Brampton Bed & Breakfast Inn
Contact: Mike & Danielle Hanscom
25227 Chestertown Road
Chestertown, MD 21620
Phone: 410.778.1860
Email: innkeeper@bramptominn.com
URL: www.bramptoninn.com
Magnificent national register plantation house on 35 acres.Located just south of the town limits.
Claddaugh Farm
Contact: Missy Hollis
160 Claddaugh Lane
Chestertown, MD 21620
Phone: 410.778.4894
Email: claddaughbb@dmv.com
URL: www.claddaughbb.com
Stately farmhouse, inviting stop for Eastern Shore travelers. Within 5 miles of Chestertown.
Courtyard Inn
Contact: Manager
6336 Church Hill Rd
Chestertown, MD 21620
Phone: 410-778-2755
Email: n/a
URL: na
Just three miles from Chestertown
Great Oak Manor
Contact: Cassandra Fedas
10568 Cliff Road
Chestertown, MD 21620
Phone: 410.778.5943
Email: cassandra@greatoak.com
URL: www.greatoak.com
Elegant Waterfront Manor House with spectacular Chesapeake Bay sunsets off a private beach. Located approximately 10 miles from Chestertown.
Inn at Mitchell House
Contact: Jim and Tracy Stone
8796 Maryland Parkway
Chestertown, MD 21620
Phone: 470.778.6500
Email: innkeeper@innatmitchellhouse.com
URL: www.innatmitchellhouse.com
Beauty undisturbed. Historic manor offers a tranquil retreat. Approximately 10 miles outside of Chestertown.
Kentfields Farm
Contact: Innkeeper
5793 Quaker Neck Landing Rd
Chestertown, MD 21620
Phone: 410-778-4181
Email: innkeeper@kentfieldsfarm.com
URL: www.kentfieldsfarm.com
A country estate located within 5 miles of Chestertown on the Jarrett Creek.
Marsh Point Farm
Contact: Caulley Deringer
13787 Shallcross Wharf Road
Kennedyville, MD 21645
Phone: 703.749.9415
Email: caulley.deringer@transwestern.net
URL: NA
Vacation home for rent overlooking the Sassafras River. Property features a sandy shoreline. Home features two bedrooms, 1 full/2 half baths, and 3rd floor dorm room with views and 4 beds for kids. Fully appointed kitchen with diswasher. CAC/HWF. Weekend, week or monthly rentals available.
Mears Great Oak Landing
Contact: Manager
22170 Great Oak Landing Road
Chestertown, MD 21620
Phone: 410-778-5007
Email: info@mearsgreastoaklanding.com
URL: www.mearsgreatoaklanding.com
28 Modern Rooms, Casual Fine Dining, Swimming Pool and Golf Course. Located approximately 10 miles from Chestertown.
River House on Moon Bay
Contact:
Learman Road
Chestertown, MD 21620
Phone: 866-398-2722
Email: N/A
URL: www.vrbo.com/90429
A four bedroom waterfront home outside of Chestertown with outstanding views, billards room and more. Available year round for weekly rentals.
River Inn at Rolph's Wharf
Contact: Innkeeper
1008 Rolph's Wharf Rd
Chestertown, MD 21620
Phone: 800-894-6347
Email: n/a
URL: www.rolphswharf.com
Victorian Farmhouse on the shores of the Chester River. Approximately 3 miles from Chestertown.
Chestertown | 118N Cross Street | Chestertown, MD 21620 | 410-778-0500 | office@chestertown.com

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