Chestertown Hotels

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2. Imperial Hotel

(1)
BBB Rating: A+

208 High StChestertown, MD 21620

(410) 778-5000

Great price for a Eastern shore hotel! Around $110 a night. Old small hotel with 11 rooms, lovingly refurbished. Staff very nice and helpful. \r…

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3. Comfort Suites

BBB Rating: A+

160 Scheeler RdChestertown, MD 21620

(410) 810-0555
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4. Courtyard by Marriott

(1)

6336 Church Hill RdChestertown, MD 21620

(410) 778-2755

The rooms are clean an well stocked an the people are very friendly and the price is good also

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Holiday Inn Express & Suites Chestertown

5. Holiday Inn Express & Suites Chestertown

150 Scheeler RdChestertown, MD 21620

(410) 778-0778

From Business: Official site of Holiday Inn Express & Suites Chestertown. Stay Smart, rest, and recharge at Holiday Inn Express - Best Price Guarantee.

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Driftwood Inn

6. Driftwood Inn

(1)
BBB Rating: A

609 Washington AveChestertown, MD 21620

(410) 778-0041

Basic, dreary room. What you'd expect for $39 a night.\r Except they charged us $105 per night.\r For just slightly more, you're better off gettin…

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Quality Suites

7. Quality Suites

160 Scheeler RdChestertown, MD 21620

(410) 810-0555

From Business: Nestled on Maryland's beautiful and peaceful Eastern Shore, the Quality Suites hotel is just one mile from Washington College. This smoke-free hotel is minutes from…

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8. Claddaugh Farm Bed & Breakfast

BBB Rating: A+

160 Claddaugh LnChestertown, MD 21620

(410) 778-4894
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9. Marine Resorts Inc

1008 Rolphs Wharf RdChestertown, MD 21620

(410) 778-1757
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Holiday Inn

12. Holiday Inn

(877) 654-0232

From Business: IHG Rewards Club Members: Get better savings with YOUR RATE. Book hotels direct at holidayinn.com for our lowest rates. You won't find these anywhere else. Holiday …

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14. Crowne Plaza

(877) 654-0232

From Business: IHG Rewards Club Members: Get better savings with YOUR RATE. Book hotels direct at crowneplaza.com for our lowest rates. You won't find these anywhere else. Crowne …

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15. InterContinental

(877) 654-0232

From Business: IHG Rewards Club Members: Get better savings with YOUR RATE. Book hotels direct at intercontinental.com for our lowest rates. You won't find these anywhere else. OU…

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16. Hotel Indigo

(877) 654-0232

From Business: IHG Rewards Club Members: Get better savings with YOUR RATE. Book hotels direct at hotelindigo.com for our lowest rates. You won't find these anywhere else. Hotel I…

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