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Things To Do

The Wedding Website of Sarah Manmohan and Michael Smith
There are lots of restaurants & bars downtown Winter Park. You can start at the famous Park Ave area & walk around the town. The Mills Ave stretch is a fun street with lots of bars, restaurants & nightlife in general. If you prefer more quiet than the busy, crowded areas, College Park has great restaurant & bar options. Will list a few of our favorites below. If you're looking for a romantic garden walk, check out Mead Botanical Gardens or Harry P Leu Gardens.

Francesco's Ristorante & Pizzeria

400 South Orlando Avenue, Maitland, FL 32751

Italian Food. Romantic Atmosphere. Great date night spot. Be sure to make reservations ahead of time.

Russell's on Lake Ivanhoe

1414 North Orange Avenue, Orlando, FL 32804

American Food. Romantic Lake View Restaurant. Be sure to reserve your lake view seating ahead of time. They get booked out really fast. There's quite a few restaurants & bars around here within walking distance of each other.

Bosphorous Turkish Cuisine - Winter Park

108 South Park Avenue, Winter Park, FL 32789

Great Turkish Food. Romantic Atmosphere.

The Tap Room at Dubsdread

549 West Par Street, Orlando, FL 32804

If the weather is nice we enjoy sitting outside on the lawn or on the patio. There's live music on the lawn on Thursday nights from 6pm to 9pm. Happy hour is 11am to 6pm everyday. Great place for couples or big groups.

Sixty Vines

110 South Orlando Avenue, Winter Park, FL 32789

Good Food & Drinks. Great place for groups or a fun night out. We normally like sitting at the bar unless we're with a group. Can be a bit noisy at times.

Permanent Vacation

106 Lake Avenue, Maitland, FL 32751

Permanent Vacation is a cool and creepy tropical destination located inside The Copper Rocket in Maitland. One of our go-to spots for small bites & drinks. This is definitely more than a restaurant, it's an experience you must try. Be sure to go online & book ahead of time, they get booked out really quick.

Death In The Afternoon

930 North Mills Avenue, Orlando, FL 32803

Our favorite little hideaway date night spot on Mills Ave. Lots of bars & restaurants walking distance of each other along this stretch.

Forward Slash Distillery & Blending House

650 South Capen Avenue, Winter Park, FL 32789

Great cocktails & vibes! They don't sell food but sometimes there are food trucks outside so if you're hungry call ahead to find out if they have any food trucks out, be sure it's something you'll eat or get dinner before heading over. This is our go-to spot for drinks.

Bar Louie

460 North Orlando Avenue, Winter Park, FL 32789

We love Martinis & Burgers from Bar Louie. Mondays are $8 Signature Martinis All Day & Tuesdays are $8 Burgers with fries or tots all day!

Bar Italia Winterpark

480 North Orlando Avenue, Winter Park, FL 32789

Italian Food. We enjoyed trying new dishes we've not had before here. It does get crowded here, you may want to reserve ahead of time but not necessary. Lots of bars & restaurants walking distance away from each other.

Mead Botanical Garden

1300 South Denning Drive, Winter Park, FL 32789

We love doing relaxing walks through the gardens. Free admission.

Harry P Leu Gardens

1920 North Forest Avenue, Orlando, FL 32803

There's a fee to get in but it's well worth it. You can purchase tickets upon entrance. Admission ticket includes one single-day admission to select garden areas and Historic Leu House Museum guided tours. General Admission is usually $15 for Adults & $10 for children, but be sure to check the website or call to confirm before heading there as they sometimes have events.