Local Area Accommodations



Contact Information:
21606 Chicken Point Road
Tilghman, MD 21671
410-886-2643
www.captainswatch.com
rent@captainswatch.com

Captain's Watch Vacation Cottage

Two bedroom waterfront cottage on quiet Tilghman’s Island. Hot tub, WiFi, pet friendly. Available year round.

Contact Information:
103 Cherry Street
P.O. Box 1019
St. Michaels, MD 21663
410-745-6309
www.cherrystreetinn.com
admin@CherryStreetInn.com

Cherry Street Inn

Charming 1880's Victorian - one block from harbor and Maritime Museum. Beautiful guest suites with full baths, A/C, TV, complimentary beverages. Full breakfast served. Private parking.

Contact Information:
209 N. Talbot Street
St. Michaels, MD 21663
410-745-0100
www.fivegables.com
info@fivegables.com

Five Gables Inn & Spa

Offering 20 luxurious guest rooms, an Aveda Spa, indoor pool, steam room and sauna and a Conference Center. Perfect place to watch the Christmas parade!

Contact Information:
202 Cherry Street
St. Michaels, MD 21663
410-745-3350
www.HambletonInn.com
innkeeper@hambletoninn.com

Hambleton Inn

Charming waterfront bed and breakfast inn. Historic in town, on the harbor location. Beautiful water views from every room. Gourmet breakfast, complimentary wine, off-street parking.

Contact Information:
9784 Martingham Circle
St. Michaels, MD 21663
410-745-9066
www.harbourtowne.com
calfes@harbourtowne.com

Harbourtowne Golf Resort and Conference Center

Our 153 acre resort offers waterfront rooms with dramatic views of the Chesapeake Bay and Miles River. Harbourtowne will proudly host the 25th Christmas in St. Michaels Gala.

Contact Information:
308 Watkins Lane
St. Michaels, MD 21663
410-745-2200
www.perrycabin.com
info@perrycabin.com

The Inn at Perry Cabin

Nestled on 25 landscaped waterfront acres, offering four-star dining, luxurious accommodations and a full service spa.

Contact Information:
401 S. Talbot Street
St. Michaels, MD 21663
410-745-3323
www.oldbrickinn.com
innkeepers@oldbrickinn.com

The Old Brick Inn

Romantic, elegant boutique inn comprised of three distinct properties, located in the heart of St. Michaels. Gourmet breakfast, fireplaces, Jacuzzis, pool, massages, wine dinners.

Contact Information:
704 Riverview Terrace
St. Michaels, MD 21663
410-745-9563
www.PointBreezeBandB.com
pointbreeze@verizon.net

Point Breeze Bed & Breakfast

Gracious waterfront home in quiet relaxing harbor-side setting. Two first floor bedrooms, screen porch, deck & dock. Full breakfast. Complimentary bicycles, kayaks & sunsets.

Contact Information:
101 N. Harbor Road
St. Michaels, MD 21663
410-475-9001
www.harbourinn.com
rooms@harbourinn.com

St. Michaels Harbour Inn, Marina & Spa

With unparalleled views overlooking the Miles River, St. Michaels Harbour Inn features spacious waterfront suites with award winning dining and full service spa on premises.