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“… glad we live in a world where there are Octobers!!!”

Quoting Canadian author, L.M. Montgomery [best known for her novel, Anne of Green Gables], we here at Wades Point Inn on the Bay, are…

“… glad we live in a world where there are Octobers!!!”

Fall has finally arrived on the Eastern Shore of Maryland and we wanted to share with you just a few of our favorite things that make Wades Point an AMAZING place to visit during this colorful season…..

F Firepits & smores’

A Apple picking & hot cider

L Leaves falling from the trees & crackling under our feet

L Looking forward to a feast day of thanksgiving and turkey

W Waterfowl Festival and fresh shucked oysters

A Acorn squash & other fresh roasted veggies

D Drinking wine and watching beautiful sunsets over the Chesapeake Bay

E Enjoy watching Lucy relax on the front lawn waiting for guests to arrive

S Snuggling up in an Adirondack chair with a good book & an extra blanket

P Pumpkins & everything pumpkin-flavored!

O Oatmeal, grits, crockpot cooking, and all things “tummy warming!”

I Inquiring guests making plans for their 2019 vacations!

N Nature trail walks on property in the crisp Autumn air

T Town events like the ever-popular, “Fall Into St. Michael’s”

For all these fun-filled, Fall-ish reasons, how could you NOT 

make a trip to Wades Point Inn on the Bay?


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Smooth Sailing into August…

As this last month of Summer kicks-off before the start of the new school year, many parents are making their way to St. Michael’s, Maryland, to enjoy a little R&R…and what better way to escape then to get out on the water for a sunset sailboat ride; day of crabbing/fishing on the Bay; a wine/beer tasting cruise; and so much more!

One of our favorite recommendations to guests while visiting Wades Point, is to spend part of your day out on the water with some of our favorite local charters such as Captain Ed Farley with the Skipjack H.M. Krentz [#410.745.6080], Captain Iris Clarke with the Selina II Sailboat (and who is actually the granddaughter of the  Sailboat’s original owners) [#410.726.9400], and Captain Wade Murphy; owner of the Rebecca T. Ruark Skipjack [#410.829.3976]. Every guest we send their way, neither choice ever seems to disappoint!

According to one of our recent guest reviews, there are a variety of reasons that make going out on the Rebecca T. Ruark Skipjack such a memorable experience:

“Thank you to the Wades Point Inn for recommending Captain Wade Murphy and the Rebecca T. Ruark! Expecting just a simple ride on the water, Captain Wade made our 2-hour experience something more special than any boat ride we’ve ever taken. Captain Wade and his family are unfortunately a dying breed! To be able to sail on a beautiful, historic vessel is one thing, but Captain Wade allows you to be a part of the experience. If you want to learn, help, and even pilot the boat, this is the place to be!  Being with Captain Wade was absolutely the best part of our vacation! So much so, we went back again the next day! And at only $30 a person for the trip, the experience of being part of the crew and the history lesson we were given ended up being the least expensive thing we did over our entire vacation. Of course, Captain Wade will give you the option of just a ride with peace & quiet as well if that’s what you’re looking for, but we highly recommend choosing to be part of the experience!”

Thank you to ALL our local Captains’ and their crews for continually helping us create such wonderful memories for our guests…and don’t forget to ask us about how to book your boating trips on the water during your next visit to the Wades Point Inn on the Bay!

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In the blink of an eye

In the blink of an eye, another super busy July ends at Wades Point on the Bay with lots of happy guests!

As we look back and reflect on the best of this past month, family reunions are at the top of our list!  We have been very lucky over the years to have had some of the same families visit us every season, each becoming a part of our “Wades Point” family.  And there is definitely nothing better than Lucy remembering these guests so well that you can hear her talking to them as soon as they arrive!

From riding bikes, kayaking, paddle boarding, or just relaxing off of our swim dock on a raft for a few…or maybe even sitting by our firepit under the stars making smores and telling stories you have yet to hear…or having a friendly cornhole competition during a sunny, Summer day while others decide to take a nap in a hammock or even toss around one of our refreshing sprinkler balls…all of these amenities and more are at our guests’ fingertips, creating lasting memories and never leaving anyone without something fun to do!

