Downtown Winter Garden Travel Guide

Winter Garden

March 25, 2023, Winter Garden, FL: The West Orange bicycle trail through Winter Garden, Florida
March 25, 2023, Winter Garden, FL: The West Orange bicycle trail through Winter Garden, Florida
Love this tiny town, just 20 minutes from Walt Disney World. Inside #PlantStreetMarket you’ll find multiple vendors including local food, honey, coffee and desserts, and #crookedcanbrewing #wintergarden #lifeatexpedia
Great coffee shop alert! Axum Coffee in historic Winter Garden not only serves up delicious coffee roasts, flavored lattes, loose leaf teas, but also donates all of its profits to an orphanage in Axum, Ethiopia! A coffee experience that is socially conscious in word and deed.
A great collection of organic & local products for your kitchen, bath & home. The cafe in the back is delightful, with smoothies, juices, wraps & salads all prepared fresh with as many local & organic ingredients as possible. Stop in and try the La Fiesta wrap, and grab some locally roasted coffee beans on your way out!

Popular places to visit

West Orange Trail

Enjoy a trip to West Orange Trail and popular activities such as taking adventure tours in Winter Garden. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

West Orange Trail

Winter Garden Art Association

Rich with history, Winter Garden Art Association is a cultural attraction worth visiting in Winter Garden. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

Winter Garden Art Association

Garden Theatre

Enjoy a show at Garden Theatre, a theatre with a story to tell in Winter Garden. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Garden Theatre

Winter Garden Heritage Museum

You can browse the exhibits at Winter Garden Heritage Museum, a museum with a story of its own, during your trip to Winter Garden. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

Winter Garden Heritage Museum

Central Florida Railroad Museum

You can study the exhibits at Central Florida Railroad Museum, a museum with a story of its own, during your trip to Winter Garden. Amble around this family-friendly area's lakeside or seek out the adventure tours.

Central Florida Railroad Museum

Plant Street Market

You can browse for the perfect souvenirs at Plant Street Market during your trip to Winter Garden.

Plant Street Market

Top hotels in Downtown Winter Garden

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
The price is 2.992.320 ₫ per night from 26 Feb to 27 Feb
2.992.320 ₫
per night
26 Feb - 27 Feb
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 6 outdoor pools and 3 restaurants. Our guests praise the pool and the helpful staff in their ...
9.2/10 Wonderful! (4,476 reviews)
Extremely comfortable suite, very clean, beautiful grounds and pool, great staff.

Reviewed on 1 Feb 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
The price is 2.082.936 ₫ per night from 21 Feb to 22 Feb
2.082.936 ₫
per night
21 Feb - 22 Feb
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 3 outdoor pools and 2 coffee shops/cafes. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (5,670 reviews)
great

Reviewed on 4 Feb 2026

Rosen Inn at Pointe Orlando
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
The price is 4.132.887 ₫ per night from 8 Feb to 9 Feb
4.132.887 ₫
per night
8 Feb - 9 Feb
Stay at this family-friendly resort in Four Corners. Enjoy free Wi-Fi, 6 outdoor pools and 3 restaurants. Our guests praise the pool and the helpful staff in ...
8/10 Very Good! (9,013 reviews)
The

Reviewed on 4 Feb 2026

The Grove Resort & Water Park Orlando
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive Orlando FL
The price is 1.911.110 ₫ per night from 8 Mar to 9 Mar
1.911.110 ₫
per night
8 Mar - 9 Mar
Stay at this family-friendly resort in Orlando. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the breakfast and the pool in their reviews. ...
7.4/10 Good! (6,519 reviews)
Was spotless

Reviewed on 1 Feb 2026

DoubleTree by Hilton Hotel Orlando at SeaWorld
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
The price is 3.454.675 ₫ per night from 10 Feb to 11 Feb
3.454.675 ₫
per night
10 Feb - 11 Feb
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
8.8/10 Excellent! (6,235 reviews)
Muy buena experiencia y los más confortable es q como estas hospedado en el hotel tienes beneficios para el traslado d los parques con entrada antes de su apertura

Reviewed on 1 Feb 2026

Universal's Cabana Bay Beach Resort
Orlando International Drive North Hotel

Orlando International Drive North Hotel

2 out of 5
5859 American Way Orlando FL
Stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
7.2/10 Good! (2,803 reviews)
The room was beautiful and every staff member was so courteous, friendly and extremely helpful.

Reviewed on 4 Feb 2026

Get rates
Orlando International Drive North Hotel
See all 35,832 properties in Downtown Winter Garden
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other neighbourhoods around Downtown Winter Garden

At the Oakland Preserve. Nice Boardwalk plus an animal sanctuary

Oakland

Oakland might not have many top sights, but Bella Collina Golf Club and West Orange Trail are two attractions nearby that you can check out.

Oakland
Panoramic view of Lake Apopka and nature Florida.

Killarney

Killarney might not have many top sights, but Bella Collina Golf Club and West Orange Trail are two attractions nearby that you can check out.

Killarney

Downtown Winter Garden Travel Guide

Choose two or more items and save on your trip: