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Eastern Chesapeake Shore Maryland Accommodations

Find accommodations in Eastern Chesapeake Shore with the hotel list provided below. Search for the cheapest discounted hotel and motel rates in or near Eastern Chesapeake Shore, MD for your business or personal leisure travel. We list the best Eastern Chesapeake Shore Maryland hotel rooms. Review the Eastern Chesapeake Shore hotel list below to find the perfect lodging. We also have a map of the Eastern Chesapeake Shore hotels.

The Eastern Chesapeake Shore center point is around 3 miles south of Chesapeake College and 3 miles south of Chesapeake Bay Bridge.

Eastern Chesapeake Shore Hotels, Motels & Accommodations

Wye River a Dolce Conference Center in Queenstown 600 Aspen Dr., Queenstown, MD 21658 ~5.72 miles west of Eastern Chesapeake Shore
  • 4-star hotel
From£56
Very good 4.0 /5 Hotel Reviews Call BookMore Details
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Hilton Tampa Downtown 548 Caspian Dr., Grasonville, MD 21638 ~9.22 miles west of Eastern Chesapeake Shore
  • 4 star hotel
From£93
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn Grasonville near Kent Island 101 Vfw Ave., Grasonville, MD 21638 ~10.06 miles west of Eastern Chesapeake Shore
  • Low priced Resort hotel
  • 59 rooms in property
From£55
Very good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Easton in Easton 8945 Sunflower Dr., Easton, MD 21601 ~10.43 miles south of Eastern Chesapeake Shore
  • Mid-scale property
From£96
Very good 4.5 /5 Guest Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites 8708 Alicia Dr., Easton, MD 21601 ~11.02 miles south of Eastern Chesapeake Shore
  • Affordable Rural property
  • Comp. Breakfast
From£65
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Denton Inn 521 Fleetwood Rd., Denton, MD 21629 ~11.09 miles east of Eastern Chesapeake Shore
  • 3 star Highway hotel
  • Free breakfast
From£50
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Easton in Easton 8561 Ocean Gateway, Easton, MD 21601 ~11.32 miles south of Eastern Chesapeake Shore
  • Affordable Rural hotel
  • Check-in: 4:00pm
From£85
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn 8523 Ocean Gateway, Easton, MD 21601 ~11.36 miles south of Eastern Chesapeake Shore
  • 2 star Rural hotel
  • 3 meeting rooms in property
From£59
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Annapolis East Kent Island by IHG 1020 Kent Narrows Rd., Grasonville, MD 21638 ~11.92 miles west of Eastern Chesapeake Shore
  • Midscale Rural hotel
  • Check-in: 3:00pm
From£134
Very good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Easton Route 50 - Easton 8175 Ocean Gateway, Easton, MD 21601 ~12.01 miles south of Eastern Chesapeake Shore
  • Cheap hotel
  • 48 sleeping rooms in hotel
From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina in Grasonville 3206 Main St., Grasonville, MD 21638 ~12.01 miles west of Eastern Chesapeake Shore
  • Three Star Riverfront property
  • Gym is available on property
From£90
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Kent Narrows Inn 3101 Main St., Grasonville, MD 21638 ~12.13 miles west of Eastern Chesapeake Shore
  • Affordable Resort property
  • Free comp. breakfast
From£59
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Easton 8058 Ocean Gateway, Easton, MD 21601 ~12.27 miles south of Eastern Chesapeake Shore
  • Low priced Downtown hotel
  • 4 floors in property
From£88
Very good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Easton 7018 Ocean Gateway, Easton, MD 21601 ~14.23 miles south of Eastern Chesapeake Shore
  • Mid-scale hotel
  • Check-in time: 3:00pm
From£59
Average 3.0 /5 Recent Reviews Call BookMore Details
St. Michaels Inn : 1228 South Talbot St. 1228 South Talbot St., St. Michaels, MD 21663 ~15.74 miles southwest of Eastern Chesapeake Shore
  • Affordable Resort hotel
  • 3 conference rooms in property
From£52
Very good 4.0 /5 Review Score Call BookMore Details
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Inn at Perry Cabin in St. Michael's 308 Watkins Lane, St. Michael's, MD 21663 ~15.78 miles southwest of Eastern Chesapeake Shore
  • Luxurious Five Star Resort hotel
  • 27 suites in hotel
