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Brampton Bed & Breakfast Inn

– Chestertown, MD

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Award Winning Chestertown Inn on 20 acres with unforgettable suites and scrumptious breakfasts!

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  • Rates:
    $199 - $419
    per night
  • Reviews
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  • Rooms
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Inn at Huntingfield Creek

– Rock Hall, MD

*Welcome to Inn at Huntingfield Creek. This elegant 70 acre farm estate is a charming setting for country weddings as well as an ideal venue for retreats, small meetings and business conferences. *Well-appointed, comfortable rooms offer fine linens, plush robes, down comforters and wonderful beds all designed to pamper our guests. *With 1100' of waterfront on Huntingfield Inlet the wildlife, sunsets and serenity abound. *Birders will appreciate our proximity to Eastern Neck Wildlife Refuge. Bicyclers and kayakers enjoy ideal conditions. Tourists fall in love with the charming, small-town ambience of Rock Hall with its quaint shops and great restaurants. *Inn at Huntingfield Creek is perfect for everyone who wants to enjoy the finest Eastern Shore hospitality, wonderful food and simple country bliss. *Family and pet-friendly Cottages and InnTowne House Apt.

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  • Rates:
    $179 - $285
    per night
  • Reviews
    56  
  • Rooms
    8

Vandiver Inn

– Havre De Grace, MD

Located just blocks from the Chesapeake Bay in historic Havre de Grace, Maryland, the Vandiver Inn is a beautifully restored 1886 Victorian mansion surrounded by historic homes, museums, golf, shopping, antique stores, marinas and water-oriented activities. Vandiver is the perfect place for ROMANTIC GETAWAYS, weddings, corporate retreat, office parties, special events and dinner parties. The Vandiver Mansion has nine exquisitely appointed rooms, some with fireplaces and private porches and all designed to reward and pamper guests. ALL ROOMS offer private IN-ROOM baths, cable TV, free wireless internet and many other amenities. All rooms are air-conditioned. Fireplace & Jacuzzi suites are available.

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  • Rates:
    $125 - $159
    per night
  • Reviews
    5  
  • Rooms
    17

Irishtown

– Queenstown, MD

Charming turn of the century Victorian-style farmhouse is the ideal location for an entire family, 2-3 couples or 4-6 sporting enthusiasts looking for a pastoral setting, relaxed accommodations, kitchenette, dining and living room. An inviting southern porch complete with rockers.

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Ship Watch Inn

– Chesapeake City, MD

The only waterfront B&B in Chesapeake City and largest boasting 2 suites and 8 guest rooms.

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  • Rates:
    $99 - $245
    per night
  • Reviews
    15  
  • Rooms
    10

Manor House at Pintail Point

– Queenstown, MD

The Manor House Bed & Breakfast is a 1936 English Tudor home, complimented with perennial gardens and walking paths along the banks of the Wye River. It offers an environment to relax the mind and do outdoors activities.

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  • Rates:
    $150 - $300
    per night
  • Reviews
    3  
  • Rooms
    5

Moonlight Bay Marina & Inn

– Rock Hall, MD

Moonlight Bay Marina hugs the shore of the beautiful Chesapeake Bay. Here, nature's beauty is as far as the eye can see. As you enjoy the park like setting, the bay breezes and the sound of the sea birds engulf you. Whether you are watching the ever changing scenes of the bay or meditating in the English Garden, all views are truly a painter's paradise. One of the highlight of the day is gathering to watch the spectacular sunset. Moonlight Bay Marina is steeped in history.

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  • Rates:
    $149 - $190
    per night
  • Reviews
    5  
  • Rooms
    10

Blue Max Inn

– Chesapeake City, MD

Elegant bed and breakfast inn located in the heart of the historic village of Chesapeake City. Each guest room is custom designed to pamper with romantically appointed, extravagant, king or queen beds, luxurious linens and upscale amenities. Your day at the Blue Max begins with a hearty gourmet breakfast. You can dine in the grand fireside dining room or at individual tables in the delightful solarium which overlooks a picturesque fish pond. The Blue Max provides a cozy atmosphere of total comfort for guests who want to enjoy a restful getaway. Afternoon tea is served daily. Walk to shopping, dining and the waterfront.

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  • Rates:
    $90 - $225
    per night
  • Reviews
    35  
  • Rooms
    9
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Spencer Silver Mansion

– Havre De Grace, MD

Join your hosts in a stunningly restored Victorian Mansion for a relaxing and romantic evening and a lavish gourmet breakfast in the morning. The four guest rooms in the mansion are furnished with walnut victorian antiques. The parlors have been restored featuring oak woodwork, brilliant stained glass and period fixtures. A very private Carriage House suite offers a whirlpool bath and fireplace with a spiral staircase to the sleeping loft.

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  • Rates:
    $65 - $160
    per night
  • Reviews
    4  
  • Rooms
    5

Great Oak Manor

– Chestertown, MD

One of Maryland's historically significant estates, Great Oak Manor sits on twelve acres directly on the Chesapeake Bay just outside of Chestertown in Maryland's Eastern Shore. With large common rooms and beautifully appointed guest rooms, comfortable outside seating areas shaded by majestic Oak and Walnut trees, the Manor affords its guests ample and comfortable areas in which to relax.The Manor will meet your every need with 1,200 ft. of waterfront, a private beach and the most beautiful sunsets on the Eastern Shore.

