Annapolitan Bed and Breakfast

1- or 2-Night Stay for 2 with Food & Wine Samples and Sailing Option at Annapolitan Bed and Breakfast in Annapolis, MD

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Historic Bed and Breakfast Close to Downtown Annapolis

In the late 1800s, before the Chesapeake Bay Bridge was built to connect Maryland’s eastern and western shores, taking a ferry was the only way to get into Annapolis from certain directions. But it was expensive—especially if you needed to get into the city for work every day—and so a sprawling farmhouse about a mile from downtown was put to use housing workers during the week. Known as the Annapolitan Bed and Breakfast, the circa-1870 house still welcomes guests to this day. Period details include wood furnishings, brass chandeliers, a fireplace in the living room, and a wraparound porch. Conveniently for visitors, the inn sits within walking distance of downtown Annapolis and Navy-Marine Corps Memorial Stadium.

There are only five rooms at the Annapolitan, and each is unique. Rooms feature romantic decor, such as handsome sleigh beds and crimson linens, and nautical touches recalling the city’s seafaring heritage.

In the morning, you’ll wake up to a lavish three-course breakfast prepared by owners John Holt and Joetta Smith. John’s french toast is particularly popular with guests. After breakfast, you can wander the inn’s landscaped grounds before heading out to explore Annapolis. Make sure to stop at Crush Winehouse downtown (about a mile from the hotel)—this Groupon entitles you to $25 worth of food, wine, beer and cocktails. With one of this deal's options, you also get a half-day private sailing outing in Chesapeake Bay. Travelers opting for the half-day sailing trip option will also experience a privately charted sailing trip, complete with a picnic lunch and views of the Chesapeake Bay.

Annapolis, Maryland: Maritime Heritage and 18th-Century Buildings in the First State Capital in the U.S.

Situated on Chesapeake Bay about 30 miles east of Washington DC, Annapolis is a maritime city steeped in history. The city claims one of the highest concentrations of 18th-century buildings in the nation, with colonial spires and brick row houses lining cobblestone streets. Stationed a few miles east of the bed and breakfast is the United States Naval Academy’s copper-domed chapel, which holds the marble crypt of Revolutionary War officer John Paul Jones. A short walk will bring you to the academy’s waterfront visitors’ center, which displays Freedom 7, the first American space capsule.

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What You Get

Stay for two in any room

  • Option 1: $129 for 1 night, valid for check-in Sunday–Thursday; not valid for Friday or Saturday stays (up to a $229 value)
  • Option 2: $275 for 2 nights, valid for check-in Friday; not valid for Sunday–Thursday stays (up to a $475 value)
  • Option 3: $590 for 1 night with half-day Annapolis private sailing trip with picnic, valid for check-in Thursday–Sunday; not valid for Monday–Wednesday stays (up to a $999 value)

Included in all options:

  • $25 food and wine sampling voucher at Crush Winehouse

Policies and Fees

Book by: 6/27/14
Travel by: 6/30/15

  • Blackout dates: 5/11, 5/16-26, 6/15, 7/4-6, 8/30-9/1, 10/8-20, 11/11, 11/27-30, 12/24-25, 12/31-1/2/2015, 1/9/2015, 2/13-2/16/2015, 4/3-4/6/2015, and 5/23-5/25/2015
  • Cancellation policy & fees: 48-hour cancellation notice required or fee up to 50% of Groupon price applies
  • Taxes: 14% tax not included

Read the Fine Print for important info on travel dates and other restrictions.


  • Lavish breakfast included
  • Individually decorated rooms

The Fine Print

  • Must book by 6/27/14 or promotional value expires
  • Must complete travel by 6/30/15
  • Limit 2 per person, may buy 2 additional as gifts
  • Limit 2 per visit
  • Valid only for option purchased
  • Reservation required, subject to availability
  • 48-hour cancellation notice required or fee up to 50% of Groupon price applies
  • Must be 21 or older to check in and consume alcohol
  • Not valid 5/11, 5/16-26, 6/15, 7/4-6, 8/30-9/1, 10/8-20, 11/11, 11/27-30, 12/24-25, 12/31-1/2/2015, 1/9/2015, 2/13-2/16/2015, 4/3-4/6/2015, 5/23-5/25/2015
  • Credit card required at booking and check-in
  • Not valid with reward points
  • 14% tax not included
  • Cannot be combined with other offers

Other Details

Room Details

All Rooms

  • One queen or king bed
  • Standard occupancy: 2
  • Maximum occupancy: 3
  • Adding occupants above standard: $55 per night for each additional guest 21 or older; guests 20 or younger stay free

Hotel Policies

  • Check in: 2 p.m.
  • Check out: 11 a.m.
  • Parking: free
  • Rollaways: available for an additional $55 per night
  • Smoking policy: smoking is not allowed on the property.
  • Pet policy: pets are not allowed on the property.
  • Accessibility: handicap-accessible rooms are not available.
  • Room upgrades: upgrade to harbor-view room for an additional $25 per night

Getting There

  • Nearest airport: Baltimore/Washington International Thurgood Marshall Airport (BWI; 20 miles)
  • Cab fare: about $60 from BWI

Customer Reviews

Very good breakfast.
Beth P. · January 10, 2014
By purchasing this deal you'll unlock points which can be spent on discounts and rewards. Every 5,000 points can be redeemed for $5 Off your next purchase.

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