Chestertown MarylandRESTAURANTS & PLACES TO EAT
Listed below are some of the best restaurants and places to eat near Chestertown, Maryland.
1. Luisa's Cucina Italiana
AUTHENTIC ITALIAN CUISINE
Luisa's Cucina Italiana offers traditional Italian fare and pizza in a welcoming setting in Chestertown. The restaurant is known for its authentic dishes prepared with quality ingredients and attention to detail. Visitors can enjoy a warm atmosphere while savoring classic Italian favorites that combine traditional techniques with fresh flavors.
2. Watershed Alley
REFINED CHESAPEAKE DINING
Watershed Alley provides refined dining on Maryland's Eastern Shore with clean and simple regional food sourced from the Chesapeake Bay watershed. The restaurant combines traditional preparations with local ingredients for dishes that are authentic to their Chesapeake origins. With dinner service Tuesday through Saturday and lunch Wednesday through Saturday, Watershed Alley offers an elegant dining experience in historic Chestertown.
3. The Kitchen at the Imperial
UPSCALE AMERICAN FARE
The Kitchen at the Imperial serves American cuisine, bar selections, and wine in an upscale dining environment. The menu features contemporary interpretations of classic American dishes using locally-sourced ingredients when possible. Guests can enjoy the sophisticated yet comfortable atmosphere that blends historic charm with modern culinary sensibilities.
4. Bad Alfred's Distillery
CRAFT SPIRITS & PIZZA
Bad Alfred's Distillery combines a working distillery with a restaurant offering American fare, pizza, and pub classics in Chestertown. Visitors can enjoy house-made spirits and craft cocktails alongside a menu of comfort food favorites in a rustic-industrial setting. The establishment provides a unique dining experience where guests can appreciate the craft of distilling while enjoying quality food and drinks.
5. The Retriever Bar
LOCAL SEAFOOD & SPIRITS
The Retriever Bar offers American cuisine with an emphasis on local seafood and spirits in a relaxed pub environment. The establishment features a carefully curated selection of drinks at The Decoy Bottle Shop alongside their dining options. Patrons can experience a casual yet quality dining atmosphere that celebrates Chesapeake culinary traditions with a modern twist.
6. Cafe' Sado C-Town
ASIAN FUSION & SUSHI
Cafe' Sado C-Town brings Japanese, Sushi, Asian, and Thai cuisines to the heart of Chestertown. The restaurant is known for its diverse menu featuring fresh sushi rolls and authentic Asian dishes prepared with traditional techniques. Diners can enjoy the restaurant's inviting atmosphere that combines Eastern influences with Eastern Shore hospitality.
7. Evergrain Bread Company
ARTISANAL BREADS & CAFE
Evergrain Bread Company specializes in artisanal breads, sandwiches, and cafe offerings made with traditional methods and quality ingredients. The bakery-cafe creates handcrafted breads and pastries daily, serving them alongside coffee and light fare in a warm, rustic setting. Customers can enjoy the aroma of freshly baked goods while experiencing the care and craftsmanship that goes into each item on the menu.
8. Osprey Point Restaurant
ELEGANT WATERFRONT DINING
Osprey Point Restaurant delivers exceptional contemporary American cuisine in a picturesque waterfront setting in nearby Rock Hall. The restaurant emphasizes seasonal ingredients and refined preparations that showcase the bounty of the Chesapeake region. Diners can enjoy an elegant atmosphere with water views that complement the sophisticated menu offerings.
9. Bridges Restaurant
SCENIC BAY VIEWS
Bridges Restaurant offers contemporary American cuisine with stunning views of the Chesapeake Bay from its Kent Narrows location. The menu features creative dishes that highlight regional seafood and seasonal ingredients prepared with modern techniques. Guests can enjoy the panoramic water views through large windows while dining in an upscale yet comfortable atmosphere.
10. Modern Stone Age Kitchen
INNOVATIVE HEALTH-FOCUSED CUISINE
Modern Stone Age Kitchen provides innovative, health-conscious cuisine with an emphasis on fresh, wholesome ingredients in Chestertown. The restaurant's concept focuses on nutritious options that don't sacrifice flavor, offering dishes that cater to various dietary preferences. Visitors can enjoy the contemporary yet comfortable atmosphere while experiencing culinary creations that blend modern nutrition science with timeless cooking techniques.