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  • Rates:
    $159 - $315
    per night
  • Reviews
    73  
  • Rooms
    12

La Cle D'or Guesthouse

– Havre de Grace, MD

Hotel ambiance in 1868 historic John Hopkins home.Exquisite rooms with antiques,crystal chandeliers,

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  • Rates:
    $125 - $158
    per night
  • Reviews
    2  
  • Rooms
    3

Simply Bed & Bread

– Chestertown, MD

Quietly tailored travel: 2 bright, spacious, allergy-friendly rooms in a cozy 1947 Cape Cod.

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  • Rates:
    $99 - $139
    per night
  • Reviews
    1  
  • Rooms
    2

Elk Forge Bed and Breakfast Inn, Retreat & Day Spa

– Elkton, MD

Elk Forge is a beautiful stone manor house built c.1760 nestled on 5 acres of wood and gardens along banks of the Big Elk Creek. We are located between Elkton, Maryland and Newark, Delaware in the serene village of Elk Mills. The area is rich with history and natural beauty and is less than three miles from I-95, twenty minutes to Wilmington Delaware. We are half-way between NYC and DC. We love to have meetings, weddings and receptions here. The property is extremely versatile and would be able to accomodate any other event type you can think of!

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Hot deal: 33% off room rates any day this week! 33% off 139

  • 2/8/2012 - 2/15/2012
  • Regular Rate: $139
  • Savings: 35%
  • Discount rate: $91
  • Rates:
    $109 - $289
    per night
  • Reviews
    68  
  • Rooms
    12
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Inn At The Canal Bed & Breakfast

– Chesapeake City, MD

Waterfront views of canal and basin from porches and most of the rooms, historic home circa 1870, located in the heart of the Historic District of this waterside village on the Chesapeake and Delaware canal. Browse the gift and antique shops, dine at one of several fine restaurants, or relax on the inn's waterside porch and watch the ships and boats pass by. Bob and Carol Roethke are the owners and innkeepers and together they offer a warm and relaxing 19th century atmosphere along with wifi and all the modern conveniences, not to mention an excellent breakfast prepared by Culinary Institute of America trained owner and chef Bob.

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  • Rates:
    $99 - $245
    per night
  • Reviews
    80  
  • Rooms
    7

Inn at Osprey Point

– Rock Hall, MD

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Hot deal: Take 20% off the room BOLERO

  • 2/8/2012 - 2/15/2012
  • Regular Rate: $190
  • Savings: 20%
  • Discount rate: $152
  • Rates:
    $80 - $280
    per night
  • Reviews
    55  
  • Rooms
    15

Historic Sinking Springs Herb Farm & Retreat

– Elkton, MD

Spend a leisurely visit in a 130 acre rural setting with your host and hostess, Bill and Ann Stubbs. Explore the gardens with Ann & Bill and hear the history of an 18th century provincial plantation house made of logs. Guests stay in a private provincial chic cottage with a bath and shower. Gourmet breakfast (of your choice) is served in your cottage, so you can dine in your pajamas! See the ancient sycamore tree which sprouted in 1578. As part of the 2 1/2 hour program, sit down to an herbalicious gourmet delight, a luncheon of fresh unprocessed food prepared with herbs and served in the original house. Or if you prefer, we also offer a program, "Herbs of the Bible" with a Labyrinth Serenity Walk. Afterward, if you wish, browse in the gift shop featuring herbs and dried flower creations.

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North Bay B&B

– North East, MD

North Bay & Bed Breakfast is located on the headwaters of the Chesapeake Bay. Waterside accommodations and harbor setting bring a serenity to body and mind. Country roads and state parks allow for long walks, and jogging. Proximity to antique shops, small country towns and fine restaurants offers the opportunity to wander about. Experience a bit of the sailing life aboard our 50 foot sailboat, Journey, and let the bay unfold in a fresh perspective.

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  • Rates:
    $65 - $125
    per night
  • Reviews
    4  
  • Rooms
    4

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Brampton Bed & Breakfast Inn

Chestertown, MD
 
  • Nightly Rates $199 - $419
  • Reviews: 16  
  • Rooms: 13
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Featured Review

Inn at Osprey PointRock Hall, MD

  • Nightly Rates $80 - $280
  • Reviews: 55
  • Rooms: 15
  • View Details

"Veterans Day Free Night!"

"My husband is active duty US Army, he received a free night stay at a local B&B. We called several in the area but found they were all booked, when I called Osprey they offered us a room even though they had already booked the 2 free rooms. My husband and I arrived a little after 5 pm and found our room to be beautiful, we stayed in the Shamrock Room. We ate dinner at the resturant and had a wonderful meal and bottle of wine. I have been recovering from back surgery so this was a perfect get away for the night. In the morning upon check out, the staff took our picture and we were served a wonderful breakfast (the bacon was delicious!) We loved the room, the view, the area, and everything about our stay. We will diffently be staying at Osprey again!!!"