Date Night Ideas November 1–3

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Plenty of opportunities to enjoy some one on one time with your significant other or even a friends’ day out this weekend – from beer and oyster festivals to the arts, musicals and more, here are our top picks for November 1-3.

Friday, November 1

Sultana Downrigging Weekend Tall Ship and Wooden Boat Festival
Nov. 1–3. Visit historic Chestertown for the Mid-Atlantic’s largest annual gathering of tall ships, schooners and historic wooden boats, with public sails, musical performances, maritime talks, food, and family-friendly activities. Free. Chestertown Marina, Chestertown. 

Superfine! Art Fair
Oct. 30–Nov. 3. Fun, approachable, and chock full of art by local and global emerging artists. Thurs.–Sat. 11 a.m.–10 p.m.; Sun. 11 a.m.–4 p.m. Union Market, Washington. 

Baltimore Book Festival
Nov. 1–10. Local, regional and national authors, workshops, demonstrations, children’s activities, live music and all things books are combined with this year’s Light City Baltimore. Free. 11 a.m.–7 p.m. Baltimore Inner Harbor.

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Nov. 1–10. Baltimore will be aglow with waterlight graffiti, fireworks, a drone light show, and lots of unique visual art including an interactive display featuring two iconic symbols from the 60s and 70s—the disco ball and the VW Bug. Free. Baltimore Inner Harbor. 

Saturday, November 2

Carrie the Musical
Stand Up For . . . Theatre is proud to present “Carrie – The Musical”. Carrie White is a misfit. At school, she’s an outcast who’s bullied by the popular crowd, and virtually invisible to everyone else. At home, she’s at the mercy of her loving but cruelly over-protective mother. But Carrie’s just discovered she’s got a special power, and if pushed too far, she’s not afraid to use it. Based on Stephen King’s bestselling novel, the musical of Carrie hasn’t been seen since its legendary 1988 Broadway production. $20. 7 p.m. Chesapeake Arts Center, Brooklyn Park. 

Oyster and Brew Festival on Tilghman Island
Enjoy a day by the water slurping oysters, enjoying music and sipping craft brews at Oyster Jam, Phillips Wharf Environmental Center’s annual fundraiser. $30. Noon–4 p.m. Phillips Wharf Environmental Center, Tilghman Island. 

Baltimore Craft Beer Festival
This festival will feature the widest selection of Maryland craft breweries for a homebrew competition, where attendees will have the opportunity to judge their favorites! Plus live Baltimore bands, local food trucks, trivia, and corn hole, all to support Strong City Baltimore! $5–$80. Noon–5 p.m. Canton Waterfront Park, Baltimore.

Jug Bay Run For Wildlife
3k, 5k and 10k races to benefit conservation projects and research aimed at preserving the Patuxent River’s natural wildlife. $20–$30. 9 a.m. Price increases $5 for day of registration. Patuxent River Park, Upper Marlboro. 

CASAblanca—Together We Rise
Anne Arundel County CASA (Court Appointed Special Advocates) will celebrate 22 years of service to abused and neglected children at this black-tie affair featuring dinner, dancing, music, and silent and live auctions. 6–11 p.m. $175 per person. Westin Annapolis Hotel. 

The Tug: MRE vs. Annapolis
Eastport takes on Annapolis in a giant tug of war across Spa Creek. Chili cook-off, music, and vendors. Free. Noon. City Dock, Annapolis, and Chart House Restaurant, Eastport. 

GettyImages 916594438OysterJam—Oyster & Beer Festival
The day will feature oysters from all over the state of Maryland offered raw, fried, steamed, stewed, and in signature dishes offered by select local restaurants. There will also be craft breweries and music. Noon.–4 p.m. Phillips Wharf, Tilghman Island. 

Sunday, November 3

First Sunday Arts Festival
The Arts Festival is held the first Sunday of every month through November on West Street in Downtown Annapolis. Free. 11 a.m.–5 p.m. 1st block of West Street, Annapolis. 

Oyster Festival
Music by Tommy McGee Band noon to 4 pm! Raw Oyster Bar, Fried Oysters, Fried Oyster Po Boy Sandwiches, Oyster Shooters and more! Flying Dog Oyster Stout on tap! Noon-4 p.m. Daniel’s Restaurant and Open Air Bar, Elkridge.

If the crisp fall air has you in the mood for a fall winery tour, be sure to check out our article, Maryland vineyards make the perfect fall date with events, tours.