Drinks & Nightlife
The Guesthouse
1321 N Mills AveCraft cocktails. Happy hour runs from 5-8pm.
Orlando's speakeasy. You have to call the day of (typically early) to get the password for the evening. There is a limited amount of people they can allow in so cross your fingers!
32 locals recommend
Hanson's Shoe Repair
27 E Pine StOrlando's speakeasy. You have to call the day of (typically early) to get the password for the evening. There is a limited amount of people they can allow in so cross your fingers!
The Social
54 N Orange AveLots of different touring and local artists.
Downtown night life. They have a happy hour on several days of the week. Late evenings... you may have to wiggle through a sea of people to get to the bar.
13 locals recommend
The Woods
49 N Orange AveDowntown night life. They have a happy hour on several days of the week. Late evenings... you may have to wiggle through a sea of people to get to the bar.
This place has a ton of beers to choose from and about 20 on tap. It's only a couple blocks down from the house.
8 locals recommend
GB's Bottle Shop & Tasting Bar
531 Virginia DrThis place has a ton of beers to choose from and about 20 on tap. It's only a couple blocks down from the house.
Downtown Orlando Speakeasy. Such a fun spot. Great drinks and a cool prohibition vibe. There is a loose dress code and a strict no hat policy.
75 locals recommend
Mather's Social Gathering
30 S Magnolia AveDowntown Orlando Speakeasy. Such a fun spot. Great drinks and a cool prohibition vibe. There is a loose dress code and a strict no hat policy.
Gringos Locos
517 E Michigan StPerfect late night tacos.
Great local brewery within walking distance. They have some fun outdoor seating too.
9 locals recommend
Ivanhoe Park Brewing Company
1300 Alden RdGreat local brewery within walking distance. They have some fun outdoor seating too.
TORI TORI
720 N Mills AveChewy Boba Company
1212 E Colonial DrEssentials
Publix Super Market at Colonialtown
1500 E Colonial DrThe Fresh Market
1500 N Mills AveWalking distance from the house.
CVS
1201 E Colonial DrTrader Joe's
131 Orlando AveEntertainment & Activities
Really funny group of improve actors. Fun spot for families or couples.
43 locals recommend
SAK Comedy Lab
55 S Orange AveReally funny group of improve actors. Fun spot for families or couples.
Regal Cinemas Winter Park Village
510 N Orlando AveNeed tickets? Go to: http://www.ticketsnow.com/orlando-city-soccer/ResaleOrder/orlando-city-sc-tickets
6 locals recommend
Orlando City Soccer Club
1540 International PkwyNeed tickets? Go to: http://www.ticketsnow.com/orlando-city-soccer/ResaleOrder/orlando-city-sc-tickets
Home of the Orlando Magic NBA team. Also regularly has concerts and such going on.
259 locals recommend
Amway Center
400 W Church StHome of the Orlando Magic NBA team. Also regularly has concerts and such going on.
Enzian Theater
1300 Orlando AveIndie movies are mostly shown here.
The Science Center has a lot of activities for the kids. If you have a membership to your local museum and they are apart of the ASTC you get in free.
289 locals recommend
Orlando Science Center
777 E Princeton StThe Science Center has a lot of activities for the kids. If you have a membership to your local museum and they are apart of the ASTC you get in free.
If you want to do something unique and you're adventurous, then this is a super fun idea. You can book a one or two hour session and they will teach you how to fly on a trapeze or climb silks or do flip on trampolines. It really is so cool!
Orlando Circus School
6809 Visitors CirIf you want to do something unique and you're adventurous, then this is a super fun idea. You can book a one or two hour session and they will teach you how to fly on a trapeze or climb silks or do flip on trampolines. It really is so cool!
Winter Park Farmers' Market
150 W New England AveWinter Garden Downtown Pavilion and Farmers Market
104 S Lakeview AveShopping
Unique market that has a cheese monger, coffee shop, juice bar, the infamous “Gideon’s Bakehouse” (without the Disney line), a bakery, and several other booths (non food related) with a local flavor.
111 locals recommend
East End Market
3201 Corrine DrUnique market that has a cheese monger, coffee shop, juice bar, the infamous “Gideon’s Bakehouse” (without the Disney line), a bakery, and several other booths (non food related) with a local flavor.
