• Rehoboth Walking Food Tour
    On-Going Event: 1/1/2018 - 12/30/2018
    Tuesdays, Fridays & Sundays year-round. A 3-hour culinary adventure. Food tastings, wine, beer & cocktails followed by a delicious lunch. $49. Advance purchase required. Downtown Rehoboth Beach. 800-979-3370
  • Historic Lewes Farmers Market
    On-Going Event: 5/5/2018 - 9/29/2018
    Saturdays. Locally grown foods. 8am-12pm. Oct. 7- Nov. 18 open 9am-noon at Shields Elementary School parking lot. George H.P. Smith Park, Lewes. 302-644-1436
  • Rehoboth Beach Farmers Market
    On-Going Event: 6/5/2018 - 10/30/2018
    Tuesdays. Rain or shine. Over 35 vendors selling vegetables, fruit, meat, seafood, prepared foods & baked goods. 12-4pm. Grove Park, Rehoboth Beach. 302-249-7878
  • Movies on the Beach
    9/7/2018 - 9/28/2018
    Fridays. Movie starts at dusk.  Bethany Beach bandstand. 302-539-8011
  • 19th Annual Jean and Joan Golf Tournament
    11am. Benefits Tunnell Cancer Center. Entry fee includes green & cart fees, lunch, memorial gift, snacks, drinks, post cocktail & dinner with silent & live auction. Kings Creek Country Club, Rehoboth Beach. 302-644-2900
  • Greyhounds Reach the Beach
    10/4/2018 - 10/7/2018
    Celebrate greyhound adoption. Top speakers, small group seminars, vendors & ice cream social. 11am-5pm. Dewey Beach.
  • 42nd Annual Fall Sidewalk Sale
    10/5/2018 - 10/7/2018
    Great deals & fabulous finds. 10am-8pm. Times may vary per store. Downtown Rehoboth Beach. 302-227-6446
  • Dewey Goes Pink
    5k race or 1.5-mile walk. Proceeds fight against breast cancer. The Starboard, Dewey Beach. 302-644-6844
  • Lewes Fall Craft Fair
    Crafts, festive live music & food. 9am-4pm. Admission $5. Children 12 & under Free. Lewes Historical Society Complex, Lewes. 302-645-7670
  • Oktoberfest
    Authentic Munich feel, German fare from local restaurants, Dogfish Head brews, wines, oom-pah band, Bavarian folk dancing & children's activities. Lewes Canalfront Park, Lewes. 302-645-2795
  • Bark on the Boards
    Enjoy a leisurely stroll on the boardwalk. Plus fun activities. 12-2pm. Lake Gerar Park, Rehoboth Beach. 302-856-6361
  • Rehoboth Beach Jazz Festival
    10/11/2018 - 10/14/2018
    Celebrating over 25 years of smooth jazz at different venues throughout the area. Fashion Show & more. Rehoboth Beach.
  • 29th Annual Sea Witch Festival
    10/26/2018 - 10/28/2018
    Parade, cackling contest, best costumed dog parade, face painting, games, arts & crafts, food & music. 10am-5pm. Downtown Rehoboth Beach. 302-227-6446
  • Children's Fantasy Trail
    10/27/2018 - 10/28/2018
    Trick-or-Treat for candy & toys with storybook characters along a jack-o-lantern lined trail. Singing, juggling & magic. Sat. 6-8pm. Sun. 6-7:30pm. $5 admission. Cape Henlopen State Park, Lewes. 302-645-8073
  • Trunks for Treats
    Safe, non-gory, fun-filled Halloween. 6-8pm.  Conley's United Methodist Church, Lewes. 302-945-1881
  • Rehoboth Beach Independent Film Festival
    11/1/2018 - 11/11/2018
    Showcasing the best American & international films including features, documentaries & shorts. Entertaining & fun activities, delicious food & craft beers.  Movies at Midway, Rehoboth Beach. 302-645-9095
  • 3rd Annual Delaware Resorts 55+ Expo
    Premier showcase of products & services to enhance the life of the 55+ community. Free. 9am-5pm. Cape Henlopen High School. 302-236-0857
  • Holiday Fair Art & Craft Show
    11/3/2018 - 11/4/2018
    Over 30 artisans including jewelry, glasswork, pottery, clay sculpture, painting & woodworking. 10am-4pm. Admission. Rehoboth Art League, Rehoboth Beach. 302-227-8408
  • 31st Annual Beebe Ball
    6-10pm. Party band Blue Label. Decadent dining, exciting auctions & gaming tables. Nassau Valley Vineyards, Lewes. 302-645-3300
  • Holiday Tree Lighting & Sing-A-Long
    Holiday sing-along &l tree lighting at the bandstand. 6:30pm. Downtown Rehoboth Beach. 302-227-6181
  • It's a Wonderful Life
    11/30/2018 - 12/2/2018
    Live theater. Call to buy tickets. Fri. & Sat. 7:30pm. Sun. 2pm. Possum Hall, Georgetown. 302-856-4560
  • Winter White Sale
    100+ local & regional artists. Funds support CBH. 6:30-9:30pm. Lewes. 302-645-9184
  • 8th Annual Open House Hospitality Day
    10am-4pm. Corkran, Ventures & Tubbs Galleries. See website for details. Rehoboth Art League, Rehoboth Beach. 302-227-8408
  • Animal Lovers Fur Ball
    Black tie, sit-down dinner, open bar, live music, dancing, & silent auction. Go online for more details. Atlantic Sands Hotel & Conference Center, Rehoboth Beach. 302-856-6361
  • Christmas Tour of Lewes
    Self-guided tour through historic homes decorated for the season. Christmas antiques & collectibles sale & bake sale.  Lewes. 302-645-7670
  • Lewes Christmas Parade
    5-6:45pm. Parade 5pm. Immediately following will be the Christmas Tree lighting in Zwaanendael Park & caroling around the tree.  Lewes. 302-645-8073
  • Milton Holiday House Tour
    The popular event, now in its 24th year and hosted by the Women’s Club of Milton, presents a festive holiday house tour of several of Milton’s most charming homes, both historic and new, as well as three historic public buildings, all beautifully decorated for the holidays.

    Tickets: $20 in advance; $25 Day of Tour. Advanced tickets will be available in early November at the following locations in Milton: The Mercantile at Milton, 109 Union Street; Salon Milton, 517 Chestnut Street; the Milton Historical Society and Museum, 210 Union Street; Suburban Farmhouse, 108 Federal Street; and at Lewes Gourmet, 110 Front Street, Lewes, DE. Advanced tickets may also be reserved by calling 302-329-9738. Day of Tour tickets will be available at the Holly Festival in the Milton Fire Hall – Women’s Club Bake Sale Table, The Mercantile at Milton, and the Milton Historical Society and Museum. 2:30pm – 6:30pm (rain shine or snow).
  • Milton Holly Festival
    9am-3pm. Crafts, artwork, jewelry & holiday gifts. Food available. Santa will be there.  Front St., Milton. 302-684-1101
  • Seashore Marathon and 1/2 Marathon
    7am. Tech shirts & medals for all who finish.  Rehoboth Beach.
  • Dewey Ball Drop
    Festivities begin 11:30pm. Dewey Beach. 302-228-3701
  • Dewey Dunk
    Registration 11am. Begins at noon. $20 fee includes bonfire, T-shirt & wristband for post-dunk discounts at Dewey restaurants & businesses. Dewey Beach. 302-228-3701