The Miller Group Weekend Guide

Things to Do in Longwood

This Weekend

Still figuring out the weekend? We did the searching for you. From a free movie under the stars and a Saturday morning market to live music by the river, an open house worth touring and a quieter Sunday outside, here are a few of our picks for a weekend around Longwood.

September 25–27, 2026
City of Longwood Movie in the Park National Treasure September 25 2026
Friday Night • Free Family Movie

Movie in the Park: National Treasure

  • Date: Friday, September 25
  • Time: 7:30–9:30 PM
  • Location: Reiter Park
  • Address: 311 W. Warren Ave., Longwood, FL 32750
  • Admission: Free

Friday night plans can be this easy. Bring your blankets, lawn chairs, snacks and your favorite movie crew to Reiter Park for an outdoor showing of National Treasure. Settle in under the stars and let the treasure hunt handle the entertainment.

Davey Schweizer performing live
Friday Night • Live Music by the River

Sounds of Wekiva: Davey Schweizer with Life on Mars

  • Date: Friday, September 25
  • Time: 7:00–11:00 PM
  • Location: Wekiva Island
  • Address: 1014 Miami Springs Dr., Longwood, FL 32779

Prefer live music to movie night? Head toward the river. Wekiva Island's Friday-night Sounds of Wekiva lineup features Davey Schweizer with Life on Mars. Grab a spot, enjoy the music and make a laid-back night of it by the water.

Wekiva Island recommends arriving early on busy weekends because the property can reach capacity.

City of Longwood Farmers Market at Reiter Park
Saturday Morning • Reiter Park

Longwood Farmers Market

  • Date: Saturday, September 26
  • Time: 9:00 AM–1:30 PM
  • Location: Reiter Park
  • Address: 311 W. Warren Ave., Longwood, FL 32750
  • Admission: Free

Start Saturday close to home. The City of Longwood Farmers Market brings locally sourced seafood and produce together with handmade crafts, gifts and local vendors at Reiter Park. Wander, shop and grab something for the weekend before deciding where you're heading next.

524 S Longview Place Longwood Florida
Saturday • The Miller Group Open House

Come See 524 S Longview Place

  • Date: Saturday, September 26
  • Time: 11:00 AM–1:00 PM
  • Address: 524 S Longview Place, Longwood, FL 32779
  • Price: $695,000
  • Home: 5 Bedrooms • 4 Bathrooms • 3,093 Sq. Ft.

If seeing homes is part of your Saturday, come take a look inside this Sabal Point home. The three-way split floor plan gives everyone room to spread out, while the backyard brings together a private pool, spa, large deck and water view with no rear neighbors.

Stop by between 11 AM and 1 PM, walk through at your own pace and see whether this could be the kind of Longwood weekend you'd like to come home to.

The Healing Collective performing at Sounds of Wekiva
Saturday Night • Live Music

Sounds of Wekiva: The Healing Collective

  • Date: Saturday, September 26
  • Time: 7:00–11:00 PM
  • Location: Wekiva Island
  • Address: 1014 Miami Springs Dr., Longwood, FL 32779

Saturday gets its own Sounds of Wekiva lineup. The Healing Collective takes over the music for the evening, giving you another chance to end the day outside by the Wekiva River.

Beer and wine are available from The Tooting Otter Bar. Check Wekiva Island's current capacity information before heading over, especially during a busy weekend evening.

Boardwalk through Spring Hammock Preserve in Longwood Florida
Sunday Outdoors • Longwood

Slow Sunday Down at Spring Hammock Preserve

  • Best For: Hiking, nature and a quieter Sunday
  • Trailhead: Osprey Trail
  • Address: 2985 Osprey Trail, Longwood, FL 32750
  • When: Visit during daylight hours

After a busy Friday and Saturday, Sunday can be a little slower. Spring Hammock Preserve covers roughly 1,500 acres and gives you a chance to walk through cypress forest, boardwalks and protected natural areas without leaving Longwood.

Recent improvements at the Osprey Trailhead include new boardwalks, accessible paths, a pavilion and improved bridge crossings. Bring water, bug spray and shoes you don't mind taking onto a Florida trail.

Plan Your Longwood Weekend

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Longwood is more than a stop on the map.

One weekend can take you from a movie in Historic Longwood to a farmers market, live music beside the Wekiva River, a walk through an old-growth preserve or even an open house in one of the area's established neighborhoods. That's the part of a community that doesn't always show up in a home search. Knowing Longwood is also knowing what everyday life here can actually feel like.

Could Longwood feel like home to you?

Maybe you're already exploring homes in Longwood. Or maybe you're still comparing communities and figuring out which part of Central Florida fits the way you want to live. Explore available homes, stop by our open house this weekend, or give us a call and we'll help you talk through your options.

The Miller Group of Keller Williams Realty
Serving every client like family—with trusted guidance every step of the way.
407-979-4480
themillergroupofkw.com

Event details may change. Please confirm current availability, schedules, admission information and event details directly with each organizer before attending. Open house availability and listing information are subject to change.