ARTS & CULTURE

A roster of exclusive arts and cultural events are held in Windsor’s elegant amenity spaces, including the Town Hall, the Exedra amphitheater, the Pergola, the Clubhouse and The Gallery at Windsor.

The monumentality of its scale, the sheer repetition of its elements proclaim its exceptional status as shelter and symbol of the community.

– LÉON KRIER, ARCHITECT

Architecture

Widely revered in architectural circles, and the design inspiration for Windsor’s logo icon, the Town Hall has been described as combining regality with comfort. The neoclassical structure, which references the American vernacular in its design, rests on a podium with a simple rectangular plan. Multiple doors allow cross-breezes and natural light filters through its many arched windows. Thirty white columns support a steeply pitched roof that rises above the skyline of the Village. It is a focal point of major vistas and sits adjacent to a public square with a calming water fountain. Although it opened in late 1999, the Town Hall’s purity of form gives it a timeless quality.

Events

The Town Hall is a cherished amenity at Windsor – a place where Members can gather as a community under the soaring rafters to hear world-class musicians and presentations on an array of topics from culture to the economy and world affairs. It has also been the site of countless family celebrations, and, as the spiritual heart of the community, the place where services are held around major religious holidays.

Culture is an important part of the spirit of a community, so it is only natural that art and artists should become part of the fabric of this place.

– ALANNAH WESTON

History

Since it was founded in 2002, under the direction of Windsor co-founder The Hon. Hilary M. Weston and her daughter Alannah Weston, The Gallery at Windsor has collaborated with top curators and international arts organizations to present the work of dozens of leading contemporary artists. It has also collaborated with a number of organizations throughout Vero Beach’s thriving cultural community.

Past Exhibitions

Past exhibitions at The Gallery at Windsor have featured internationally renowned contemporary artists including Peter Doig, Ed Ruscha, Christo and Jeanne-Claude, Jasper Johns and Grayson Perry among others. See The Gallery’s fact sheet for a complete list of past exhibitions. Scroll down to visit each exhibition’s page.

Visit the Gallery

Exhibitions at The Gallery at Windsor, on view for Windsor Members and their guests, set a new standard of excellence for lifestyle amenities offered in a private community. The public may schedule a docent-led group tour by appointment only.

While there is no admission fee to visit The Gallery, visitors are invited to support The Windsor Charitable Foundation with a suggested donation of $15. This gift is tax-deductible and is designated to support local arts non-profits.

Please contact The Gallery with any inquiries at 772 388 4071 or via email to gallery@windsorflorida.com.

Visitor Information

HOURS

The Gallery is now closed and reopens January 27.

Open to the public by appointment for exhibitions only.

ADMISSION

The Gallery will announce its 2026 season exhibition over the summer.

Docent-led tours are limited to 12 guests and include lunch in the Clubhouse. Available dates and pricing will be announced in September.

EXHIBITIONS
Rana Begum Portrait

Rana Begum

Reflection

January 24, 2026 - May 8, 2026

Christopher Le Brun and Charlotte Verity

Left Hand, Right Hand

January 27, 2025 - April 25, 2025

Federico Herrero

A Piece of Waterfall in the Sound of Crickets

January 27, 2024 - April 26, 2024

Tony Cragg

Sculptures and Works on Paper

February 25, 2023 - May 19, 2023

Beachside: Windsor Architecture and Design

November 30, 2021 - April 30, 2022

Collages by Christo & Jeanne-Claude on display in the East Hall at The Gallery at Windsor

Christo & Jeanne-Claude

Selections From The Weston Collection

November 27, 2020 - April 30, 2021

Rose Wylie

Let it Settle

January 28, 2020 - March 14, 2020

Michael Craig-Martin

Present Sense

January 29, 2019 - April 25, 2019

Grayson Perry

Making Meaning

January 15, 2018 - April 27, 2018

Christopher Le Brun

Composer

February 27, 2017 - May 12, 2017

Wut (Rage), the lead painting in Per Kirkeby’s Echo of the Light exhibition at The Gallery at Windsor.

Per Kirkeby

Echo of the Light

December 5, 2015 - April 29, 2016

Colonne sur un fond de corail, Horia Damian, 1992

Selections From The Weston Collection

January 16, 2015 - April 30, 2015

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