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    Downtown Winter Park Historic District

    4.9 (14 reviews)
    Closed 9:00 am - 10:00 pm
    Updated over 3 months ago

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    Joseph H.

    If you're new to Orlando this is a must do experience. Just park your car, in one of many structures, and walk around to experience the beauty of this area. Tons of shopping, dining, secret bars and food, museums, historic college, tours, and much more in just a few short blocks. If you're a local then you probably already know all of this so continue to spread the word and keep the area clean for the rest of us. This has been the most beautiful, and clean area of Orlando I've encountered thus far. There is also tons of events held down here throughout the year that I'm really looking forward to attending throughout the year.

    Stacy V.

    Such a pretty place to shop, eat, drink, or relax! Winter Park has it all. There are plenty of places on Park Avenue and the outskirts to grab wine or a delightful meal. Shopping includes lots of clothing stores, jewelry, housewares, and more. Central Park is one of my favorite places to relax in Orlando. The grass is wonderful for having a picnic on. It's soft, well trimmed, and a beautiful green. The trees bring shade and even more beauty to the area. If you have kids, they can see the trains ride by frequently on the weekdays. Walking around the area, you can come upon different signs that will give a little history of the area. It's fun to find then scattered about. There is much more to say about the Farmers Market and Train Station in Winter Park too. Here's a plug to go check out the reviews, photos, and tips for these places on Yelp!

    Sidewalk Art Festival every March. Great!
    Nick S.

    Lovely downtown with walkable indie shopping, lots of eateries, architecture and design. Such a nice area! Plenty of patio seating. A nice park with fountains and gorgeous roses. We were here for the March Art Show and it was terrific with very high quality artists and artisans. This is a lovely locale in the Orlando area to grab a bite and check out fun stores from clothing to kites, gelato to tapas. Bring your loved one's credit card.

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    6 years ago

    Nice shopping. A great place for decorative pieces, gifts and may I add chocolate and ice cream shops! LOL there you go...

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    Ask the Community - Downtown Winter Park Historic District

    Review Highlights - Downtown Winter Park Historic District

    Tons of shopping, dining, secret bars and food, museums, historic college, tours, and much more in just a few short blocks.

    Mentioned in 5 reviews

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    Lake Lorna Doone Park

    Lake Lorna Doone Park

    4.8
    (8 reviews)
    4.9 mi

    What a fantastic park! Located just outside of Camping World Stadium, I recently learned that Lake…read moreLorna Doone Park is one of the oldest parks in Orlando. It underwent a major renovation in 2021 where they added lots of amenities and made everything brand new. Even now, 5 years later, everything has been so well maintained and still feels like new. They have a free miniature golf putting course, an awesome splash pad, shaded playgrounds, basketball courts, and a nice nature walking path. You'll also find shaded picnic pavilions and a community garden. My son absolutely loves coming here. The parking lot can be a little tricky to find because my GPS using Google Maps never takes me to the right place. Don't let the location detour you from visiting. It's such a nice park and feels very safe.

    Lake Lorna Doone Park is one of the oldest parks in Orlando. It is just north of Camping World…read moreStadium. The neighborhood and the park is named after one of the earliest property owner's daughter's favorite novel, Lorna Doone, written by English author, Richard Doddridge Blackmore, published in 1869. Lake Lorna Doone was the site of the South's first integrated Little League Baseball game on August 9, 1955. The 1955 little league season was the first after US Supreme Court rulings had eliminated "separate but equal" conditions in the nation's schools and public parks. The Pensacola Jaycees were declared winners of their local district by Little League headquarters in Williamsport, Pennsylvania. When local officials would not allow them to play against the all-white teams they instead advanced to the Florida State Tournament which was held at Lake Lorna Doone Park. They ended up losing to host Orlando in the second round, 5-0 but they were welcomed by the hometown crowd and given encouragement. In 2021, 12 acre Lake Lorna Doone Park underwent an $8 million renovation. Added to the park was the nine hole Arnold Palmer Putting Experience, fitness stations, a playground, football fields, basketball courts, a splash pad and the Winnie Palmer Nature Trail. I especially liked the nature trail where I got to see native plants and wildlife. With the upgrades, this park now has all of the amenities needed to inspire a healthy, active lifestyle for the West Lakes families who live in this neighborhood and all who visit.

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    Playground
    Playground
    Lake Lorna Doone Park
    Lake Lorna Doone Park

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    H. H. Dickson Azalea Park

    H. H. Dickson Azalea Park

    4.7
    (47 reviews)
    3.7 mi

    What a sweet little park to enjoy a short walk, a picnic or to partake in bird watching. There are…read morebenches here and there to sit on. Would be a nice spot with the right eye to take photos. The oaks are old and hold so much wisdom. The hard part is finding where to park. The only spot is on the side of the road. I saw people walking dogs through the park too. It's shaded and if you want sun, there are parts that the sun shines through. Enjoy!

    5 Star update for a park that is beautiful for stolling during Azalea blooming season, as well as…read morefor events and weddings. This is one of my favorite parks ever. As the name implies, this park is at its peak during azalea season, but don't be discouraged if these colorful blooms are till hidden- there is so much more to discover in this park. Take a walk along the path that meanders under the bridges and around the creek. You'll find tons of special spots where you'll want to pause, take a picture, and enjoy a moment of peace (just thinking about it is putting me in a zen mood!). The park also has a nice stage area which is small, but can be used as a wedding location (I've been a bridesmaid here!). I wouldn't recommend going to the park at night, as it doesn't have lights and can get a bit creepy, but during the day make sure to get your pup on a leash, pack a light lunch, and get ready for the best picnic ever!

