Join us on the Eastern Shore and enjoy a shopping lovers dream.

Artist’ Gallery 

The Artists’ Gallery, located in the center of Chestertown is a collective of artists presenting a variety of mediums. The Artists’ Gallery is located at 239 High Street in Chestertown.
Phone: 410.778.2425 Hours: Tues-Sat: 10am-5pm, Sun: 12:30pm-4:30pm

Farmers Market

Do not miss the Chestertown Farmers Market in Fountain Park, Saturdays from 8 till noon, all year. You will find wonderful produce, baked goods, soaps, plants and crafts all locally made or produced.


Create is the newest gallery in the heart of the arts and entertainment center of Chestertown. It is the collaboration of some of the areas most talented artists. On 113 South Cross Street, 410-870-9808.  Opening hours: Mon/Wed/Thurs 10 – 5, Fri/Sat 10 – 6, Sun noon – 4, closed Tue

Twigs and Teacups

Our favorite gift store in town. They offer the best selection of smart, small gifts, kids toys, candles and soaps. We love shopping at “Twigs”! On 111 S Cross Street, 410) 778-1708. Store Hours:  Mon – Sat 10 – 5, Sun 12 – 4

Mimi’s Closet

A sophisticated clothes and gift store in the center of town. 307 High Street, 443- 282-0225. Store Hours:  Mon – Sat 10 – 5, Sun 12 – 3

The Bookplate

This is seriously one of the best used book stores anywhere. Many of our returning guests always make it a point to visit this incredible gem in the center of town. 112 S Cross Street, 410-778-4167. Store Hours:  Mon – Sat 10 – 5, Sun 11 – 3

Chester River Wine and Cheese Co.

We love this shop! It’s right down our alley. This is the place that supplies us with cheese, patés and fine wine. 117 S Cross Street, 443-282-0220. Store Hours: Tue – Sat 10 – 7, Sun + Mon 10 – 4

Godfrey’s Farm 

This is the place where we get a lot of our fruits and vegetables. It’s a pick your own place if you are up to it. 302 Leager Road, Sudlersville, MD 21668, 410-438-3509. They are open from Memorial Day through Labor Day. Opening hours Mon – Fri 7 – 6, Sat + Sun 7 – 5

Rock Hall

Just 12 miles from the inn, stores in Rock Hall include gift shops, antiques shops, galleries, artisan and craft studios in Oyster Court, a 1930’s ice cream parlor, and restaurants.

Prime Outlets in Queenstown

Over 45 brand name outlet stores, including Adidas, Banana Republic, Nautica, JCrew, Brooks Brothers, Levi’s, Chico, and more. 410-827-8699

Dixon’s Auction Sale and Farmers Market

Year-round auction with thousands of items up for bid. Antiques, furniture, glassware, and other assorted treasures can be found here. Held every Wednesday from 9 till 5. Route 544, Crumpton 410-928-3006.

A wonderful midweek or weekend getaway awaits at our romantic Maryland boutique hotel.