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Things to do in Longwood

Top recommendations from locals

From sightseeing to hidden gems, find out what makes the city unique with the help of the locals who know it best.
Climbing Gym
$$
“Where the UCF team trains - and we all just climb - good people there all day every day!”
  • 3 locals recommend
Bar
$$$
“This historic home is now an upscale Italian restaurant overlooking the lake, ideal for a romantic date or an indulgent meal with friends. Everything is prepared from scratch by the Roman purveyors helming the eatery. For over 40 years, Enzo’s has flourished as a result of its commitment to quality and fresh ingredients. Expect views and provisions that are hard to forget.”
  • 5 locals recommend
Café
“Cozy, comfy and unique setting to enjoy great, home-roasted and handmade coffee, breakfast sandwiches and pastries. Free, strong Wi-Fi and an outside seating area (with dog fountain) complementing indoor couches and armchairs. Opens at 6:30AM daily for breakfast, lunch and dinner. 7 MINUTES AWAY.”
  • 3 locals recommend
Bakery
$
“The closest grocery store to home. Includes a pharmacy and wine/liquor store. 6 MINS AWAY”
  • 2 locals recommend
Food
“A 10 BBL production brewery that serves unique, specialty beers and great live music. Featured in New York Times, NPR/WMFE, Orlando Sentinel & AmericanCraftBeer.com. 6 MINS AWAY.”
  • 1 local recommends
Restaurant
$$
“Wonderful little place for traditional Japanese entrees, sushi, sashimi, plus all-you-can-eat specials. Open for lunch and dinner. 4 MINS AWAY.”
  • 3 locals recommend
Restaurant
  • 2 locals recommend
Route
“A paved recreational "Showcase Trail" because of its length, beauty & accommodation of various users. Trailheads: San Sebastian, Sanlando Park or the Seminole County Softball Complex. Just 3 MINS to E.E. Williamson access. ”
  • 1 local recommends
Clothes Shop
“If you need to find a unique gift for that someone special you will find it at the Cottage Gift Shop.”
  • 2 locals recommend
Restaurant
“Our absolute must have on a weekly basis!!! The best Thai food you'll ever have. Small, quaint and great service. Only 8 mins away. ”
  • 2 locals recommend
Pizza Place
$
  • 3 locals recommend
Local Government Office
“A Historic District Walking Tour can be completed in about one hour. The tour will take you from one end of the district to the other, by every contributing historical structure. Take an afternoon to explore the oldest city in Seminole County.”
  • 1 local recommends
Park
  • 2 locals recommend
Department Store
$
“Home goods, apparel, shoes and accessories for all ages -- at factory outlet prices. 6 MINS AWAY”
  • 1 local recommends
Restaurant
“Great Mexican food and ambience, just 4 MINS AWAY. Open for lunch and dinner.”
  • 1 local recommends
Point of Interest
“Built circa 1885 as the winter home of noted Boston architect Nathaniel Jeremiah Bradlee and family. It is the only surviving "cottage" in Orange and Seminole counties, a Queen Anne Style three-story, 13-room winter vacation house featuring an octagonal tower and "ginger-bread" trim typical of the flamboyant houses of the Victorian Period. Museum tours offered 2nd and 4th Wednesdays, and every Sunday from 1PM-4PM. Just 7 MINS AWAY.”
  • 1 local recommends

Top restaurants

Bar
“This historic home is now an upscale Italian restaurant overlooking the lake, ideal for a romantic date or an indulgent meal with friends. Everything is prepared from scratch by the Roman purveyors helming the eatery. For over 40 years, Enzo’s has flourished as a result of its commitment to quality and fresh ingredients. Expect views and provisions that are hard to forget.”
  • 5 locals recommend
Restaurant
“Wonderful little place for traditional Japanese entrees, sushi, sashimi, plus all-you-can-eat specials. Open for lunch and dinner. 4 MINS AWAY.”
  • 3 locals recommend
Restaurant
  • 2 locals recommend
Restaurant
“Our absolute must have on a weekly basis!!! The best Thai food you'll ever have. Small, quaint and great service. Only 8 mins away. ”
  • 2 locals recommend
Pizza Place
  • 3 locals recommend
Restaurant
“Great Mexican food and ambience, just 4 MINS AWAY. Open for lunch and dinner.”
  • 1 local recommends
Restaurant
“A nice place to get breakfast. The owner is very friendly and we have seen him thank his customers on a regular basis.”
  • 2 locals recommend
Meal Takeaway
“New York-style delis and pizza. Open daily at 11:00 am, for lunch and dinner. Prompt takeout service. Limited menu but delish! 6 MINS AWAY.”
  • 1 local recommends

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