Trailside Galleries

Trailside Galleries is a 10,000-square-foot fine art gallery on East Broadway in downtown Jackson, established in 1963 as the town's first gallery. The collection focuses on American representational art with a strong Western and wildlife emphasis: oil painting, sculpture, and Western-themed furniture across multiple rooms. The right fit is collectors of Western and wildlife art, visitors interested in browsing serious gallery work, and travelers stopping during the Jackson art walk. The wrong fit is anyone shopping for souvenir-tier prints; this is a collector-tier gallery at collector pricing.

What's available

A working fine-art gallery with rotating exhibitions, a deep stable of artists, and 10,000 square feet of display space across multiple rooms. The collection runs across painting (oil, watercolor), bronze and stone sculpture, and Western furniture. Exhibitions cycle through the year, with the heaviest programming during Jackson's summer and fall art seasons (including Fall Arts Festival in September). Artist receptions tied to specific shows. Friendly to walk-in browsing as well as serious collector visits; staff are art-trained and available to talk through the work.

Why people visit Trailside

Three reasons. First, scale. At 10,000 square feet, Trailside carries one of the largest single collections in town; you can spend a real hour here without exhausting the rooms. Second, depth in Western and wildlife. The gallery's specialty since 1963 has been representational Western art; that long focus translates to a coherent collection rather than a survey of everything-and-anything. Third, it's the longest-running gallery in town. The dealer relationships, the artist roster, and the institutional knowledge are all decades-deep.

Other similar businesses

Jackson has a deep gallery scene; the peer set on East Broadway and around the Square includes wildlife-specialty galleries, contemporary-leaning galleries, and photography galleries. Trailside lands in the established, traditional, Western-and-wildlife representational lane with the longest operating history. For sculpture-only or photography-specific shopping, route to those specialty galleries. For collectors building a serious Western collection across multiple artists, Trailside is one of the right doors to start at.

How to plan a visit

Walk-ins welcome during open hours, year-round. Plan to spend 45-60 minutes minimum to see the full collection. For Fall Arts Festival weeks (early September), expect heavier traffic and special programming; book private viewings or appointments around opening receptions if you want quieter time with specific work. For collector visits, ask to speak with a gallery director about specific artists, current inventory, and pricing. Shipping arrangements can be made for purchases.

What to plan around

Two honest tradeoffs. First, this is fine-art pricing; expect collector-tier numbers on signature pieces. Second, the collection focuses on representational Western art; collectors looking for contemporary, abstract, or non-Western themes will find better fits at other Jackson galleries.

Before you go

For the Jackson art walk on a summer Thursday evening, time Trailside as the second or third stop rather than the first. The gallery is large enough to spend serious time in, and the art-walk crowds peak on first stops; arriving 30-45 minutes after the start of the walk usually means quieter rooms and more staff attention. For collectors who travel here specifically for Fall Arts Festival, request a private appointment outside the Festival's busiest reception hours.

In short

For Western and wildlife representational fine art at the original Jackson Hole gallery, Trailside Galleries is the right call. Plan time, ask the staff questions, and treat it as the art destination it is.

FAQ

What kind of art is here?

American representational, with a Western and wildlife emphasis. Oil painting, watercolor, bronze sculpture, and Western furniture.

Are appointments necessary?

No. Walk-ins are welcome during open hours.

Can they ship purchases?

Yes. Shipping arrangements are part of the gallery's standard service.

Where are they?

130 East Broadway in downtown Jackson, a short walk from the town square.