Small Hotels, B&Bs, Motels, Inns in Chestertown MD

Brampton 1860

Bed & Breakfast in Chestertown MD

9.6

Excellent

From $334

$

Small Bed & Breakfast

Brampton 1860 offers a bed and breakfast experience. It features a historic setting with comfortable accommodations and personalized service. The inn provides a charming atmosphere and is ideal for guests seeking a unique getaway.

Lodging at The Imperial

Hotel in Chestertown MD

9.5

Excellent

$

Info Categories

Small Hotel

Family Friendly Hotel

Hotel with Free Wi-Fi

Millington Manor

Bed & Breakfast in Chestertown MD

$

Info Categories

Small Bed & Breakfast

Bed & Breakfast with Parking

14 more hotels nearby!

Mariner's Motel 11.2 km from Chestertown

Motel in Rock Hall MD

9.4

Excellent

$

Info Categories

Small Motel

Dog Friendly Motel

Motel with Swimming Pool

Outdoor Pool

Inn at Osprey Point 11.2 km from Chestertown

Inn in Rock Hall MD

9.4

Excellent

From $188

$

Small Inn

The Inn at Osprey Point offers a cozy inn experience. It provides comfortable rooms and a welcoming atmosphere. The inn is known for its personalized service and tranquil setting, ideal for a relaxing escape.

Haven Point Inn 11.4 km from Chestertown

Inn in Rock Hall MD

9.7

Excellent

From $155

$

Small Inn

Haven Point Inn offers a cozy inn experience with comfortable accommodations. It provides a welcoming atmosphere. The inn is known for its personalized service, ideal for a relaxing stay.

Inn at Huntingfield Creek 11.5 km from Chestertown

Bed & Breakfast in Rock Hall MD

9.3

Excellent

From $243

$

Small Bed & Breakfast

The Inn at Huntingfield Creek provides a cozy bed and breakfast experience. It offers a tranquil escape with comfortable rooms and personalized service. The inn is situated in a serene location, ideal for guests seeking a relaxing getaway.

Galena House 13.1 km from Chestertown

Country House in Galena MD

$

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Small Country House

Dog Friendly Country House

Country House with Parking

Cavalier Inn 19.7 km from Chestertown

Hotel in Aberdeen MD

$

Info Categories

Small Hotel

Hotel with Parking

TheBens 20.0 km from Chestertown

Country House in Aberdeen MD

8.9

Excellent

$

Info Categories

Small Country House

Dog Friendly Country House

Country House with Parking

HILLTOP MOTEL 20.4 km from Chestertown

Motel in Edgewood MD

3.3

Rated

$

Info Categories

Small Motel

Dog Friendly Motel

Motel with Free Wi-Fi

Red Roof Inn Edgewood 20.5 km from Chestertown

Motel in Edgewood MD

7.2

Good

From $70

$

Info Categories

Small Motel

Dog Friendly Motel

Accessible Motel

Colony inn motel 21.9 km from Chestertown

Motel in White Marsh MD

7.7

Good

$

Info Categories

Small Motel

Motel with Free Wi-Fi

Vandiver Inn 22.4 km from Chestertown

Inn in Havre de Grace MD

9.1

Excellent

From $169

$

Small Inn

The Vandiver Inn is an award-winning inn located in historic Havre de Grace, near the Chesapeake Bay. It consists of the Historic Vandiver Mansion, adjacent Kent & Murphy Houses, a year-round Pavilion, and gardens. The inn offers a blend of historic charm and modern comfort.

Cozy Peaceful B&B 24.1 km from Chestertown

Bed & Breakfast in Rosedale MD

10

Excellent

$

Info Categories

Small Bed & Breakfast

Comfy Suite, Steps to Food & Fun and Pool 24.2 km from Chestertown

Guest House in Rosedale MD

$

Info Categories

Small Guest House

Guest House with Swimming Pool

Outdoor Pool

Guest House with Free Wi-Fi

Long Beach Cottage 24.4 km from Chestertown

Country House in North East MD

$

Info Categories

Small Country House

Country House with Free Wi-Fi

Small Hotels in Chestertown MD