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An Inn for Everyone

The Inn at Perry Cabin, located in St. Michael's, Maryland, welcomes travelers of all kinds for world-class dining, entertainment and family-friendly events.

The Inn at Perry Cabin offers great views, ample dining and a community-minded atmosphere. All photos courtesy the Inn at Perry Cabin

If you’ve seen the 2005 movie Wedding Crashers, featuring Vince Vaughn and Owen Wilson, you may recognize the beautiful setting where the wedding was filmed – the Inn at Perry Cabin, located in St. Michael’s, Maryland. It’s situated on the Chesapeake Bay, roughly 80 miles from Washington D.C. Admittedly, I had never heard of St. Michael’s prior to booking our family’s Memorial Day weekend getaway. 

Traveling these days looks a little different for my husband and me; we have a small dog and two toddlers who are 14 months apart, both under the age of three. As you can imagine, we value hotels and towns that are family-friendly, and our definition of ‘family-friendly’ includes dog-friendly. It’s not as easy as one would think to find hotels and restaurants (even with outdoor dining) that can accommodate our fur child!

So, when I learned that the Inn at Perry Cabin not only accepts dogs but also welcomes them with treats and a comfortable sleeping mat, I knew this would be a good destination for our family. The Inn’s guest services even recommended off-site restaurants that would welcome our dog. 

Upon arriving at the resort, we were so impressed with the beautiful grounds, featuring a spa, tennis courts, a swimming pool and landscaping throughout the property. The resort has its own fleet of sail and motor boats available to reserve for charters or courses as part of the sailing academy. There is also an 18-hole golf course called Links.

Guests can enjoy in-room dining or one of three onsite options. For fine dining, Stars offers American and seafood fare with the freshest ingredients from the Eastern shore and beautiful waterfront views. For more casual options, check out Purser’s Pub or the High Tide Pool Bar. 

For off-site dining, you must explore Talbot Street, where you can find delicious restaurants and shops. We enjoyed Foxy’s Harbor Grill, which is a great seafood spot with a large outdoor patio. The salmon was prepared perfectly, and if you have a sweet tooth, you should try the peanut butter pie. 

Ava’s Pizzeria and Wine Bar has appetizing pizzas and pastas, along with an extensive wine and beer menu. The atmosphere at Limoncello, another Italian spot, feels as though you’re actually dining in coastal Italy. There, you can find dishes beyond pizzas and pastas. 

For ice cream, we tried the Jojo’s Ice Cream and Justine’s Ice Cream Parlour – and you can’t go wrong with either of those options!  

In terms of sightseeing, car enthusiasts will enjoy the Classic Motor Museum with its ample cars on display. The museum organizes several special events throughout the year, and we were lucky to experience its annual Memorial Day weekend parade, which features quite a collection of cars parading down Talbot street. The Chesapeake Bay Maritime Museum is another site to visit when in St. Michael’s. Its waterfront campus has several historic boats and special exhibits – an activity that will appeal to visitors of all ages. 

St. Michael’s was one of the most charming towns. The Inn at Perry Cabin is such a family-oriented resort, but don’t worry – if you’re traveling as a couple on a babymoon, with girlfriends for a bachelorette party, with your extended family for a family reunion or even solo, there is no doubt that you will find an activity that suits you. If you are planning a visit to the east coast, do yourself a favor and visit this historic town. You will not be disappointed!