Neighborhood Guide
Welcome back to Winter Park for Alumni Weekend!
Whether you're revisiting favorite spots or discovering new treasures, downtown Winter Park awaits with vibrant shops, delightful eateries, and captivating attractions.
This guide is your key to exclusive alumni discounts, special events, and unique experiences that celebrate your Rollins pride. Dive into our curated offerings and reconnect with the neighborhood you know and love, creating unforgettable memories with fellow Tars!
Shopping & Dining
Keep an eye out for this Rollins poster displayed in a merchant's window on Park Avenue. This means that the merchant is offering a discount to Rollins alumni during the weekend. Show your Alumni Weekend name tag to get the discount.
Participating merchants include:
- Almut Belote Goldsmiths
- Boca - Boca has created a special Rollins-themed cocktail exclusively for Alumni Weekend.
- J.McLaughlin
- Morse Code Lounge
- SEE Eyewear
- The Wedding Ring Store by Bay Hill Jewelers
- Winter Park History Museum
Sip and Shop at J.McLaughlin
Saturday, March 28 | 12 - 4 p.m.
218 N. Park Ave, Winter Park, FL 32789
Spring starts here! Rollins alumni are invited for an afternoon of shopping at J.McLaughlin. Refreshments and champagne will be provided. 10% of all sales will be donated to the Rollins Annual Fund.
Fox Stand
Saturday, March 28 | 12 - 4:30 p.m.
Mills Lawn
The Fox Stand is your go-to spot for concessions and connections! This new addition keeps the energy going between events and offers a casual place to gather with friends on campus. Enjoy drinks and snacks from Rollins College Catering, available for purchase. Cash bar available.
The Marketplace (Café) & On-Campus Dining Options
Explore dining hours, locations, and tasty offerings across campus here.
Rollins Bookstore
Thursday: 8:30 a.m. - 4:30 p.m.
Friday: 8:30 a.m. - 4 p.m.
Saturday: 10 a.m. - 4 p.m.
Sunday: 12 p.m. - 2 p.m.
The Rollins Bookstore will offer discounts based on alumni class years, calculated by the number of years since graduation. For example, a graduate from the Class of 2000 will receive a 26% discount. Alumni must present their Alumni Weekend name tag to verify their affiliation and graduation year.
Attractions
Winter Park History Museum
Thursday–Friday: 10 a.m. - 4 p.m.
Saturday: 10 a.m. - 2 p.m.
Sunday: Closed
200 W. New England Ave., Winter Park, FL 32789
Visit the Winter Park History Museum to dive into local history and learn about the stories that shape the city. Admission is free.
Rollins Museum of Art
Thursday: 10 a.m. - 7 p.m.
Friday: 10 a.m. - 4 p.m.
Saturday & Sunday: 12 - 5 p.m.
Visit the Rollins Museum of Art and explore the galleries featuring works from the permanent collection and rotating exhibitions. Admission is free.
View current exhibitions and plan your visit.
Winter Park Road Race
Saturday, March 28 | 7:30 a.m.
Central Park
251 Park Ave. N., Winter Park, FL 32789
The annual Winter Park Road Race takes place Saturday morning around Central Park and Park Avenue.
Mister Rogers’ Neighborhood Walking Audio Tour
Available on your own time, daily from 10 a.m. - 4 p.m.
Explore the places that shaped Fred Rogers’ legacy on this 5-stop self-guided audio tour, starting at Olin Library. Learn how Rogers’ experiences at Rollins influenced his lifelong commitment to kindness, community, and service. The tour takes about one hour to complete and follows ADA-accessible walkways. Free of charge.