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New Innkeeper’s Perspective


As I sit here looking at the still water of the Chesapeake Bay through the window of a beautiful, bright and happy “Bay Room” (which also serves as the daily breakfast space), I am reminded of how lucky I am to be one of the newest members of the Wades Point Inn staff, for a few simple reasons:

  • The owners, Ms. Betsy & her daughter Beth, along with Lucy of course (the head woman/beagle in charge), truly treat myself and the rest of the staff like family…and this means everything!
  • I get the opportunity to meet so many wonderful, new people/guests every day, and from all over the world!
  • I look forward to the overall sense of calm that comes when I have the chance to wake up early to a beautiful sunrise. Or ending my day with a nice glass of wine and watching the sunset while swinging in one of the outside hammocks.
  • There is always something to do here! Take out a paddleboard or kayak; ride a bike; read a good book on one of the many porches; walk the mile-long property trail and see various wildlife; while at the same time, noticing the newest flowers in bloom (which by the way, have all been strategically placed and planted by Ms. Betsy & Beth — they are both “ jacks of all trades” and at no time do we ever seem to go without some of their beautiful creations in bloom and spread across the property…inside and out)!
  • And last but definitely not least, breakfast is seriously no joke here! I’ve stayed in many B&B’s but nothing has come close to topping the AMAZING breakfast at this hidden gem!

As we approach the peak of our 2018 season, we are excited about sharing all the new and fun adventures that will be coming our way!  And from all of us here at Wades Point Inn on the Bay, we look forward to greeting you soon!

-Juli Strohmer


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And we aren’t talking about Lucille Ball. We are talking about our lovely

little beagle named Lucy!


Miss Betsy (Proprietor of Wades Point Inn) found one-year-old Lucy

in a shelter. After several visits to the shelter, Miss Betsy decided to

bring Lucy home to Wades Point Inn. Lucy was caged beside a larger

dog who barked and carried on constantly and made Lucy very upset.

Miss Betsy wanted to take Lucy away from that and bring her home

to the peace and tranquility of Wades Point Inn.


Going from a 1 year old pup to a 12-13 year old mature dog has provided many stories of her adventures, mischeveious actions and

tender moments. Lucy would go on hunting adventures in the swamp.

Miss Betsy talks about how Lucy would be gone for hours and come

back muddy and wet—sure sign she was hunting in that swamp again.


A guest shared a story about when she was visiting and laid in the

hammock to catch a nap. When she went to sleep she had on two

flip-flops and when she woke up she had on one flip-flop. Thinking

it had just fallen off her foot while she was sleeping, she rolled over to

pick it up off the ground, but found no flip-flop. Little did she know that

while she was sleeping a sweet little beagle had walked past and took

that flip-flop and carried it off.   The guest found it several hours later

on the ground on the other side of the property.


If you are sitting alone relaxing or reading a good book, don’t be surprised if you look down and see Lucy lying there. It’s as if she doesn’t like seeing anyone sitting alone and she feels the need to

keep them company. She is probably hoping that soon you will break

out a snack or two and share with her if she is lucky! lol


Lucy has captured the hearts of all of the family and staff and continues

to play hostess to all of our guests. Lucy we love you!


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So hard to believe that summer is just about over.  Thank you to all of our guests for visiting us and making the humidity and heat more enjoyable with your friendly, smiling faces.

Now we are looking forward to Fall.  The cooler temperatures, the leaves changing color and Fall Into St. Michaels.  Enjoy the beauty of the foliage color change in historic St. Michaels, Maryland.   The change of the season brings excitement and vibrant color to the town, as residents and businesses celebrate Fall into St. Michaels.

Festivities begin on October 14, 2017 and run through October 22, 2017.  Call to get your reservations booked now—rooms are going fast.  Don’t miss out on the colors of the fall season.

Not to send you in a panic about the Christmas season getting closer but Midnight Madness and Christmas in St. Michaels are just a few months away.  Midnight Madness is being held this year on December 2, 2017.  Shops will be open until midnight with refreshments and snacks and special sales all day and night.  Wouldn’t it be great to do all your Christmas shopping in one day?**  Shops will give you raffle tickets based on the total that you spent and at midnight there will be raffles for prizes valued at over $15,000.  Look for Midnight Madness sponsor posters at your favorite shops, restaurants and lodging locations.

The following week is Christmas In St. Michaels, held December 8 -10, 2017.  Come enjoy the weekend celebration with gingerbread houses, Yuletide Party, Breakfast with Santa, the Talbot Street Parade marking the arrival of Santa and Mrs. Claus and Tour of Homes decorated for the holiday season.

You can make your reservations to stay with us for these great events online at or by calling us at 410-745-2500.

