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Five reasons to visit St. Michaels, Maryland

Five reasons to visit St. Michaels, Md. | Where Erin Goes

On the Eastern Shore of Maryland is a quaint little resort town called St. Michaels.

The small town’s claim to fame is it “fooled the British” during the War of 1812. Hanging lanterns in the treetops outside of town and dimming the lights caused the British cannons to overshoot the town and its shipyards. You’ll now see the nickname “The town that fooled the British” on the sign that welcomes you to St. Michaels.

Besides it’s role in American history, I’ll give you five reasons to visit the town today.

1. The charming downtown is fabulous for shopping.

American Holiday is one of my favorite boutique shops in downtown St. Michaels. (Photo by Erin Klema)

American Holiday is one of my favorite boutique shops in downtown St. Michaels. (Photo by Erin Klema)

Downtown St. Michaels has a walkable stretch of cute antique, gift and boutique shops. For jewelry, I always find trendy affordable pieces at Pizazzzz. If you are looking for nicer sterling silver jewelry, check out Silver Linings. Take Me Home is worth a visit to peruse the funny cards and check out the shabby chic decor. If you collect Christmas ornaments while traveling, The Christmas Shop is a must stop. For cool home decor, head to American Holiday and Come By Chance. This summer I found oversized black gemstone-like studs at Knotty Living, one of the newest shops in town.

2. St. Michaels is situated on the water.

Sailboats in St. Michaels (Photo by Erin Klema)

Sailboats in St. Michaels (Photo by Erin Klema)

Isn’t there just something so serene about being near water? In St. Michaels, you can walk along the waterfront just blocks from the downtown shops and restaurants. You can even learn about the Chesapeake Bay’s history at the Chesapeake Bay Maritime Museum, go into a lighthouse from the 1800s, and set sail with a charter or by taking lessons.

The Chesapeake Bay Maritime Museum in St. Michaels (Photo by Erin Klema)

The Chesapeake Bay Maritime Museum in St. Michaels (Photo by Erin Klema)

3. St. Michaels Winery has a tasting room downtown.

Along the Chesapeake Wine Trail, St. Michaels Winery is the largest winery on the Eastern Shore and offers a variety of dry to sweet wines to taste. The tasting room is located in the Old Mill complex in downtown. I have yet to stop into the winery, but I’ve tasted most of the wines at the annual Wine in the Woods festival in Columbia, Md. If you like sweet wines, I recommend the Gollywobbler Black and the Chocolate Zin. The winery’s Chambourcin — a red wine varietal often found at Maryland wineries — has won awards in past years.

4. Ava’s Pizzeria & Wine Bar has delicious pizza and interesting daily specials.

A pizza of the day at Ava's Pizzeria & Wine Bar in St. Michaels, Md. (Photo by Erin Klema)

A pizza of the day at Ava’s Pizzeria & Wine Bar in St. Michaels, Md. (Photo by Erin Klema)

You really can’t go wrong no matter what you order here. I’ve dined at Ava’s several times over the past four years and have tried the wood-fired pizzas, Jenn’s Roasted Veggie Panini and several of the daily specials. The pizzas are obviously a house specialty, and you can create your own, order a specialty or be adventurous and try the pizza of the day. Be sure to also ask your server about their other specials that day. I once had an amazing pumpkin hummus during the fall. There is outdoor seating behind the restaurant, and it’s a great casual lunch or dinner spot in downtown St. Michaels.

5. Live the luxurious life at the Inn at Perry Cabin.

The Inn at Perry Cabin in St. Michaels, Md. (Photos by Erin Klema)

The Inn at Perry Cabin in St. Michaels, Md. (Photos by Erin Klema)

Does the Inn at Perry Cabin look familiar? If you’ve seen “Wedding Crashers,” you may recognize it from the wedding reception scene, where Owen Wilson’s and Rachel McAdams’ characters first meet. It’s pretty cool to know I’ve walked the same ground as Christopher Walken.

The 78-room manor house is a luxurious resort that sits on the Miles River waterfront. It’s also home to a Four Diamond restaurant, Stars, which serves tea daily from 3 to 5 p.m., and the Linden Spa, where you can unwind and treat yourself to a facial or massage.

So, if you’re planning a Mid-Atlantic getaway, St. Michaels certainly proves that Maryland does far more than crab cakes and football. Get it? If not, see this YouTube video.

Wish you were here,

Erin

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4 Comments Post a comment
  1. St. Michaels is definitely on my bucket list of places I must visit especially after seeing your pics and commentary. I cannot resist a good Christmas shop, and throw in some regional wine and ocean breezes and I think I will be in heaven.

    August 19, 2014
    • You’d love St. Michaels! It’s just so quaint and charming.

      August 25, 2014

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