River Road Unitarian Universalist Congregation

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B&B's Nearby

Listed below are some Bed & Breakfasts in the Chestertown area. These were found on the Internet recently, but the Committee hasn't contacted or reviewed them. All the descriptive information here is from the B&Bs' own websites.

Brampton Bed and Breakfast Inn

25227 Chestertown Road
Chestertown, MD 21620

Phone: 410-778-1860

E-mail: innkeeper(at)bramptoninn.com

Website: http://www.bramptoninn.com

Description provided by B&B:
Award-winning Chestertown Inn on 20 acres with unforgettable suites and scrumptious breakfasts! Indulge in the luxuries of modern life at our 19th century antebellum plantation in Chestertown, MD. An historic Chesapeake Bay bed and breakfast offering the luxurious amenities today's traveler deserve: en-suite baths with 2 person whirlpool tubs, body-jetted showers, steam showers, heated towel bars and Japanese style ofuro soaking tubs. Loose yourself in comfy surroundings at our Eastern Shore bed and breakfast with wood-burning fireplaces, fluffy robes, flat screen TVs with DVDs, and free Wi-Fi. Enjoy a memorable a-la-carte gourmet breakfast delivered to your cottage, or served in the formal dining room of our Chestertown, MD inn. Our Chestertown Bed and Breakfast is the ultimate romantic oasis on Maryland’s Eastern Shore, located on 20 wooded acres and gorgeously landscaped gardens. Visit nearby St. Michaels and Annapolis, both an easy 1 hour drive from our romantic Maryland getaway. Our Chesapeake B&B was the only Bed and Breakfast in Maryland selected by National Geographic Traveler for it’s first-ever, annual “Stay List”. The editor’s list included just 150 properties in the United States, Canada, and the Caribbean. When searching for romantic cottages in Maryland, a Chesapeake Bay inn, or an Eastern Shore bed and breakfast, there is one clear choice, The Brampton Inn.

Great Oak Manor

10568 Cliff Road
Chestertown, MD 21620-4115

Phone: 410-778-5943

E-mail: infor(at)greatoakmd.com

Website: http://www.greatoakmd.com

Description provided by B&B:
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, beautifully appointed guest rooms, and 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.

Inn at Haven Harbour

20950 Rock Hall Ave.
Rock Hall, MD 21661

Phone: 800-506-6697

Website: http://www.havenharbour.com

Description provided by B&B:
Situated in the scenic harbor town of Rock Hall, Md., known for its deep-water access, our award-winning resort and marina, boatyard and inn serve families and boating enthusiasts alike, traveling from states across the mid-Atlantic region. From our convenient location in the protected cove of The Haven on Swan Creek, Haven Harbour is a short distance to several major ports, including Annapolis, Baltimore, and St. Michaels.

Inn at Huntingfield Creek

4928 Eastern Neck Road
Rock Hall, MD 21661

Phone: 410-639-7779

Website: http://www.huntingfield.com

Description provided by B&B:
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 Inn Towne House Apt.

Inn at Mitchell House

8796 Maryland Parkway
Chestertown, MD 21620

Phone: 410-778-6500

Website: https://www.innatmitchellhouse.com

Description provided by B&B:
Conveniently located on Maryland's Eastern Shore between Chestertown and Rock Hall in Kent County, this lovely 18th century manor home sits like a jewel on 12 manicured acres. The Chesapeake Bay is a mere 1/2 mile away, where guests may use the private beach and full services of the Tolchester Marina. This Chestertown bed & breakfast features six guestrooms, two parlors, screened porch, and numerous fireplaces provide a casual and friendly atmosphere. Our newest accommodation, "Stone's Throw" cottage, is the perfect romantic getaway or retreat.

Rates for the rooms include a full country breakfast, based upon two guests per room. We offer complimentary beverages, but feel free to bring your own.

Lauretum B&B

954 High Street
Chestertown, MD 21620

Phone: 410-778-3236

E-mail: innkeeper(at)lauretuminn.com

Description provided by B&B:
A long winding lane invites you to Lauretum (1881), sitting splendidly atop a tree graced knoll on six acres in Chestertown, MD. The complex form and massing of the house reflect the eclecticism of the late Victorian period.

Simply Bed & Bread

208 Mount Vernon Avenue
Chestertown, MD 21620

Phone: 410-778-4359

E-mail: simplybbctown(at)gmail.com

Website: http://simplybedandbread.com

Description provided by B&B
With only 2 rooms, we’re small enough to practically make you feel like you’re at your own house. In fact, that pretty much puts into a nutshell what we hope to do here at Simply Bed & Bread: to offer you not only convenience, but also the comfort, warmth and welcome of home.

J L Stam House

114 Washington Avenue
Chestertown, MD 21620

Phone: 410-708-8059

Website: http://jlstamhouse.com

Description provided by B&B:
The John L. Stam House was built in the late 1850s by John and Louise Stam on property owned by Washington College. During The Depression, the house was purchased at auction by Highe Hill who made it into a “tourist home” which it has been ever since. Still retaining its original and unaltered floor plan on the first floor, the house has been meticulously restored by the current owners to preserve many of the original features. Guests now enjoy the faux painted fireplaces, plastered ceilings, and faux wood graining originally envisioned by the Stam family, including “Jenny Doors” which lead from the parlours to the veranda.

The White Swan Tavern

231 High Street
Chestertown, MD 21620

Phone: 410-778-2300

E-mail: info(at)whiteswantavern.com

Website: https://whiteswantavern.com

Description provided by B&B:
The White Swan Tavern has been a familiar landmark in Chestertown since pre-Revolutionary War days. Not far from the great Eastern cities of Baltimore, Washington and Philadelphia, the White Swan Tavern is a quiet, elegant historic inn nestled in the history of Maryland's Chesapeake Bay region. The White Swan is for those who treasure serene streets, birdsong mornings, outstanding service, and the grace of New World Tradition.

Today the tavern offers accommodations and afternoon tea, as well as amenities suited for small conferences, weddings, and receptions.

Just as it was described in the 18th century, the White Swan remains "a comfortable... Public House... with every attention given to render comfort and pleasure to such as favor it with their patronage."

Widow’s Walk Inn

402 High Street
Chestertown, MD 21620

Phone: 410-778-6455 or 1-888-778-6455

E-mail: widwalk(at)gmail.com

Website: http://widowswalkinn.com

Description provided by B&B:
The Widows Walk Inn B&B is located in the Historic District of Chestertown, on Maryland's Upper Eastern Shore, only 1 1/2 hours from Washington, Baltimore and Philadelphia. Situated on High Street, the Inn is within a short walking distance of the Chester River, Washington College, many homes and buildings of historic significance, as well as quaint gift shops and fine restaurants.

There are many area activities including Boating, Hunting, Golfing, Fishing, Biking, Birding, Antique and Boutique Shopping. Award winning restaurants as well as casual eateries can be found in Chestertown and throughout the County.