7 of the Best Eastern Shore of Maryland Art Galleries

Access Our Eastern Shore of Maryland Travel GuideKnown for its rich history, stunning architecture, and arts scene, Chestertown, MD, is a destination unlike any other. Located along the Eastern Shore of Maryland, this charming town offers a unique blend of art and culture around every turn! In addition to museums, performing arts venues, and specialty shops, Chestertown is home to some of the best Eastern Shore of Maryland art galleries. Here are some of our top recommendations!

The following are just some of the Eastern Shore of Maryland art galleries you can visit. Be sure to request access to our complimentary Travel Guide for a complete list of suggested art galleries, entertainment venues, museums, and more. It’s full of great tips to help you make the most out of your getaway!

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Top 7 Chestertown Art Galleries

1. RiverArts Gallery

When it comes to the best Eastern Shore of Maryland art galleries, RiverArts Gallery should be at the top of your list! This non-profit community arts center features gallery exhibits, craft and art workshops, and a gift shop featuring local artisan’s works. Would you like to create your own masterpiece? Take a hands-on clay studio class and create your own pottery, sculptures, and more. Or, learn how to sketch a lifelike drawing, paint with pastels, or experiment with artsy photographs. The possibilities are endless!

RiverArts Gallery is open Tuesday through Friday from 11 a.m. until 5:30 p.m., Saturday from 10 a.m. until 5:30 p.m., and Sunday from 11 a.m. until 3 p.m. And on Chestertown First Fridays, the gallery stays open late until 8 p.m.!

2. MassoniArt Gallery

Featuring works of art on a local, national, and international level, a visit to MassoniArt Gallery is an absolute must! Enjoy the art and culture of Eastern Shore of Maryland artists through rotating exhibits. Each artist and each piece has been carefully selected to inspire and invoke a sense of wonder. MassoniArt Gallery is typically open Thursday through Friday from 11 a.m. until 4 p.m., Saturday from 10  a.m. until 5 p.m., and Sunday from 11 a.m. until 2 p.m.

3. Create Art Craft Design

Located in the heart of the Chestertown Arts and Entertainment District, the Create gallery boasts one of the most dazzling jewelry collections in the entire Mid Atlantic. Take your time browsing fine art and crafts, including jewelry, textiles, pottery, homeware, scarves, prints, bronze, metal, and porcelain sculptures, hand-woven bamboo, and more. When you visit, you’ll also have the unique opportunity to work directly with local artists and create personal, custom pieces! The Create gallery is open Wednesday through Saturday from 10 a.m. until 5 p.m. and Sunday from 11 a.m. until 3 p.m.

4. Artists’ Gallery

The Artists’ Gallery specializes in original works of fine art created by local and regional artisans. Take your time browsing the gallery for oil, watercolor, and pastel paintings, as well as handmade jewelry, wood and metal sculptures, pottery, photography, and more. The exhibits rotate frequently, so there is always something new to discover here. The Artists’ Gallery is open from Tuesday through Saturday from 10 a.m. until 5 p.m. and Sunday from 12:30 a.m. until 4:30 p.m.

5. Brady Hart Gallery

The Brady Hart Gallery combines the best of history and art. Here, you’ll find original paintings and works of art from prominent artists of the 19th and 20th centuries. The gallery features detailed depictions of floral arrangements, portraits, wildlife, landscapes, Colonial architecture, battle scenes, and more. Most of the museum-quality paintings were created by American Impressionist painters who worked in Europe and early California. Hours vary so we recommend calling ahead at 443-480-5395.

6. Finishing Touch

From fine art and custom framing to photography and gifts, Finishing Touch has a little bit of everything. Inside the shop is a selection of quality prints, panoramic photographs, and historic maps of Chestertown and The Eastern Shore of Maryland. The gallery is open Monday through Saturday from 9:30 a.m. until 5:30 p.m. and Sunday from 11 a.m. until 3 p.m.

7. Kohl Gallery

Located in the Gibson Center for the Arts at Washington College, the Kohl Gallery offers a diverse array of exhibitions and public programs. Learn about the history and culture of Chestertown through works of historical and contemporary art. The rotating exhibits explore topics such as heritage, mythology, sociopolitical and socioeconomic conflict, spirituality, power, community and much, much more. The gallery is open Tuesday through Friday from 1:30 p.m. until 5:30 p.m. and Saturday from noon until 4 p.m.

Book Your Stay at Brampton Inn

After a great day exploring Chestertown’s Art and Entertainment District, come relax and unwind at Brampton Inn! Our historic bed and breakfast offers well-appointed accommodations for your stay. Each of our guest rooms and cottages is beautifully decorated with their own unique amenities. You’ll also discover that all of the best shops, galleries, theaters, and restaurants are just minutes away!

With gorgeous views and a private patio, our Sunset in the Garden Cottage is the ideal choice for your Eastern Shore of Maryland getaway. Sink into your comfortable King bed, take a leisurely soak in the large whirlpool for two, or cozy up next to the fireplace. Check our availability and book your stay today! We’d love to hear which of these Eastern Shore of Maryland art galleries is your favorite!

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