Calendar of Events for Historic Downtown Cambridge, MD

 Cambridge Weekend Update


Find out what's going on around downtown Cambridge this weekend.  Click for the February 5, 2016 Weekend Roundup!


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Second Saturday and Art Walk
Shops and galleries stay open until at least 8pm with specials, free nibbles, and more. Every Second Saturday of the month, 5-9pm, on the 300 block of High Street, 500 block of Poplar Street, and 400 block of Race Street.

Cambridge Farmers Market
Farmers Market on the waterfront at Long Wharf (near High and Water Streets) in Cambridge. Local produce, meats, cheeses, breads, crafts, and more. Every Thursday, 3-6pm, May through October.

Historic Walking Tours
Join a costumed guide for a walking tour of beautiful, historic High Street. Every Saturday at 11am, from April through October. Weather permitting. Meet at Long Wharf at the end of High Street. $8 for adults; 12 and under free. Reserve at 410.901.1000.

Skipjack Cruises
Public cruises on the skipjack Nathan of Dorchester run May through October. One- or two-hour cruises are offered most weekends. Leave from Long Wharf. Check the schedule and reserve your spot at

Lighthouse Tours
Take a free, self-guided tour of the Choptank River Lighthouse. Open daily, 9am-6pm in season (May through October) and by appointment (November through April; call 410-463-2653). Located at Long Wharf Park, near High and Water Streets in Cambridge. Find out more at

Ghost Walks Along Historic High Street
Learn the spooky and fascinating stories of lives lived and lost along Cambridge's historic High Street, said to be the most haunted street on the Eastern Shore, during a Ghost Walk. Sites include Christ Church graveyard, Richardson Maritime Museum, Dorchester County Courthouse, Long Wharf, and more. Part of the Chesapeake Ghost Walks organized by Mindie Burgoyne, the author of Haunted Eastern Shore. $15 per adult; $9 for kids 8-12 years old. Must register in advance; these walks often sell out.  Details and schedule at



 Make this Second Saturday a little more special with the one you love. This monthly event in downtown Cambridge features late shopping hours, free gallery receptions, live music, dining specials and more. Get downtown early to take advantage of special offers on all of those last-minute gifts.



Crabi Gras is bringing this downtown favorite back, with amazing food, great music, and fun for the whole family in Cannery Way.

New location - same great event. We've taken this annual festival and taken it to the street for this year's event, but you can count on the same combination of awesome live music, great food and a memorable time. Celebrate St. Patrick's Day with us downtown. We'll post more details as they become available.

Our annual fundraising gala provides a chance to dress up a little bit and introduce you to all we hope to accomplish in 2016. It's also a great opportunity to take part in the best live and silent auction on the Shore. We'll post more details as they become available, but you can count on first-class food and music.

Help us celebrate the work of the Dorchester County Early Childhood Advisory Council as we celebrate the Momth of the Young Child with amazing family-oriented fun. We'll have arts, crafts, live music by young musicians and community groups providing fun activities. The event takes place in Cannery Way, and we will provide more information as it becomes available.

This annual beer festival by Cambridge Eateries helps us kick off the busy event season with offerings from dozens of regional brewers. Join us on High Street in front of the High Spot, where Chef Patrick Fanning is sure to have the smoker fired up. This event always features the best local live music and a great atmosphere.

The Classic has been an integral part of the City and County heritage for 104 years, and the sponsoring Cambridge Power Boat Regatta Association takes great pride in its contribution to this continuing tradition.

Cambridge has become known in the triathlon world for our flat courses and inviting atmosphere. While most of this race takes place outside of downtown, there will be plenty going on here on Main Street to entertain our visiting friends. Get out on the course and cheer on these amazing competitors during the day, and then come downtown to celebrate with the finishers.