From£112
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Kent Island Resort - Stevensville 500 Kent Manor Dr., Stevensville, MD 21666 ~16.00 miles west of Eastern Chesapeake Shore
  • 4-star Riverfront property
  • 2 suites in property
From£93
Average 3.0 /5 Guest Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club : 180 Pier One Rd. 180 Pier One Rd., Stevensville, MD 21666 ~16.98 miles west of Eastern Chesapeake Shore
  • 4-star Suburban property
  • Check-in: 4:00 PM
From£121
Very good 4.5 /5 Recent Reviews Call BookMore Details
Robert Morris Inn : 314 North Morris St. 314 North Morris St., Oxford, MD 21654 ~19.30 miles southwest of Eastern Chesapeake Shore
  • 3-star hotel
  • Check-in time: 15:00
From£67
Very good 4.0 /5 Review Score Call BookMore Details
Driftwood Inn 609 Washington Ave., Chestertown, MD 21620 ~19.34 miles north of Eastern Chesapeake Shore
  • 2 star Riverfront property
  • 27 rooms in property
From£33
Poor 2.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Chestertown 150 Scheeler Rd., Chestertown, MD 21620 Website ~19.70 miles north of Eastern Chesapeake Shore
  • Mid-scale Suburban hotel
  • 81 rooms in property
From£67
Very good 4.0 /5 Reviews Call BookMore Details
Red Roof Inn & Suites Chestertown 160 Scheeler Rd., Chestertown, MD 21620 ~19.72 miles north of Eastern Chesapeake Shore
  • Mid-scale Rural property
  • Check-in time: 3.00 p.m
From£59
Average 3.0 /5 Reviews Call BookMore Details
Knapp's Narrows Marina & Inn - Tilghman Island 6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~22.90 miles southwest of Eastern Chesapeake Shore
  • Luxury 5 star Oceanfront property
  • 20 sleeping rooms in hotel
From£104
Average 3.0 /5 Read Reviews Call BookMore Details
Wylder Hotel Tilghman Island in Tilghman 21551 Chesapeake House Dr., Tilghman, MD 21671 ~24.12 miles southwest of Eastern Chesapeake Shore
  • Three Star Riverfront property
  • Hotel has 49 rooms
From£74
Very good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Harrington - Harrington 17010 South Dupont, Harrington, DE 19952 ~24.22 miles east of Eastern Chesapeake Shore
  • Economy hotel
From£44
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites Harrington - Milford 1259 Corn Crib Rd., Harrington, DE 19952 ~24.29 miles east of Eastern Chesapeake Shore
  • 3-star Rural property
  • Fitness + Health Center
From£59
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by I in Harrington 17271 South Dupont Highway, Harrington, DE 19952 ~24.31 miles east of Eastern Chesapeake Shore
  • Three Star property
  • Free breakfast available
From£59
Very good 4.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn 74 Old Mill Bottom Rd. North, Annapolis, MD 21409 ~24.87 miles west of Eastern Chesapeake Shore
  • Two-star hotel
  • Free breakfast
Village Inn Annapolis MD 69 Old Mil Bottom Rd. North, Annapolis, MD 21401 ~25.00 miles west of Eastern Chesapeake Shore
  • 2 star Suburban hotel
  • Check-in: 3:00 PM
From£51
Poor 2.5 /5 Read Reviews Call BookMore Details
Annapolis Waterfront Hotel, Autograph Collection : 80 Compromise St. 80 Compromise St., Annapolis, MD 21401 ~25.14 miles west of Eastern Chesapeake Shore
  • Expensive Downtown hotel
  • 150 sleeping rooms in hotel
From£56
Very good 4.0 /5 Recent Reviews Call BookMore Details
Historic Inns of Annapolis 58 State Circle, Annapolis, MD 21401 ~25.38 miles west of Eastern Chesapeake Shore
  • 3-star Downtown hotel
  • Check-in time: 4:00 PM
From£81
Very good 4.0 /5 Read Reviews Call BookMore Details
Graduate by Hilton Annapolis in Annapolis 126 West St., Annapolis, MD 21401 ~25.83 miles west of Eastern Chesapeake Shore
  • 4 star Downtown property
  • Hotel has 17 suites
From£74
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown : 174 West St. 174 West St., Annapolis, MD 21401 ~25.94 miles west of Eastern Chesapeake Shore
  • Affordable Downtown property
  • Gym is available on property
From£103
Very good 4.0 /5 Reviews Call BookMore Details
The Westin Annapolis - Annapolis 100 Westgate Cir, Annapolis, MD 21401 Website ~26.17 miles west of Eastern Chesapeake Shore
  • High-end Downtown property
  • 11 suites in hotel
From£103
