure to make for an intimate date night.

Harry P. Leu Gardens

Harry P. Leu Gardens is a popular choice for couples looking for a romantic date in the great outdoors. It’s not uncommon to see proposals, engagement shoots, and weddings take place in the park – the charm speaks for itself. The gardens’ greenery provides the perfect backdrop for any celebration, regardless of whether you’re celebrating your diamond anniversary or a first date. 

Stroll along Lake Ivanhoe 

Lake Ivanhoe is one of the city’s lesser-known lakes, but it offers as much natural beauty as its other, more popular counterparts. Boasting awe-inspiring views, the aquamarine water contrasts the vibrant greenery around the lake. Not to mention, this is a great spot to watch the sunset. Bring a picnic and watch the pink hues transform into a golden glow as you admire the sun hiding behind the hills.

Santiago's Bodega

If you’re in search of a charming eatery, Santiago's Bodega has individual character sure to set the tone for a date night. With a relaxed yet quirky atmosphere, you can expect to find mismatched decor including its chairs, art, and wood, all adding to its individual vibe. This restaurant’s cuisine consists of small plates with global tastes, perfect for sharing with your partner.

Where to stay in Ivanhoe Village Historic District

Once you’ve explored all Ivanhoe Village has to offer, having a cozy place to unwind with your loved one is sure to make your stay that much sweeter. 

Sonder Wellborn

Sonder Wellborn knows a thing or two when it comes to romantic getaways in Orlando. Boasting a Victorian garden with flowering paths, an intimate terrace, and perfect lounge areas, this hotel is sure to suit your romantic getaway. The hotel is as eye-catching as it is charming. This stay is coated in a pastel pink paint perfectly contrasting the brilliance of Lake Ivanhoe’s blue hues. 

Concord Cottage

Concord Cottage is another excellent choice for a charming stay in a great location. Situated around a 20-minute drive from Ivanhoe Village, you’ll be close enough to the romance of Ivanhoe, but also a 15-minute walk from the Plaza Live, a popular venue for live music. Stroll the oak-lined paths and boogie the night away. The guesthouse itself is light and airy, making for a peaceful getaway.

The Alfond Inn

Popular with couples, The Alfond Inn is another sweet setting for your romantic trip. Only a 15-minute drive from Ivanhoe Village, The Alfond Inn is not only in a great location, but also offers stylish decor. Here, you’ll find a conservatory, a courtyard, a pool, and a space to workout – great if fitness is your thing.

Another district perfect for your romantic getaway to Orlando is Park Avenue in Winter Park. Popular with the locals, this small district is home to outstanding eateries, boutiques, and activities all suited to your vacation to one of the most romantic destinations in the US. 

What to explore in the area

Charles Hosmer Morse Museum of American Art

This museum is a great place for a romantic getaway if you love all things art. Charles Hosmer Morse Museum of American Art offers a comprehensive collection by the artist and designer Louis Comfort Tiffany. Here, you’ll find a variety of his decorative arts including glasswork, pottery, paintings, and graphics. Saunter through the visual spectacle, stopping in the gift shop for a souvenir afterwards.

Explore the gardens

What trip to Park Avenue District would be complete without a trip to the district’s gardens? With such great variety, you’ll have much to choose from. Stroll around the Kraft Azalea Gardens for vibrant azaleas, Mead Botanical Garden for its butterfly garden, or Central Park, also known as “the crown jewel” of all the parks in the district. 

Prato

If Italian cuisine holds a special place in your heart, Prato is sure to impress for your date night in Orlando. The restaurant features window-paned doors and year-round patio seating, so if you want a touch of the outdoors while dining, you’re sure to feel immersed in Park Avenue. The cuisine blends modern ingredients with classic Italian cuisine making for a delicious evening.

Where to stay in Park Avenue District

After strolling the greenery of Park Avenue District, cozy up for the night at one of the district’s romantic hotels.

