Midnight Madness in St. Michaels

Only 16 days until St. Michaels’ biggest shopping day of the year! Are you ready for the 9th annual Midnight Madness??


Saturday, December 4th, St. Michaels will host its annual shopping extravaganza. The shops and boutiques throughout the town will keep their doors open until midnight and will be offering unbelievable savings that you will not want to miss!

Refreshments and snacks will be served and Carolers will be walking the streets to serenade all shoppers. Every shopper will receive a ticket to win great prizes with each $15.00 purchase that is made. The drawing for the prizes will take place promptly at 11:30 pm in London’s parking lot—between Railroad Avenue and Mill Street. Over $50,000 in holiday prizes will be won at this year’s Midnight Madness.

Be sure to visit St. Michaels the first weekend in December. You don’t want to miss this fun holiday tradition full of good food, great music, and BIG SAVINGS!

The Tall Ships Are Coming To St. Michaels

The Chesapeake Bay Maritime Museum is hosting 5 different tall ships during May & June.  Come and stay at Five Gables Inn & Spa and enjoy our Spa & Sail package which includes two-nights accommodations, a 1-hour massage for 2 people, a 2-hour sail and a dozen crabs at the Crab Claw Restaurant!  Then head to the Chesapeake Bay Maritime Museum to tour a real Tall Ship or a working replica.

When you stay at Five Gables Inn & Spa, you receive $3.00 off regular admission to the museum.  See the schooner Sultana May 5-12, the schooner Wolf June 4-7, the replica of the HMS Bounty June 15-17, The Pride of Baltimore June 21 & 22 and the Viking Ship Norseman June 22-24.

The Bounty’s visit co-insides with the very popular, Antique and Classic Boat Festival at CBMM.  The Bounty was built in 1960 for the movie “Mutiny on the Bounty” and was featured in several television programs and “Pirates of the Caribbean: Dead Man’s Chest”.  This is a great chance to see some of the most beautiful boats on the Chesapeake and its surrounding waters.  Come stay at Five Gables and tour a legend!!

St. Patrick’s Day

St.-Patricks-Day-2St. Patrick’s Day is special this year in St. Michaels, when Carpenter Street Saloon will be holding their Annual Shopping Cart Races on Saturday night, March 17th.  The epitome of small town fun that you just have to see to believe.

Stay at Five Gables Inn & Spa and take a short walk to Carpenter Street Saloon and enjoy the best corned beef and cabbage in town for dinner.  Stay for the festivities and shopping cart races and you don’t worry about driving!

Talbot County Restaurant Week


One of our favorite St. Michaels events starts March 25, 2012.  This year’s Restaurant Week is packed with special events that you won’t want to miss, including a fantastic package here at Five Gables. Book our “Dine and Unwind” package now and you’ll get two night’s accommodations for two, a one-hour massage each, and dinner for two at a participating restaurant.

For more information and to view participating restaurants, please visit: www.talbotdining.com

Hearts on Talbot

Hearts are back on Talbot Street. Five Gables Inn & Spa is offering several packages for Valentine’s Day. Bring your special someone and enjoy an old fashioned Valentine Holiday.
Our Featured Package:

Join us for a very special Valentine Weekend Getaway
February 10, 2012 – February 12, 2012

Five Gables Inn & Spa is partnering with Gourmet by the Bay to bring you a very special and unique experience for you and your Valentine.

Stay two nights in a room with a fireplace and whirlpool bath, receive a wine and cheese basket upon your arrival, enjoy a 1-hour massage each and then on Saturday night head to Gourmet by the Bay for a private and exclusive dinner with the one you love.

This will truly be a romantic weekend to share with that special someone.

Queen or King room $855
Deluxe King $930
Suite $975
Deluxe Suite $1065

Prices include accommodations for 2 nights for 2 people, a wine and cheese basket, a 1-hour massage each, dinner for 2 at Gourmet by the Bay**, continental breakfast and the use of the indoor pool, steam room and sauna.

**dinner includes food, taxes and gratuities – BYOB

Reservations must be made no later than February 6, 2012

We have several other packages available as well.

How to Have a Stress Free Holiday?

Stay at Five Gables.  Relax in front of your very own fireplace after a soothing massage or enjoy a bubble bath in your very own Jacuzzi tub.  Then, walk to all the wonderful shops and finish your Christmas shopping.  Or, have a relaxing gourmet dinner in one our our fabulous restaurants – all of which are just steps for Five Gables.


Five Gables Gift Certificates  are the best and easiest presents to buy, give and receive.  Give your spouse or children a stay in one of our fabulous room or suites.  Or, give them a spa treatment at our Aveda Spa.  Without question, your gifts will be the most appreciated this Christmas!

And remember, Five Gables Gift Certificates work for lots of people on your list – family, friends, bosses, teachers, doormen, postmen, UPS drivers – everyone loves a gift certificate from Five Gables.

Christmas In St. Michaels!

Christmas in St. Michaels is a truly fabulous time here in St. Michaels.  Homes and businesses are decked out in Christmas finery.  Enjoy the tour of historic houses, the Craft Bazaar and Gingerbread House display.  The parade on Saturday morning is our favorite.  Stay at Five Gables and share some of John’s award winning eggnog.


Don’t miss Midnight Madness and all the fabulous bargains our shops are offering. Book the Holiday Package at Five Gables and receive triple chances to win one of the wonderful gift baskets or $1,000 in St. Michaels dollars. Now wouldn’t that just make your holidays spectacular?

Autumn In St. Michaels………..

Fall is one of the best times to visit St. Michaels and stay at Five Gables Inn & Spa.  Town is decorated with pumpkins, straw and scarecrows – ready for Thanksgiving.  And, Five Gables is offering special off season rates on accommodations.  Book a room with a private bath with a whirlpool tub and a fireplace and save 30% from our regular winter room rates!  Walk around town,  shop, eat at some of the best restaurants on the Eastern Shore, get a massage in our Aveda Spa or just sit on your porch and watch the world go by.  It doesn’t get any better than that!