Close Icon
Gear IconImportant Reminder:The City Guide app will be sunsetting on December 15, 2024, with the web version to follow in early 2025. Please visit our FAQ to learn more or to download our Swarm app.
Learn more
Guide to Winter Garden's best spots
Scoops Old-Fashioned Ice Cream Store is one of Guide to Winter Garden's best spots.

1. Scoops Old-Fashioned Ice Cream Store

8.5
99 W Plant St (at Boyd St.), Winter Garden, FL
Ice Cream Parlor · 17 tips and reviews
Thai Blossom is one of Guide to Winter Garden's best spots.

2. Thai Blossom

8.2
99 W Plant St (N Boyd St), Winter Garden, FL
Thai Restaurant · 33 tips and reviews
Winter Garden Village is one of Guide to Winter Garden's best spots.

3. Winter Garden Village

9.1
3130 Daniels Rd, Winter Garden, FL
Shopping Plaza · Winter Garden Village at Fowler Groves · 44 tips and reviews
Sweet Traditions French Bakery & Cafe is one of Guide to Winter Garden's best spots.

4. Sweet Traditions French Bakery & Cafe

126 W Plant St, Winter Garden, FL
Bakery · 17 tips and reviews
Southern Comfort is one of Guide to Winter Garden's best spots.

5. Southern Comfort

50 W Plant St (at Boyd Street), Winter Garden, FL
Furniture and Home Store · 1 tip
J-R's Attic Door is one of Guide to Winter Garden's best spots.

6. J-R's Attic Door

7.4
28 W Plant St (btw Boyd & Main), Winter Garden, FL
Wine Bar · 16 tips and reviews
Edgewater Hotel is one of Guide to Winter Garden's best spots.

7. Edgewater Hotel

7.1
99 W Plant St, Winter Garden, FL
Hotel · 6 tips and reviews
The Tasting Room At Edgewater is one of Guide to Winter Garden's best spots.

8. The Tasting Room At Edgewater

8.3
99 W Plant St, Winter Garden, FL
Tapas Restaurant · 11 tips and reviews
Axum Coffee is one of Guide to Winter Garden's best spots.

9. Axum Coffee

8.8
146 W Plant St, Winter Garden, FL
Coffee Shop · 75 tips and reviews
Garden Theatre is one of Guide to Winter Garden's best spots.

10. Garden Theatre

8.7
160 W Plant St (btwn S. Lakeview Ave & S. Boyd St.), Winter Garden, FL
Performing Arts Venue · 13 tips and reviews
Here Be Dragons Bookshoppe, LLC. is one of Guide to Winter Garden's best spots.

11. Here Be Dragons Bookshoppe, LLC.

125 W Plant St, Winter Garden, FL
Bookstore · 1 tip
Winter Garden Station is one of Guide to Winter Garden's best spots.

12. Winter Garden Station

8.6
400 E. Plant St. (West Orange Trail), Winter Garden, FL
Hiking Trail · 4 tips and reviews
Lake Apopka is one of Guide to Winter Garden's best spots.

13. Lake Apopka

Florida
Lake · 2 tips and reviews
Wheelworks is one of Guide to Winter Garden's best spots.

14. Wheelworks

7.7
101 W Plant St, Winter Garden, FL
Bicycle Store · 8 tips and reviews

15. Kate Lyn's Boutique

111 W Plant St (at Boyd St.), Winter Garden, FL
Boutique · 3 tips and reviews
Harry & Larry's BBQ is one of Guide to Winter Garden's best spots.

16. Harry & Larry's BBQ

Downtown Winter Garden, Winter Garden, FL
BBQ Joint · 31 tips and reviews
Jojo Smoothies & Frozen Yogurt is one of Guide to Winter Garden's best spots.

17. Jojo Smoothies & Frozen Yogurt

141 W Plant St, Winter Garden, FL
Frozen Yogurt Shop · 5 tips and reviews
Winter Garden Heritage Museum is one of Guide to Winter Garden's best spots.

18. Winter Garden Heritage Museum

7.7
1 N Main St (at Plant Street), Winter Garden, FL
History Museum · 2 tips and reviews
Central Florida Railroad Museum is one of Guide to Winter Garden's best spots.

19. Central Florida Railroad Museum

101 S Boyd St (at Joiner Street), Winter Garden, FL
Museum · 1 tip
Winter Garden Farmer's Market is one of Guide to Winter Garden's best spots.

20. Winter Garden Farmer's Market

9.2
300 W Plant St (N Highland Ave), Winter Garden, FL
Farmers Market · 38 tips and reviews
2012 Winter Garden Music Fest is one of Guide to Winter Garden's best spots.

21. 2012 Winter Garden Music Fest

West Plant Street, Winter Garden, FL
Arts and Entertainment · No tips or reviews
Page's Pastiques is one of Guide to Winter Garden's best spots.

22. Page's Pastiques

741 tidenville school rd., Winter Garden, FL
Vintage and Thrift Store · 1 tip
Kilarney Station (West Orange Trail) is one of Guide to Winter Garden's best spots.

23. Kilarney Station (West Orange Trail)

9.0
17914 State Road 438 (Highway 50), Winter Garden, FL
Other Great Outdoors · 12 tips and reviews
Oakland Nature Preserve is one of Guide to Winter Garden's best spots.

24. Oakland Nature Preserve

219 West Oakland Avenue, Oakland, FL
Hiking Trail · No tips or reviews