The First State is made almost entirely of small towns and those of us who live here know that each one has its own personality and cozy community. If you’re looking for a winter getaway or a chilly weather day trip, why not plan to get to know some of our favorite places?

  1. Milford

Facebook / Downtown Milford, Inc. Winter is a quiet season in Downtown Milford, which is otherwise often busy with events and festivals. Take a walk down by the river before enjoying dinner or a day of shopping. Milford, DE 19963, USA

  1. Dover

Flickr / Roman K Dover seems to be busy year-round, but it’s always a good idea to visit in the winter when it’s not quite as bustling. Enjoy historic sites and Silver Lake Park on your getaway. Dover, DE, USA

  1. Rehoboth Beach

Flickr / Mike Mahaffie Visiting the beach in the winter is so much fun! Rehoboth is home to lots of year-round shops and restaurants, so there’s plenty to do if you like to stay busy.

  1. Bethany Beach

Flickr / Lisa Williams Bethany Beach calls itself one of Delaware’s quiet resorts, and that’s particularly true in the winter. Take advantage of off-season deals and plan a weekend stay just steps from the beach at any of the town’s Inns or Hotels.

  1. New Castle

Flickr / Peter Miller New Castle is a historic town that’s perfect for a winter day trip. Enjoy a great meal, some small-town shopping, and a walk down by the Delaware Bay.

  1. Lewes

Flickr / duluoz cats Lewes is great to visit in the winter, whether you want to spend time exploring Cape Henlopen State Park or historic sites scattered about town. This is another beach town with lots of year-round restaurants and shops.

  1. Montchanin / Greenville

Facebook / The Inn at Montchanin Village and Spa For a truly luxurious winter getaway, book a stay at the Inn at Montchanin. Treat yourself to a spa day or use the Inn as a base camp for exploring Delaware’s chateau country.

Where do you like to go when the weather turns chilly in Delaware? Are you more of a day trip person, or do you book yourself a weekend away?

Facebook / Downtown Milford, Inc.

Winter is a quiet season in Downtown Milford, which is otherwise often busy with events and festivals. Take a walk down by the river before enjoying dinner or a day of shopping.

Milford, DE 19963, USA

Flickr / Roman K

Dover seems to be busy year-round, but it’s always a good idea to visit in the winter when it’s not quite as bustling. Enjoy historic sites and Silver Lake Park on your getaway.

Dover, DE, USA

Flickr / Mike Mahaffie

Visiting the beach in the winter is so much fun! Rehoboth is home to lots of year-round shops and restaurants, so there’s plenty to do if you like to stay busy.

Flickr / Lisa Williams

Bethany Beach calls itself one of Delaware’s quiet resorts, and that’s particularly true in the winter. Take advantage of off-season deals and plan a weekend stay just steps from the beach at any of the town’s Inns or Hotels.

Flickr / Peter Miller

New Castle is a historic town that’s perfect for a winter day trip. Enjoy a great meal, some small-town shopping, and a walk down by the Delaware Bay.

Flickr / duluoz cats

Lewes is great to visit in the winter, whether you want to spend time exploring Cape Henlopen State Park or historic sites scattered about town. This is another beach town with lots of year-round restaurants and shops.

Facebook / The Inn at Montchanin Village and Spa

For a truly luxurious winter getaway, book a stay at the Inn at Montchanin. Treat yourself to a spa day or use the Inn as a base camp for exploring Delaware’s chateau country.

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