Taste of Cambridge celebrates its 12th year of showcasing our city's amazing culinary heritage and the crabbing industry of our county. We'll gather in the streets to taste award winning dishes, cast our votes and see who reigns in categories like Best Crab Dip, Best Crab Cake and Best Crab Specialty. We'll have celebrity judges, but also ask you to help us choose the peoples' choice in all categories. This is the showcase event downtown, boasting two live stages.


 Enjoy this all-you-can-eat feast at the 35th annual Seafood Feast-I-Val with live entertainment, craft sales, door prizes and displays. Feast on Chesapeake Bay cuisine including steamed Maryland blue crabs, crab soup, fried clams and fish, BBQ chicken, fries, hot dogs, corn, tomaotes, and watermelon. Gates open at 1pm. Feast hours are from 1-6pm. Free parking. Rain or shine. At Governor's Hall at Sailwinds Park, 200 Byrn Street, on the beautiful Choptank River. This event benefits the Cambridge Rescue Fire Company.

The Cambridge Wheels Car Show brings dozens of the highest quality show cars right into the historic heart of our city. Some of these throwback beauties may have even driven these streets. Shops and restaurants will be open, there will be music and trophies awarded for various categories.

  By popular demand, our annual celebration of Blues, Brews and Barbecue returns to Second Saturday September. We'll bring only the best live music, barbecue-inspired dishes and beer to this annual event. Help us say goodbye to another great year in downtown Cambridge.

 Dancing, music, German beer, German and American food are all part of Crabtoberfest, a festival happening 4-10pm on September 17, 2016. Eastern Shore and German fare including bratwurst, wienerschnitzel, red cabbage, steamed crabs, crab cakes, crab soup, knockwurst, sauerkraut, and crab pretzels. Also featuring carnival games and activities for kids of all ages. Happening in downtown Cambridge on Poplar Street.  Admission is $5. For more information, contact the Dorchester Chamber of Commerce at 410.228.3575 or, or go to

 One of only two skipjack races left on the Chesapeake Bay. The race takes place, 10am-noon, on the Choptank River off Cambridge, with the starting and finish lines near the entrance to Cambridge Creek. The best vantage points for viewing are at Long Wharf or Great Marsh Park, or on the water by boat. At Long Wharf there will be bleachers, food vendors, and a radio-controlled skipjack demonstration for those who like their skipjacks on a smaller scale. Cannons on either side of the creek entrance will start and finish the race with a cannon salute. More info at

 Join us downtown as we welcome back IRONMAN Maryland participants from around the world. Cambridge is the host of one of only 13 full-distance IRONMAN endurance races in North America, and we are one of the only two cities that hosts more than one IRONMAN event. There will be THOUSANDS of visitors in Cambridge that week, and downtown is buzzing with live music and entertainment every night. 

 This annual event has become a tradition and celebrates its 40th year in 2016. Enjoy arts and crafts from local artisans as they line High Street from Dorchester Center for the Arts to Long Wharf.




Second Saturday Logo

Second Saturdays! Downtown Cambridge rolls out the red carpet every Second Saturday of the month.  Shops stay open late; galleries and museums host openings; music, food, and kids' activities are often on tap as well.



Arts in Cambridge

Did you know that downtown Cambridge is home to a thriving and eclectic arts scene? Check out the half-dozen galleries and you'll see everything from classic Eastern Shore landscapes to vibrant folk art to contemporary work. Find out what's showing where on our Arts in Cambridge page.



Historic Cambridge Walking Tours

Join a costumed guide for a one-hour walking tour of beautiful, historic High Street. Every Saturday at 11am, April through October. Weather permitting. Meet at Long Wharf at the end of High Street. $8 for adults; 12 and under free. Reserve at 410.901.1000.

Skipjack Cruises

Public cruises on the skipjack Nathan of Dorchester are offered May through October. One- or two-hour cruises happen most weekends. Leave from Long Wharf at the end of High Street. See the schedule.


Farmers Market

The Cambridge Main Street Farmers Market happens every Thursday, 3-6pm in season, May through October. Find out more.






Taste of Cambridge on Maryland's Eastern Shore