Tons of shops down Park Ave. Every store is unique and it's just a fun outing. Saturday's they have the Farmer's Market from 7-1. Here's some more info: https://www.yelp.com/biz/winter-park-farmers-market-winter-park
42 locals recommend
Downtown Winter Park
110 N Park AveTons of shops down Park Ave. Every store is unique and it's just a fun outing. Saturday's they have the Farmer's Market from 7-1. Here's some more info: https://www.yelp.com/biz/winter-park-farmers-market-winter-park
Eclectic thrift type shop. Several others in this little plaza too.
9 locals recommend
The Lovely Boutique Market
2906 Corrine DrEclectic thrift type shop. Several others in this little plaza too.
Parks & Nature
First Friday of each month they have an outdoor movie in the park. Also a nice place to let the kids run free and then stop and smell the roses. They allow outside food.
197 locals recommend
Harry P. Leu Gardens
1920 N Forest AveFirst Friday of each month they have an outdoor movie in the park. Also a nice place to let the kids run free and then stop and smell the roses. They allow outside food.
And by hiking... it's the urban way. So on a sidewalk ;) And by hiking, it's Orlando, so it's flat. Basically the word "hike" in this case refers to how much you will sweat while sight seeing.
Orlando Urban Trail
Orlando Urban TrailAnd by hiking... it's the urban way. So on a sidewalk ;) And by hiking, it's Orlando, so it's flat. Basically the word "hike" in this case refers to how much you will sweat while sight seeing.
Really interesting and beautiful boat tour. www.scenicboattours.com
160 locals recommend
Scenic Boat Tour
312 E Morse BlvdReally interesting and beautiful boat tour. www.scenicboattours.com
Hub of our city. Iconic Lake Eola. Take a lovely stroll around the lake. (I can't tell you how many times I walked around this lake trying to go into labor with two of my three kids!) Sunday is the Farmer's Market from 10-4. There is also a playground here for families w/ kids.
376 locals recommend
Lake Eola Park
Hub of our city. Iconic Lake Eola. Take a lovely stroll around the lake. (I can't tell you how many times I walked around this lake trying to go into labor with two of my three kids!) Sunday is the Farmer's Market from 10-4. There is also a playground here for families w/ kids.
There is a playground here for kids. It is also a picturesque view at Sunset.
23 locals recommend
Lake Ivanhoe Park
57 S Ivanhoe BlvdThere is a playground here for kids. It is also a picturesque view at Sunset.
DeLeon Springs is a bit of a drive, but it is great place for a relaxing day canoeing/kayaking down the spring, checking out the local wildlife, swimming or eating at the Old Spanish Mill Pancake House where guests make their own pancakes at their table.
44 locals recommend
De Leon Springs
DeLeon Springs is a bit of a drive, but it is great place for a relaxing day canoeing/kayaking down the spring, checking out the local wildlife, swimming or eating at the Old Spanish Mill Pancake House where guests make their own pancakes at their table.
This is a very chill local boat ride around some of the lakes in Winter Park. It’s educational and open year round.
160 locals recommend
Scenic Boat Tour
312 E Morse BlvdThis is a very chill local boat ride around some of the lakes in Winter Park. It’s educational and open year round.
A bit of a drive, but such a fun farm. Especially on the weekends with live music and food trucks and picking blueberries.
23 locals recommend
Southern Hill Farms
16651 Schofield RdA bit of a drive, but such a fun farm. Especially on the weekends with live music and food trucks and picking blueberries.
Arts & Culture
Kids performing theatre. Shows all year long. www.orlandorep.com
14 locals recommend
Orlando Repertory Theatre
1001 E Princeton StKids performing theatre. Shows all year long. www.orlandorep.com
Orlando Shakes
812 E Rollins StOrlando Museum of Art
2416 N Mills AveTons of different performances going on all the time. From ballets, to symphonies, to opera. www.drphillipscenter.org
263 locals recommend
Dr. Phillips Center for the Performing Arts
445 S Magnolia AveTons of different performances going on all the time. From ballets, to symphonies, to opera. www.drphillipscenter.org
Getting Around
Bike rental place. They are all around so check out one nearby:
https://juicebikeshare.com/
10 locals recommend
Juice Bike Share HQ
515 W Central BlvdBike rental place. They are all around so check out one nearby:
https://juicebikeshare.com/