Stroll West of Trail

Stroll West of Trail Stroll West of Trail is "Delivering Neighborhood Connections" in print exclusively to the the residents West of Trail between downtown and The Landings

Stroll Southside Village is a community-driven project. You may recognize some of its writers and photographers as your next door neighbors! In each issue of SSV, you will discover a collection of fun and thought-provoking stories written by your neighbors: ranging from homes, families, pets, travel, recipes, and more! You’ll also learn about some of the best local businesses who partner with us t

o make the magazine possible. Whether you're new to the area or a long time resident, Stroll Southside Village is an excellent way to keep up with the community, meet new friends, and discover some of the finest local companies to do business with.

01/02/2026

2025 Year in Review. A look at the covers that made our year so special!

All the fun January Events to mark on your calendar! 🤩 January 5 · Sarasota Farmers Market · N Lemon Ave at Five Points ...
12/30/2025

All the fun January Events to mark on your calendar! 🤩

January 5 · Sarasota Farmers Market · N Lemon Ave at Five Points · sarasotafarmersmarket.org

January 10 · Mutts Gone Nuts · Van Wezel Performing Arts Hall · vanwezel.org/education-community/showandtell

January 10 · The Hospital Gala · The Ritz-Carlton, Sarasota · smhf.org/event/the-hospital-gala

January 13–14 · Blue Man Group · Van Wezel Performing Arts Hall · vanwezel.org/events/detail/blue-man-group

January 14 · Sarasota Orchestra Dinner Series · Sarasota (Venue TBA) · sarasotaorchestra.org/donate/special-events

January 21 · Some Like It Hot · Van Wezel Performing Arts Hall · vanwezel.org/events/detail/some-like-it-hot

January 22 · Sarasota Orchestra Gala · The Ritz-Carlton, Sarasota · sarasotaorchestra.org/donate/special-events/gala

January 22–26 · Forks & Corks Food & Wine Festival · Various Locations · eatlikealocal.com/forksandcorks

January 24–25 · St. Armands Winter Art Festival & Sidewalk Sale · St. Armands Circle · starmandscircleassoc.com/events-%26-happenings

January 27–29 · Riverdance 30: The New Generation · Van Wezel Performing Arts Hall · vanwezel.org/events/detail/riverdance

January 30 · Sarasota Ballet: P4 – Notes Unspoken · FSU Center / Sarasota Ballet Venues · sarasotaballet.org/performances

January 31 · SRQ Blue & White Gala · Michael’s On East sarasotapolicefoundation.org/event/srq-blue-and-white-gala

Wishing everyone in the Stroll community a very Merry Christmas from your West of Trail friends! Happy Holidays! 🎄      ...
12/25/2025

Wishing everyone in the Stroll community a very Merry Christmas from your West of Trail friends! Happy Holidays! 🎄

Meet Larry and Lee, longtime Sarasota residents whose Jasmine property showcases a beautiful naturalized garden full of ...
12/19/2025

Meet Larry and Lee, longtime Sarasota residents whose Jasmine property showcases a beautiful naturalized garden full of personality, texture, and tropical color. A peaceful, inviting space shaped over decades of care. It is truly a space filled with heart and thoughtful detail at every turn.

Warm welcome to WhiteLeaf Private Concert Club  as our newest STROLL West of Trail Partner! So happy to have you! 😁     ...
12/16/2025

Warm welcome to WhiteLeaf Private Concert Club as our newest STROLL West of Trail Partner! So happy to have you! 😁

The YMCA is officially back in Sarasota!From youth sports and camps to active older adult programs, neurocycling, swim l...
12/14/2025

The YMCA is officially back in Sarasota!From youth sports and camps to active older adult programs, neurocycling, swim lessons, and volunteer opportunities, the is a place for every neighbor to learn, grow, and connect.

And don’t miss their biggest event of the year: Casino Royale on January 31, 2026 at The Ora! A night of fun, philanthropy, and support for vital YMCA programs.

🎟️ Tickets & sponsorships: CasinoRoyale26.givesmart.com

Not your average spa day!  blends light, frequency, heat, and cold to help your body heal itself naturally. From red lig...
12/12/2025

Not your average spa day!
blends light, frequency, heat, and cold to help your body heal itself naturally. From red light therapy and cold plunges to infrared sauna sessions, the BioCharger, and other innovative modalities, every experience is designed to recharge and restore.

All of it takes place in a calming, elevated space created by owners Karen & Nicole.
Wellness, upgraded.

For more than three decades,   has been a cornerstone in shaping Sarasota’s homes, businesses, and neighborhoods. Founde...
12/10/2025

For more than three decades, has been a cornerstone in shaping Sarasota’s homes, businesses, and neighborhoods.

Founded by Craig Holliday and now led by Keith Povich, the company blends longstanding craftsmanship with modern innovation, creating custom homes, commercial projects, and standout community spaces across the region.

Their dedication to detail and integrity has made Holliday Group a trusted name in Sarasota’s growth.

Scan to enter the West of Trail Neighborhood Holiday Lighting Contest!! Show off your decorating skills by December 19th...
12/09/2025

Scan to enter the West of Trail Neighborhood Holiday Lighting Contest!! Show off your decorating skills by December 19th!

Meet Goose!This 8-month-old English Lab has stolen the hearts of his whole family. From his big red-bow entrance to scho...
12/08/2025

Meet Goose!

This 8-month-old English Lab has stolen the hearts of his whole family. From his big red-bow entrance to school pickups, Morton’s treat runs, and playing with his friends Finn, Cooper, and Maverick,
Goose brings joy everywhere he goes.

For the Warwick family, Goose isn’t just a dog, he’s the missing puzzle piece they didn’t know they needed. 🐾

Please join us in welcoming Pro Tile as our newest Stroll business partner. We’re excited to collaborate and have you jo...
12/07/2025

Please join us in welcoming Pro Tile as our newest Stroll business partner. We’re excited to collaborate and have you join the STROLL West of Trail community!

Address

1849 Hillview Street Suite A
Sarasota, FL
34239

Opening Hours

Monday 9am - 4:30pm
Tuesday 9am - 4:30pm
Wednesday 9am - 4:30pm
Thursday 9am - 4:30pm
Friday 9am - 4:30pm

Telephone

+19413742525

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Our Story

Welcome to Southside Village Life! We are a monthly magazine exclusive to the Avondale, Bay Point Park, Cherokee Park, Harbor Acres, Hudson Bayou, McClellan Park, South Poinsettia, and Woodland Shores neighborhoods. In each issue of Southside Village Life, you will discover a collection of fun and thought-provoking stories written by your neighbors, on a variety of topics ranging from homes, families, pets, travel, recipes, and more! You’ll also learn about some of the best local businesses in the area, who partner with us to make the magazine possible. Whether you're new to the Southside Village area or a long time resident, Southside Village Life is an excellent way to keep up with the community, meet new friends, and discover some of the finest local companies to do business with. Southside Village Life is a community-driven project. You may recognize some of its writers and photographers as your next door neighbors! Sarah Massey, Southside Village Life’s director, created the publication in 2013 after partnering with N2 Publishing. Sarah grew up in the Southside Village area, so for her, Southside Village Life is the perfect way to show her gratitude to this wonderful community. We are always looking for new stories to share with the community. If there’s anything you would like to share with the neighborhood – vacation stories, a beloved pet, a kid’s awesome accomplishment – please contact Sarah Massey by email at [email protected] or by phone at (941) 374-2525. Thank you, and enjoy living the Southside Village Life!!