    Photos
    Great flowers at the ends of bridges
    Great flowers at the ends of bridges
    Great flowers at the ends of bridges
    Great flowers at the ends of bridges
    H. H. Dickson Azalea Park

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    Lake Eola Park

    Lake Eola Park

    4.6
    (471 reviews)
    4.0 mi

    I was born in Orlando in 1961, so Lake Eola has been a part of my entire life. I rarely make it…read moredown here anymore, but I had an appointment near here and as I parked, I look at the park and the lake and made sure that I would spent some time after the meeting, and I am glad that I did. It is so beautiful here, a sanctuary in the middle of the hustle and bustle of downtown Orlando. I walked around the lake, people watching, enjoying the foliage, the trees, the wildlife, so serene and tranquil. If I lived downtown, I would be here every day. I highly recommend taking a trip here and getting away from the city for a few minutes- you will be glad you did.

    I went to this park for the corporate 5k event. It is a nice park to walk around with the big lake…read morein the center and the famous fountain. At night it is nicely lit with many colors and I believe every hour they have a music and fountain show. There is an amphitheatre, and there were musicians playing for the event. There are a lot of ducks and swans, which can dirty the place because of the feathers and poop. You used to be allowed to feed them food from a small stand, but due to health concerns, it's now banned. There is a playground, but it's for kids only. There are 2 bathrooms area, but it can get dirty occasionally. There are a couple restaurants to enjoy near the park too. A nice park to have a nice walk, job, and exercise. Overall: B

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    Night Light Time
    Night Light Time
    Lake Eola Swan boat
    Lake Eola Swan boat
    Bokeh

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    Bokeh
    Blue Jacket Park

    Blue Jacket Park

    4.6
    (62 reviews)
    1.6 mi

    This is one of the biggest and coolest parks that I enjoy going to. I've visited this park for…read moresoccer practice, grass, volleyball games, and kickball practice as well. If you're looking to get some steps in, running, and still feel secured in the neighborhood, this Park is a place to do it. It is also in close proximity to the shopping center in Baldwin Park. I really love all of the homes that surround this park is. Each is unique and beautiful in its own way. The park is well maintained for all types of activities such as baseball, volleyball, soccer like football and other outdoor activities. After a workout you can easily walk to the shopping center area and get a cup of coffee, glass of wine or some of the best sushi in Orlando.

    I love me a good park and I have to say that Blue Jacket Park (BJP) is one of the nicest in central…read moreFlorida. It checks off all of boxes for me: walkable, nice scenery, public access to a variety of sporting activities, kid-friendly, pet-friendly, visual variety, open green spaces, occasional events, and easy parking. My wife and I go here regularly for walks with our baby but I've come plenty of times in the past to play basketball, go jogging, and play tennis. I haven't been able to play as many sports recently but love that the option is available there and that the area is fairly well kept by the city. One of my favorite things to do is grab a drink from a nearby spot, like coffee at Lineage or a snack from The Salty Donut, and go for a nice, long stroll around the park. It's always so nice to see people using the park and is at its best during the fall when the weather is gorgeous and Blue Jacket is full of people enjoying the public amenities. I love going to the occasional event at the park whether it's a local makers market, or the hot air balloon festival they have there each year. I've gone to a number of parks around town and other than Barnett Park, BJP is the next best in the area if you live near downtown. Lake Eola is third in my opinion. Worth the visit if you just want to stretch your legs and be off of your phone.

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    Https://page.fundeasy.com/7764430. - I appreciate your support with this great cause. Thank you
    Https://page.fundeasy.com/7764430. - I appreciate your support with this great cause. Thank you
    MLK chasing dream Event @Park
    MLK chasing dream Event @Park
    Getting ready for the race to MLK Chase the Dream

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    Getting ready for the race to MLK Chase the Dream
    Lake Baldwin Park

    Lake Baldwin Park

    4.5
    (230 reviews)
    2.1 mi

    Lake Baldwin is my go too for my walks and jogs! I feel safe here no matter the time of day because…read morethere are so many people being active rather walking, cycling, jogging or a walk/ run club or 5! The scenery is peaceful and it's a good way to clear your mind, get fit or enjoy a nice convo and coffee with your friends, partner or kids. This is my 3-4 day routine and I love it so much !

    This is one of my favorite parks. I've been visiting for over a decade. It used to have a different…read morename. It's a great dog park. I really miss the giant tree by the dog wash area. The stump remains. There used to be an incredible piece of art carved into the tree. There are still other great trees remaining though. Lots of trees. One time I went there on a cool autumn morning and I thought I had passed into dog HEAVEN!!! The fancy dog rescue groups met up and there were tons of incredible dog breeds, especially the ones that look like big fluffy mops. I've been here numerous times, & this park means a lot to me. I have incredible memories. *Beware of the lake, there might be alligators. (I used to enjoy watching the sailboat lessons.) *Best if you wear boots. Last time I ended up with a bunch of dirt in my shoes. *I've only seen 2 dog fights. Stay close to your dog. *Once, I saw what appeared to be coyote fur on a fence, there might be one around there sometimes. The walking trails in the woods/forest part is really fun. A guy used to play his guitar in a center area. I like walking my dogs through the woods there. Sad when I see my dogs years later unable to walk like they previously could, or disoriented, lost in there. We sure did enjoy that park extensively. Bring dog shampoo & a towel if you want, the dog shower bench is free.

    Photos
    Lake Baldwin Park
    Small dogs area is available through a gate.
    Small dogs area is available through a gate.
    1st time at this great dog park!

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    1st time at this great dog park!

    Downtown Winter Park Historic District - landmarks - Updated July 2026

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