**  The local shops are wonderful for those unique gifts and to receive

those raffle tickets for the drawing at midnight, but just a short trip

away in Easton are all the big box stores (Target, Dick’s, Walmart,

Kohl’s) to finish up that shopping with no lines to wait in.

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Spring is in the air, our flowers are beginning to blossom and the time is here to reopen our home to all of our guests.  We have been busy this winter remodeling one of the rooms in our main house (details and pictures in our next blog) and beginning the process of rebuilding our dock (boat lovers rejoice).  Rooms are still available for Saturday, April 1st and Saturday, April 8th.  We normally have a two night minimum on weekends—take advantage of these two weekends to book a Saturday night only (discounts may even apply).  If you have never stayed with us before, this is a great opportunity to come check us out!

Also new this spring, our newsletter!  Our intention is to use this medium as a means of keeping you updated on the special rates we are offering throughout the year, updating the progress of new projects, highlighting events happening in our area, share recipes for our breakfast buffet dishes (yummy) and the opportunity to keep in touch with you, our “Wades Point Family”.  If you did not receive our first edition, email us at [email protected] to be added to our mailing list.

Here is a list of some of the upcoming events in our area for the month of April:

April 8 – 9, 2017:  Eastern Shore Sea Glass and Coastal Arts Festival, Ophiuroidea, St. Michaels, MD

April 29 – 30, 2017:  WineFest at St. Michaels (We will be providing transportation for guests.)

If you’re still not sure if you want a peaceful, relaxing retreat or a fun-filled weekend, why not have both?  Since Wades Point Inn is just a short road trip from Washington D.C., Philadelphia, Baltimore, and Annapolis, you can relax with us at Wades Point Inn before hitting the town to join in the fun—or not!  And in the morning, enjoy the awesome views of the Chesapeake Bay while enjoying local favorites at our breakfast buffet. You CAN have the best of both worlds; join us…we’ll show you how it’s done!

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War of 1812, Thomas Kemp, and the Pride of Baltimore

Here’s a question for all of you history buffs out there: What do Thomas Kemp, the Wades Point Inn, and the War of 1812 have in common?

In August of 1813, the British Royal Navy came up the Chesapeake planning to take over the town of St. Michaels. They were met with much resistance in St. Michaels harbor, so they regrouped and took their troops down the Bay searching for a way to get their troops on land. Coming ashore at Wades Point, the British troops started their march into St. Michaels, only to be met by five hundred (unexpected) Maryland troops beginning what is now said to be the largest land battle in Maryland for the War of 1812. Where does Thomas Kemp fit into all of this, you ask? Well, Thomas Kemp was a shipbuilder in Fells Point and built some of the fastest ships on the Chesapeake Bay (and subsequently used in the War of 1812)—including the Chausser, which was known as “The Pride of Baltimore”, and after which the current Pride of Baltimore was modeled. Thomas Kemp also went on to buy Wades Point after the war and moved his family there away from the hustle and bustle of the city. He put his architectural skills to work building his new how which was inspired by the Brice house in Annapolis. Tucked alongside of the top of the chimney is a  hidden room,  the perfect lookout for spotting those pesky British ships!

On Saturday, July 27, Wades Point Inn will be hosting a discussion about the War of 1812, which will be led by a group of authors who joined forces to produce a book about the War and how it affected St. Michaels. Join us for a great discussion, beautiful views, and scrumptious hors d’oeuvres. The reception will begin at 5 p.m., and seats are going fast! Call the Inn today at 410.745.2500 to reserve your seat and to be a part of this historical celebration!

Getting into the spirit of all things nautical and Chesapeake Bay related, we’ve updated and added to our “fleet” of kayaks  and have also added paddle boards for our guests. For those who like to keep your feet on dry land, don’t worry—we’ve also updated and added to our “fleet” of bicycles for your cruising pleasure!


As you know, Wades Point Inn Bed & Breakfast is just a few miles from downtown St. Michaels, close enough to town to offer the convenience of shopping, dining, antiquing, and festival-going, but far enough away to be peaceful and relaxing. Staying with us here at Wades Point Inn offers the best of both worlds!

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Battle of St. Michaels Bicentennial

Battle of St. Michaels Bicentennial

Date: August 10, 2013 – August 11, 2013
Event DescriptionBattle of St. Michaels BicentennialAug. 10,2013 -A parade kicks off the celebration at 10:AM With a full day of events to follow.Aug 11, 2013– Watermen’s Appreciation Day & Crab Feast 
With special celebrity appearances from members of the Deadliest Catch & Swamp People TV Shows.

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