Hotels with Free Wi-Fi in Chestertown MD

Brampton Bed and Breakfast Inn

Bed & Breakfast in Chestertown MD

9.5

Excellent

From $330

$

Info Categories

Bed & Breakfast with Free Wi-Fi

Bed & Breakfast with Parking

EV charging stations

Boutique-style Bed & Breakfast

Quality Suites

Hotel in Chestertown MD

$

Info Categories

Hotel with Free Wi-Fi

Hotel with Swimming Pool

3-Star Hotel

Lodging at The Imperial

Hotel in Chestertown MD

9.5

Excellent

$

Info Categories

Hotel with Free Wi-Fi

Family Friendly Hotel

Hotel with Parking

Inn at Mitchell House

Bed & Breakfast in Chestertown MD

From $166

$

Info Categories

Bed & Breakfast with Free Wi-Fi

Bed & Breakfast with Rooms With Fireplace

Bed & Breakfast with Parking

Waterfront Millington Vacation Rental with Hot Tub!

Vacation Home in Chestertown MD

$

Info Categories

Vacation Home with Free Wi-Fi

Vacation Home with Parking

Secluded Cottage in Middle of Chestertown

Apartment in Chestertown MD

$

Info Categories

Apartment with Free Wi-Fi

Dog Friendly Apartment

Apartment with Parking

Wren Retweet

Villas in Chestertown MD

$

Info Categories

Villas with Free Wi-Fi

Dog Friendly Villas

Villas with Parking

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

Vacation Home in Chestertown MD

$

Info Categories

Vacation Home with Free Wi-Fi

Dog Friendly Vacation Home

Vacation Home with Parking

76 more hotels nearby!

Great Oak Manor 6.3 km from Chestertown

Bed & Breakfast in Great Oak Landing MD

9.3

Excellent

From $165

$

Info Categories

Bed & Breakfast with Free Wi-Fi

Bed & Breakfast with Parking

EV charging stations

Bed & Breakfast with Rooms With Fireplace

Cozy Eastern Shore Farmhouse Winter Getaway! 6.9 km from Chestertown

Vacation Home in Rock Hall MD

$

Info Categories

Vacation Home with Free Wi-Fi

Vacation Home with Parking

3-Star Vacation Home

Charming Chesapeake Bay Retreat with Stunning Views! 9.2 km from Chestertown

Vacation Home in Rock Hall MD

$

Info Categories

Vacation Home with Free Wi-Fi

Vacation Home with Parking

3-Star Vacation Home

Bayside cottage steps from the harbor 9.4 km from Chestertown

Vacation Home in Rock Hall MD

5.0

Rated

$

Info Categories

Vacation Home with Free Wi-Fi

Dog Friendly Vacation Home

Vacation Home with Parking

Mariner's Motel 9.4 km from Chestertown

Motel in Rock Hall MD

10

Excellent

$

Info Categories

Motel with Free Wi-Fi

Dog Friendly Motel

Motel with Swimming Pool

Outdoor Pool

Mariners Motel 9.5 km from Chestertown

Accommodation in Rock Hall MD

10

Excellent

From $186

$

Info Categories

Accommodation with Free Wi-Fi

Dog Friendly Accommodation

Accommodation with Swimming Pool

Outdoor Pool

Haven Point Inn 9.7 km from Chestertown

Inn in Rock Hall MD

9.5

Excellent

From $172

$

Info Categories

Inn with Free Wi-Fi

Inn for Adults Only

Small Inn

Blake House Historic Estate with Private Inn 11.4 km from Chestertown

Villas in Centreville MD

$

Info Categories

Villas with Free Wi-Fi

Dog Friendly Villas

Villas with Swimming Pool

Outdoor Pool

Captain’s Quarters - unique home on Corsica River! 11.6 km from Chestertown

Vacation Home in Centreville MD

9.4

Excellent

$

Info Categories

Vacation Home with Free Wi-Fi

Vacation Home near Golf Courses

Family Friendly Vacation Home

Hillside Motel 12.6 km from Chestertown

Motel in Centreville MD

4.9

Rated

From $77

$

Info Categories

Motel with Free Wi-Fi

Small Motel

Lansdowne Manor 13.4 km from Chestertown

Vacation Home in Centreville MD

$

Info Categories

Vacation Home with Free Wi-Fi

Family Friendly Vacation Home

Dog Friendly Vacation Home

Galena House 14.8 km from Chestertown

Country House in Galena MD

$

Info Categories

Country House with Free Wi-Fi

Dog Friendly Country House

Country House with Parking