Neighborhood 48H guide
Winter Park: Where to Stay & What to Do in 48 Hours
Park Avenue shops, the Tiffany chapel at the Morse, and a boat through the lakes.
Winter Park is a leafy small city just north of Orlando. Park Avenue’s shops and cafés face Central Park, Rollins College sits on Lake Virginia, and the Morse Museum holds the largest Louis Comfort Tiffany collection anywhere.
Photo gallery
Photo: Ebyabe · CC BY-SA 3.0 · Wikimedia Commons 
Photo: Thomsonmg2000 · CC0 · Wikimedia Commons
Why stay here
Everything is walkable from Park Avenue, and the SunRail Winter Park station is right by Central Park.
Who it's for: Couples and grown-up weekends: museums, a boat tour, long lunches and an early night.
Pros
- Walkable, quiet and pretty
- Morse Museum and the Scenic Boat Tour
- Saturday farmers’ market
Cons
- 30–40 minutes to the theme parks
- Few hotels, and they book up
- Quiet late at night
48H in Winter Park
Morse Museum, a lake boat, Park Avenue dinners.
10:00 – Scenic Boat Tour
An hour by pontoon through three lakes and the narrow canals between them.
12:30 – Lunch on Park Avenue
Turkish at Bosphorous, then a walk in Central Park.
14:30 – Charles Hosmer Morse Museum
Tiffany glass, including the chapel he designed for the 1893 World’s Fair.
19:00 – Dinner at Prato
Wood-fired Italian on Park Avenue.
08:00 – Day 2: Winter Park Farmers’ Market
Saturday mornings in the old train depot.
Named recommendations
Real places with links to their official site or a Maps place page. We do not invent hours, prices, or ratings.
Eat
Eat
Bosphorous Turkish Cuisine
108 S Park Ave
Lavash, kebabs and patio seats facing Central Park.
Official site / map →
Shop
Shop
Winter Park Farmers’ Market
200 W New England Ave
Saturday-morning market in the 1920s freight depot.
Official site / map →
See / do
See / do
Charles Hosmer Morse Museum of American Art
445 N Park Ave
The world’s largest Tiffany collection, including his chapel interior.
Official site / map →
Outdoors
Outdoors
Scenic Boat Tour
312 E Morse Blvd
An hour on the Winter Park chain of lakes since 1938.
Official site / map →Outdoors
Rollins College & Lake Virginia
1000 Holt Ave
Walk the Spanish Mediterranean campus down to the lake.
Photo: Thomsonmg2000 · CC0 · Wikimedia Commons Official site / map →
Where to stay
Specific named properties—not vague city-wide searches. Expedia stays use tracked Creator links; others open the hotel's official site.
Roam48 may earn a commission when you book a stay through Expedia or Vrbo links on this page, at no extra cost to you. All commercial stay links use rel="sponsored nofollow".
Hotel · Expedia
The Alfond Inn
300 E New England Ave, Winter Park
Boutique hotel owned by Rollins College, with an art collection and a pool, two blocks from Park Avenue.
Check rates on Expedia →Hotel · Expedia
Park Plaza Hotel
307 S Park Ave, Winter Park
A small 1920s hotel right on Park Avenue with balconies over the street.
Check rates on Expedia →
Vacation rentals
Prefer an apartment or whole home in this neighborhood? Browse Vrbo listings for Winter Park.
Browse vacation rentals in Winter Park on Vrbo →Other ways to spend 48 hours in Orlando
- International Drive — The wheel at ICON Park, big convention hotels, and Universal ten minutes up the road.
- Disney Springs / Lake Buena Vista — Walk to Disney Springs dinner, shuttle to the parks.
- Epcot Resort Area / BoardWalk — Walk to EPCOT, boat to Hollywood Studios, dinner on the BoardWalk.
- Universal / CityWalk — Walk or boat to the Universal parks, CityWalk at night.
- SeaWorld / Sea Harbor — SeaWorld, Aquatica and Discovery Cove on one doorstep.
- Downtown / Thornton Park — Lake Eola mornings, brick streets, and a real city dinner.
- Celebration — Disney’s planned town: lakefront, Market Street, and 10 minutes to the parks.
- Kissimmee / US-192 — Big pool homes, Old Town, and the Disney gate down the road.
- Lake Nona — A new town by the airport: Boxi Park, the USTA campus and a design hotel.