Travel like a local.

Podcast, Reedy Press

Sea Witch Festival, Cape Henlopen & DogFish Head Brewery in Lewes, Delaware

Best things to do in Lewes Delaware - Rachel Kipp - Cape Henlopen

Stroll along Cape Henlopen at sunset

I’m really excited to interview Rachel Kipp, the co-author of 100 Things to Do in Delaware Before You Die, about Lewes, Delaware. Rachel’s tips for the best things to do in Lewes are awesome because she first visited Lewes as a newspaper reporter for Delaware’s largest newspaper, and she visited several times while writing her book. She loves the city’s beautiful beaches, surprising history, and overall vibe.

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Best things to do in Lewes Delaware - Rachel Kipp - Rehoboth Boardwalk

Rehoboth Boardwalk is a fun place to walk, sample food, and play fun games.

Lewes, Delaware

We share a lot of resources and local suggestions in today’s podcast, but you should also check out Things to do in Lewes, the local visitor’s bureau. They are a wealth of information and can help you plan an itinerary based on your time, budget, and interests.

If you’d like to learn how to travel for free using airline miles and hotel points, check out my free 7-day email course.

Best things to do in Lewes Delaware - Rachel Kipp - Dogfish Head Brewery

Visit Dogfish Head Brewery to taste local brews and enjoy delicious food.

Getting around Lewes

The local airport is Baltimore/Washington International Thurgood Marshall Airport (BWI), which is about a 90-minute drive to Lewes. Another option is Salisbury Airport (SBY), which is about an hour southwest of Lewes. It is primarily serviced by American Airlines and has connections to Philadelphia and Charlotte.

Rachel says that, even if you’re staying downtown, you’ll want to rent a car. For the best offers, visit Avis, Budget, or Hertz.

Uber and Lyft are excellent ways to get around.

When you only need a car for a couple of hours, you can rent by the hour with Zipcar. Join now to get $25 loaded into your account.

Best things to do in Lewes Delaware - Rachel Kipp - The Ice Cream Store

The Ice Cream Store has tasty treats that will cool you off on a hot summer afternoon.

Places we talked about on the podcast

Here is a map of all of the places we talked about on the podcast episode with Rachel Kipp and Dan Shortridge about Lewes, Delaware. You can zoom into the map and click on each dot to explore the city.

  • Red dots = best places to eat in Lewes, Delaware
  • Green dots = best things to do in Lewes, Delaware
  • Yellow dots = best places to stay in Lewes, Delaware

Who is Rachel Kipp?

Rachel Kipp is part of a husband-and-wife team of veteran Delaware explorers with Dan Shortridge. Rachel and Dan both worked as newspaper reporters covering Delaware from Delmar to Hockessin, and they’ve lived and worked in all three counties across the state. They currently work in public relations and marketing.

They love the stories and tales of the First State and write about the state in books, major online publications, and newspapers & magazines. You can read their tips for Delaware in their two books from Reedy Press100 Things to Do in Delaware Before You Die (Amazon referral link) and Secret Delaware: Secret Delaware: A Guide to the Weird, Wonderful, and Obscure.

Best things to do in Lewes Delaware - Rachel Kipp headshot

Here are a few articles featuring Rachel and highlighting her tips for visiting Delaware:

You can connect with Rachel on her website or through social media on Twitter or LinkedIn. Support local bookstores by buying her books at And you can support this podcast when buying Rachel’s books through our affiliate link at Amazon.

Big thanks to today’s affiliate partner – CLEAR

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Best things to do in Lewes Delaware - Rachel Kipp - Browseabout Books

Support local bookstores by buying a book from your favorite author at Browseabout Books.

Stay tuned for our next episode

Listen to the next episode when Kevin McGoff of Next Stop Sur la Route shares the best things to do in L’Isle sur la Sorgue, France. In this episode, Kevin and I talk about going antique shopping in the local shops, visiting the Notre Dame des Anges, and seeing the sculptures at Villa Datris. We hope you’ll join us when We Travel There.

What’s your favorite part of Lewes? Send us a Tweet, let us know in the comment section below, or continue the discussion in our Facebook group!

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To see which cities we’ve interviewed and scheduled, please visit If you’d like to be a guest on the show, please submit an application at

Related episodes

To learn more about popular destinations near Lewes, Delaware, please listen to our other episodes:


  1. Sammy

    There’s also Salisbury Airport (SBY) which has connections to Philadelphia and Charlotte.

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