Holiday Festivities Abound, Part 3

Festivals, Markets, and Fun for the Season in Milton, Milford, Ocean View and Ocean City

With O, Ho, Ho Ho Ho, so many holiday festivities taking place in Dewey, Rehoboth and Lewes it may be hard to fathom venturing elsewhere. But why not!?!? There are many more choices across Sussex, plenty to weigh as you consider where to adventure (and host all those out-of-town visitors).  


Consider Milford where Santa arrives at 11 a.m. on November 26. Santa’s House there will be welcoming kids and grandkids on Fridays and Saturdays from 5 – 8 p.m. and Sundays from 11a.m. – 2 p.m. 

Milford’s 17th Annual Holiday Stroll and 3rd Annual Christmas Market. happens to be on the same date as the Lewes Holiday extravaganza – December 3rd.  

The Milford Holiday Stroll and Christmas Market hours are 3 – 8p.m. Milford’s downtown is the perfect place for a stroll anytime of the year because the Mispillion River flows right through it. It, a unique feature of this Southern Delaware town. The market is located off S. Walnut Street in the Riverwalk Farmers Market Park.   

Like most local holiday festivals, shops and restaurants will be decked out to welcome guests and local artisans will be displaying their treasures for prospective buyers.  


Milton’s Christmas Parade Festivities take place on Wednesday, December 7 from 4 p.m. to 8 p.m. The Milton Theater Quayside is hosting a Beer Garden that includes a variety of food and refreshments. The parade starts at 7 p.m. 

Following close on its heels is another band holiday concert. This time at the Milton Theater, the Chesapeake Silver Cornet Brass Band will play on December 21 at 7:30 p.m. Tickets are $20 for this concert as well.  (The Milton Theater has other holiday related presentations on its schedule that you may want to check out.)

A bit further south: Ocean City and Ocean View

Winterfest of Lights, Ocean City

Further south, Ocean City Maryland displays its Winterfest of Lights running through at Northside Park on 125th Street (Nov. 17 – Dec. 31st). Unlike the “drive-through” Winter WonderFest (of Lights) at Milton’s Hudson Field, Ocean City’s version is a half-mile walking tour.  Photo Ops with Santa will be available and there is a $5.00 charge for the walk.  

The jam-packed Black Friday weekend includes the Ocean View Old Town Holiday Market and Tree Lighting from 1 – 5:30 p.m. in John West Park on November 26.  

Wherever and whenever you choose, be sure to ENJOY the beautiful lights, festive atmosphere, and fun options that brighten this season!

By Mary Jo Tarallo, Guest Journalist

Mary Jo Tarallo spent much of her career in public relations with various non-profits and spent 40 years involved with the ski industry as a journalist, public relations director for a national trade association and as executive director of the Learn to Ski and Snowboard initiative. Prior to her ski industry involvement she worked for the Maryland International Center in Baltimore and United Way of Central Maryland. She won a Gold Award for TV programming for a United Way simulcast that starred Oprah Winfrey. She has been cited for her work by numerous organizations. Mary Jo grew up in Baltimore, attended the University of Maryland and Towson University, lived in Washington, DC for 21 years and has been a full time resident of Rehoboth Beach and Milton since May 2019.  

4 responses to “Holiday Festivities Abound, Part 3

  1. I’m surprised that you did not list the Christmas parades in Millsboro, Georgetown,Lewes and Rehoboth Beach and tree lighting.
    If you are providing holiday info you need to include all the local communities. There are soooo many local events yet you only list a few. WHY?

    1. Hi Dick,
      We tried to list more in our other holiday articles:

      We listed those parades and the tree lighting in those, however there are definitely so many communities and our journalists are part-time (retirees) who give us what they gather and we’re so grateful for their work! We’re also not for profit, so we don’t have extra to cover this more extensively. However, if you happen to make a list of ones this season we should look for next year, we’d LOVE to have that and definitely use it.

      Thanks so much for taking the time to share as we do take feedback seriously.
      Enjoy the holidays!

    1. Hi there,
      Interesting thought, but no, it’s our resident journalists Mary Jo and Bridget, as well as local businesses that share content (Mast Audiology, Atracare, Caring Transitions), and occasionally a national strategy group (Nursing Home Abuse)

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