Insider’s Guide to Annapolis

Category Archives: Happenings in Annapolis

Large house with flags flying in the breeze from the front porch

We’ve Been Busy! Improvements to the Flag House Inn B&B in Annapolis MDRenewing the Flag House Inn for the Modern B&B Experience Since taking over the Inn at February 2018, our vision is to... more

Things to Do in Annapolis – Stay at Flag House B&B on Sunday and attend First Sunday Arts FestivalFirst Sunday – Big Day in Annapolis! There’s a special event on every first Sunday of the month – the... more

Washington DC – Day trip from Annapolis(April 7, 2019) You can depart the Flag House inn and be at the National Mall in Washington DC in 60 minutes. With low risk... more

White yachts floating in harbor at sunset

Happy Hour in Annapolis – So Many Choices!We get a lot of requests asking for our favorite places to eat in Annapolis, which we’ve now collected in another... more

Front of Inn with flags flying from the porch

Owner’s update – Flag House Inn: An Annapolis Inn next to the US Naval AcademyHere’s a running commentary on what’s new and interesting around the Flag House Inn. Nov 15 – It’s... more

Smiling woman sitting at table outside with a glass of white wine

Restaurants near our Annapolis Inn Bed and BreakfastHere’s our list of favorite restaurants, we will keep adding and subtracting. We listen closely to our guests as well... more

People gathered around entrance to an orange barn-shaped building

Things to do in Annapolis: Great Frogs WineryWe have been exploring around town and a few weeks ago we stopped into a lovely place only 15 minutes away, Great Frogs... more

Autumn in Annapolis 2017Things have been busy here at Flag House Inn as the cooler weather has arrived and the leaves are beginning to change colors... more

2017 Plebe Parent Weekend at USNAFor some it may seem only a short time and for others an eternity since the beginning of Plebe Summer at USNA on June 29. As... more

July in Naptown, 2017The excitement of Commissioning Week in May and then Induction Day in June at USNA have passed and we wish the graduates all... more

Outdoor dining on West Street, Annapolis, MD 2017The warmer weather has arrived and for the second year in the Historic District of Annapolis you will be able to enjoy... more

May Day 2017 Annapolis MarylandThe unpredictable weather of April is almost over and May is just around the corner. That brings the annual May Day baskets... more