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!
Keep an eye out for this Rollins poster displayed in a merchant's window on Park Ave. 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:
- Charyli
- Be on Park
- SEE Eyeware
- Ten Thousand Villages
- Thai Orchid
- Through the Looking Glass
- Louis James
- Park Avenue Smoothies
- Powerhouse Cafe
- Scott Laurent Collection
- Siegel's
- Synergy
- Bricks & Bowls
- Forema Boutique
SPECIAL EVENT: Sip and Shop at J.McLaughlin
Saturday, March 29 | 2 - 6 p.m.
218 N. Park Ave, Winter Park, FL 32789
Refreshments and champagne will be provided. 10% of all sales will be donated back to the Rollins Annual Fund.
NEW EVENT: Forever Tars Marketplace
Saturday, March 29 | 10 a.m. - 2 p.m.
Faculty Club Lawn, Rollins College
Celebrate your alumni pride by shopping exclusive alumni merchandise, signing up to be an alumni mentor, and learning about other ways to get involved with your alma mater! Merchandise will be available for purchase at the Grove Party and the Forever Tars Marketplace.
Rollins Marketplace (Café)
Monday–Friday: 7:15 - 10 a.m.; 11:30 a.m. - 2 p.m.; 5:30 - 9 :30 p.m.
Saturday: 9 a.m. - 2 p.m.; 5:30 - 7:30 p.m.
Sunday: 5:30 - 8:30 p.m.
Cornell Campus Center, Rollins College
Click here for the full list of on-campus dining options.
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 25% discount. Alumni must present their Alumni Weekend name tag to verify their affiliation and graduation year.
Winter Park History Museum
Thursday–Friday: 10 a.m. - 4 p.m.
Saturday: 10 a.m. - 2 p.m.
200 W. New England Ave., Winter Park, FL 32789
In celebration of the 130th Anniversary of Rollins Baseball, stop by the Winter Park History Museum to view a limited-time Rollins Baseball exhibit, only on display through April 26. Admission is free.
Rollins Museum of Art
Wednesday–Friday: 10 a.m. - 4 p.m.
Saturday & Sunday: 12 - 5 p.m.
Visit the Rollins Museum of Art and explore special exhibits, including Symbolic Languages: Children's Understandings of the Collection. Admission is free.
The Art of Weddings: 2025 Wedding Trends + Runway Show
Sunday, March 30 | 2:30 - 7 p.m.
The Alfond Inn, Winter Park, FL
Experience the latest wedding trends with a dazzling runway show followed by a sip and mingle reception. Presented in partnership with Leonardo 5th Ave, The Bridal Finery, and more. Rollins Alumni can use the promo code ROLLINSALUM for $5 off. Tickets available here.
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.