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Florida, United States

Winter Park

A slow Jan 1 on Park Avenue, with Tiffany glass, a lake boat tour and lakeside gardens. This guide pulls together 4 sights and 2 activities from our curated routes.

Plan Winter Park with friendsBrowse 6 places
Winter Park, Florida, United States
Places
6

4 See · 2 Do

Curated routes
1

Orlando New Year's Eve

Best season
Dec 30 – Jan 1

from our route notes

Warmest month
May

31°C / 89°F avg high

Coolest month
January

21°C / 70°F avg high

Wettest month
June

about 208 mm rain

Climate: NASA POWER 2001–2025 averages.

Things to do in Winter Park

6 places from our curated routes, grouped by what you will do there. Each one has its own page with the address and full notes.

See

The landmarks we would not skip in Winter Park across Downtown Winter Park, Rollins College and Lake Osceola. 2 of them are free.

  • Charles Hosmer Morse Museum of American Art in Winter ParkPhoto: Ebyabe · CC BY-SA 3.0
    See

    Charles Hosmer Morse Museum of American Art

    A museum of Louis Comfort Tiffany's work, including the Tiffany chapel interior from the 1893 Chicago World's Fair.

    Tip Check holiday hours before Jan 1; it often closes on major holidays.

    • Downtown Winter Park
    • $
    • 1.5 hr
    • Midday
  • Knowles Memorial Chapel in Winter ParkPhoto: Ebyabe · CC BY 2.5
    See

    Knowles Memorial Chapel

    A Spanish Revival chapel on the Rollins College campus, near the shore of Lake Virginia.

    Tip The campus is quiet on Jan 1; walk down from Park Avenue along Holt Avenue.

    • Rollins College
    • Free
    • 30 min
    • Afternoon
  • Albin Polasek Museum & Sculpture Gardens in Winter ParkPhoto: Ebyabe · CC BY 2.5
    See

    Albin Polasek Museum & Sculpture Gardens

    The lakeside home, studio and gardens of sculptor Albin Polasek, with his work set among the plantings.

    Tip Check holiday hours before you go; the gardens are best in soft afternoon light.

    • Lake Osceola
    • $
    • 60 min
    • Afternoon
  • See

    Kraft Azalea Garden

    A free lakefront garden of cypress trees and azaleas on Lake Maitland, with a columned exedra at the water.

    Tip Stop here at sunset on Jan 1; parking is a small lot off Alabama Drive.

    • Lake Maitland
    • Free
    • 40 min
    • Sunset

Do

Hands-on ways to spend time in Winter Park across Downtown Winter Park and Lake Osceola.

  • Park Avenue in Winter ParkPhoto: Ebyabe · CC BY-SA 3.0
    Do

    Park Avenue

    Winter Park's brick main street of shops, cafes and sidewalk tables, lined along Central Park and the train station.

    Tip Walk it on Jan 1 morning before lunch crowds; some shops keep holiday hours.

    • Downtown Winter Park
    • $$
    • 1.5 hr
    • Jan 1 late morning
  • Winter Park Scenic Boat Tour in Winter ParkPhoto: Thomsonmg2000 · CC0
    Do

    Winter Park Scenic Boat Tour

    An hour-long pontoon tour, running since 1938, through Winter Park's chain of lakes and the canals between them.

    Tip Tours leave hourly from 10 a.m. to 4 p.m.; arrive early on Jan 1, as boats fill first come.

    • Lake Osceola
    • $
    • 60 min
    • Jan 1 morning

How to fit Winter Park into a trip

Winter Park is stop 2 of 2 on our Orlando New Year's Eve route. Follow it as-is or lift Winter Park into your own plan.

Getting here and onward

Distances are straight-line estimates between destination centers, not road distances.

Winter Park month by month

Average daily highs run from 21°C / 70°F in January to 31°C / 89°F in May. June is the wettest month, with about 208 mm of rain. Outlined months fall in the best season on our routes.

Average daily highs, NASA POWER 2001–2025 averages. Winter Park weather and the best time to visit →

Near Winter Park

8 other destinations from our guides within about 350 km (217 mi), measured in a straight line.

Winter Park questions, answered

How many days do you need in Winter Park?

On our Orlando New Year's Eve route it is stop 2 of 2 in a 3-day trip. Split evenly, that is about 2 days here, an estimate rather than a rule. The listed visit times for our 6 places add up to roughly 6 hours, before travel between them, so you will need to choose.

What is Winter Park best known for?

A slow Jan 1 on Park Avenue, with Tiffany glass, a lake boat tour and lakeside gardens. Standouts on our list: Charles Hosmer Morse Museum of American Art (A museum of Louis Comfort Tiffany's work, including the Tiffany chapel interior from the 1893 Chicago World's Fair); Knowles Memorial Chapel (A Spanish Revival chapel on the Rollins College campus, near the shore of Lake Virginia); Albin Polasek Museum & Sculpture Gardens (The lakeside home, studio and gardens of sculptor Albin Polasek, with his work set among the plantings).

When is the best time to visit Winter Park?

Our Orlando New Year's Eve route is best Dec 30 – Jan 1. NASA POWER 2001–2025 averages put the warmest highs in May (31°C / 89°F), the coolest in January (21°C / 70°F) and the most rain in June (about 208 mm).

What are the best things to do in Winter Park?

Start with Park Avenue, Charles Hosmer Morse Museum of American Art, Winter Park Scenic Boat Tour, Knowles Memorial Chapel and Albin Polasek Museum & Sculpture Gardens. Our guide lists 6 places in all, from 4 sights and 2 activities.

What is near Winter Park?

The closest destinations in our guides are Walt Disney World (about 30 km / 19 mi), Downtown Tampa & the Riverwalk (about 131 km / 81 mi) and St. Augustine (about 144 km / 90 mi). Distances are straight-line estimates, not road distances.

Plan Winter Park with your crew

Open the Orlando New Year's Eve route in TripsCircle, invite friends with a link, settle which of these 6 places make the cut with a quick poll, then split costs and share one packing list.

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