Odessa DelawareATTRACTIONS & THINGS TO DO
Listed below are the best attractions and things to do near Odessa, Delaware.
1. Historic Odessa Foundation
PRESERVED HISTORIC DISTRICT
The Historic Odessa Foundation manages a collection of 18th- and 19th-century structures in one of Delaware's best-preserved towns. Visitors can tour meticulously restored homes, outbuildings, and lush gardens while learning about the region's significance in American history. The foundation also offers year-round events, historic walks, and educational programs.
2. Corbit-Sharp House
NATIONAL HISTORIC LANDMARK
The Corbit-Sharp House, built in 1774, stands as a National Historic Landmark known for its connection to the Underground Railroad. Guided tours detail its 250-year history, including the remarkable story of a fugitive slave hidden in a cramped upstairs room. The house is part of the Harriet Tubman Underground Railroad Byway and the National Underground Railroad Network to Freedom.
3. Appoquinimink Friends Meeting House
QUAKER MEETING HOUSE
The Appoquinimink Friends Meeting House is a simple yet significant 18th-century Quaker place of worship. Its historical importance stems from its role in the early religious and social history of Odessa and surrounding communities. Visitors can appreciate its plain architecture and serene setting while learning about local Quaker heritage.
4. Odessa Diner
CLASSIC AMERICAN DINER
Odessa Diner offers a nostalgic, diner-style experience with classic American fare such as sandwiches, chicken soup, and pork chops. The family-run establishment is beloved for its retro atmosphere and welcoming vibe. It's a great stop for lunch or breakfast while exploring Odessa.
5. Cantwell's Tavern
HISTORIC FARM-TO-TABLE DINING
Cantwell's Tavern is located in a beautifully restored building that blends 19th-century charm with contemporary farm-to-table cuisine. The menu features locally sourced ingredients and creative twists on American classics. Its inviting ambiance and dedication to quality make it a standout dining destination in Odessa.
6. Christmas in Odessa
HOLIDAY TOUR EVENT
Christmas in Odessa is an annual tradition featuring self-guided tours of festively decorated private homes and public buildings throughout the town. This seasonal event highlights Odessa's historic charm and attracts visitors from across the region. It's a unique way to experience local history wrapped in holiday spirit.
7. Odessa Main Street
TREE-LINED HISTORIC STREET
Odessa's Main Street is recognized for its classic, tree-lined layout and well-preserved 18th-century architecture. A stroll down Main Street offers a glimpse into the town's long history and vibrant community. Shops, homes, and landmarks line the street, making it perfect for a leisurely walk or photo opportunities.
8. Historic Odessa Brewfest
CRAFT BEER FESTIVAL
The Historic Odessa Brewfest is an annual event celebrating craft beer and local food amidst historic surroundings. Guests enjoy tastings from regional breweries, live music, and local fare on the grounds of the Historic Odessa Foundation. The festival draws beer enthusiasts and history lovers alike every fall.
9. Odessa Olde Tymers Peach Festival
SEASONAL PEACH CELEBRATION
The Odessa Olde Tymers Peach Festival honors the town's agricultural heritage with a family-friendly day of fun. Visitors can sample fresh peaches, enjoy crafts, and participate in games and live entertainment. This beloved festival celebrates the region's history as a leading peach producer.
10. Taco Reho
MODERN MEXICAN EATERY
Taco Reho in nearby Middletown brings authentic Mexican flavors to the region with a menu of creative tacos and fresh ingredients. The vibrant setting offers a casual alternative for those craving bold, contemporary cuisine. It's quickly become a go-to spot for both locals and visitors.
11. Middletown Main Street
SHOPPING AND DINING CORRIDOR
Middletown Main Street is a bustling destination for shopping, dining, and entertainment just a short drive from Odessa. The area features a variety of independent boutiques, cafes, and restaurants that cater to all tastes. Frequent events and festivals add to its lively atmosphere year-round.
12. Historic Houses of Odessa Tour
GUIDED HOUSE TOURS
The Historic Houses of Odessa Tour offers visitors a chance to explore several of the town's most notable 18th-century homes. Each house features original furnishings and exhibits that bring local history to life. Knowledgeable guides share fascinating stories about the families and events that shaped Odessa.
13. Everett Theatre
HISTORIC PERFORMING ARTS VENUE
The Everett Theatre in Middletown is a cherished historic venue hosting plays, concerts, and community events. Since 1922, it has delighted audiences with live entertainment and classic films in an intimate setting. The beautifully restored building preserves its early 20th-century charm.
14. Dutch Country Farmers Market
AMISH MARKET EXPERIENCE
Dutch Country Farmers Market is a popular destination for fresh, locally produced foods and Amish specialties. Visitors can shop for baked goods, meats, cheeses, and crafts in a lively marketplace atmosphere. The market is a favorite stop for both groceries and a taste of regional culture.
15. Silver Lake Park
OUTDOOR RECREATION AREA
Silver Lake Park provides a scenic, family-friendly setting for picnicking, walking, fishing, and playground fun. Its well-maintained trails and large lake attract visitors seeking outdoor relaxation close to Odessa. The park's convenient location and natural beauty make it a favorite for locals and travelers alike.