Park Plaza Hotel Orlando – Winter Park

Close to the quaint Rollins College, you’ll be able to venture around the picturesque campus when staying at Park Plaza Hotel Orlando. The hotel itself is in a great location – you’ll be able to roll out of bed to the shops and restaurants of Winter Park. Some rooms even feature a balcony overlooking the city’s landscape, making for the perfect romantic backdrop.

Hilton Garden Inn Winter Park, FL

For an inviting stay, Hilton Garden Inn Winter Park is sure to check all your boxes. The rooms are intimate, with antique furnishings finishing off the hotel’s look. The hotel’s location is perfect if you’re looking to be in the heart of the action – it’s only a 10-minute drive from the district’s center. And if you’re after a quiet night in, explore the hotel’s Garden Grille and Bar for classic American cuisine.

Hilton Orlando/Altamonte Springs

Situated a 15-minute drive from Winter Park is Hilton Orlando/Altamonte Springs, the perfect spot for one of the most romantic getaways in Orlando. Here, you’ll find various wellness amenities such as an outdoor swimming pool and hot tub, perfect for soaking your days away. Looking to do some shopping on your getaway? Well, this hotel is only a 5-minute drive from the Altamonte Mall.

Next up on the list of most romantic getaways in Orlando is Downtown Orlando. Here, you’ll find a district covered in rich greenery, a variety of eateries, and plenty of spots to watch the sunset. 

What to explore in the area

Lake Eola Park

It doesn’t get much more romantic than an afternoon spent in Lake Eola Park. In the center of Downtown Orlando, this green space is the perfect break from the bustle of the city. Bring a picnic and enjoy the sounds of birds chirping, the views of rippling water, and the scent of freshly cut grass. 

Jinya

After a stroll through Lake Eola Park, stop by Jinya, an authentic ramen bar, where you’ll be greeted with a warm “Irasshai” (welcome) as you walk through the door. Prioritizing fresh ingredients with an authentic setting, this spot is great for any food-loving couple. With an open kitchen and light and airy decor, the intimacy of the restaurant sets the scene for any romantic rendezvous.

The Robinson Observatory

If you want to venture a bit farther than central Downtown Orlando, The Robinson Observatory is a great spot for romance in Orlando at night. Stargazing is quite possibly the epitome of romance, making The Robinson Observatory just the spot for your date. The observatory puts on an event called “Knights Under the Stars” where you can see the wonders of the night sky through telescopes. 

Where to stay in Downtown Orlando

When it’s time to come back down to earth after some stargazing, make your romantic getaway unforgettable with a stay in one of the most charming hotels in Downtown Orlando.

Grand Bohemian Orlando, Autograph Collection

Grand Bohemian Orlando is a charming spot in the city. Here, you’ll find a rooftop swimming pool which boasts panoramic views of the city, making for the perfect end to any evening. If you’re after a quiet night after all your adventuring, there are also two fine dining restaurants. One of which includes The AAA Four-Diamond Boheme Restaurant – an elegant menu featuring dishes like steak and fresh seafood.

AC Hotel by Marriott Orlando Downtown

The AC Hotel by Marriott in Orlando Downtown pairs modern decor with upscale design.

Here, you’ll find great features such as a rooftop bar with city views and an inviting feel throughout the entire hotel. After a drink or two on your romantic getaway in Orlando? Worry not – this hotel features a cocktail bar, perfect for a quiet night in.

Embassy Suites by Hilton Orlando Downtown

Embassy Suites by Hilton Orlando Downtown certainly embodies romance, situated on the doorstep of Lake Eola. This stay features elegant suites, delicious breakfast, and a complimentary evening reception, making for a romantic evening.

And there you have it – a selection of the most romantic hotels and experiences to enjoy during your vacation in Orlando. Pairing charming day adventures with a cozy evening stay is sure to help you create memories that last a lifetime. So, get ready to pack your bags and fly to Orlando – and enjoy the moments you’ll cherish forever.