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay 100 Heron Blvd., Cambridge, MD 21613 ~26.46 miles south of Eastern Chesapeake Shore
  • Four star hotel
  • Hotel has 400 rooms
From£93
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG in Cambridge 2715 Ocean Gateway, Cambridge, MD 21613 ~26.82 miles south of Eastern Chesapeake Shore
  • Three Star Rural property
  • 3 suites in hotel
From£83
Very good 4.0 /5 Review Score Call BookMore Details
Cambridge Inn in Cambridge 2831 Ocean Gateway, Cambridge, MD 21613 ~27.02 miles south of Eastern Chesapeake Shore
  • Inexpensive Highway hotel
  • Hotel has 80 rooms
Comfort Inn & Suites Cambridge : 2936 Ocean Gateway 2936 Ocean Gateway, Cambridge, MD 21613 Website ~27.07 miles south of Eastern Chesapeake Shore
  • 2-star Rural hotel
  • Check-in: 3:00pm
From£44
Very good 4.0 /5 Guest Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge 2917 Ocean Gateway, Cambridge, MD 21613 ~27.09 miles south of Eastern Chesapeake Shore
  • Cheap Highway property
  • Check in time: 03:00pm
From£44
Average 3.5 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Hampton Inn 124, Annapolis, MD 21401 ~28.11 miles west of Eastern Chesapeake Shore
  • Mid-scale Highway hotel
  • Hotel has 117 rooms
From£59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis An Ihg Hotel 2451 Riva Rd., Annapolis, MD 21401 ~28.14 miles west of Eastern Chesapeake Shore
  • Midscale Suburban property
  • 20 suites in property
From£59
Average 3.0 /5 Recent Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel - Annapolis 173 Jennifer Rd., Annapolis, MD 21401 Website ~28.23 miles west of Eastern Chesapeake Shore
  • Midscale Suburban hotel
  • 7 floors in hotel
From£59
Very good 4.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG in Annapolis 1 Womack Dr., Annapolis, MD 21401 ~28.38 miles west of Eastern Chesapeake Shore
  • 3-star Suburban property
  • Hotel has 3 floors
From£59
Average 3.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis 210 Holiday Court, Annapolis, MD 21401 ~28.48 miles west of Eastern Chesapeake Shore
  • Midscale Suburban hotel
  • 6 suites in property
From£111
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Annapolis : 124 Womack Dr. 124 Womack Dr., Annapolis, MD 21401 ~28.48 miles west of Eastern Chesapeake Shore
  • 3-star Suburban property
  • Hotel has 117 rooms
From£52
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Annapolis - Annapolis 2520 C Riva Rd., Annapolis, MD 21401 ~28.50 miles west of Eastern Chesapeake Shore
  • 2-star Suburban property
  • 2 floors in property
From£44
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Annapolis in Annapolis 2520 Riva Rd., Annapolis, MD 21401 ~28.52 miles west of Eastern Chesapeake Shore
  • Economy Suburban property
  • Check-in: 03:00
From£62
Average 3.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis : 189 Admiral Cochrane Dr. 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.58 miles west of Eastern Chesapeake Shore
  • 3 star Suburban hotel
  • Check-in time: 3:00pm
From£61
Average 3.0 /5 Read Reviews Call BookMore Details
Sonesta Es Suites Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.59 miles west of Eastern Chesapeake Shore
  • Mid-scale Suburban hotel
  • 102 suites in hotel
From£74
Very good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Annapolis 305 Harry South Truman Pkwy., Annapolis, MD 21401 ~28.62 miles west of Eastern Chesapeake Shore
  • 3 star hotel
  • Hotel has 3 meeting rooms
From£59
Very good 4.0 /5 Hotel Reviews Call BookMore Details

Next: See My Eastern Chesapeake Shore Hotels with Pricing

Graph: Upcoming 20 Days of Eastern Chesapeake Shore Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Eastern Chesapeake Shore, MD discounts available. The chart reflects the cheapest Eastern Chesapeake Shore hotel for each day and each star rating category.

FAQs about hotels in Eastern Chesapeake Shore

What are the most favored hotels in Eastern Chesapeake Shore?

Fairfield Inn & Suites by Marriott Easton, The Inn at Chesapeake Bay Beach Club and Wye River a Dolce Conference Center are the best rated hotels based on customer reviews in the last 365 days.

What are the top luxurious hotels in Eastern Chesapeake Shore?

Inn at Perry Cabin, Knapp's Narrows Marina & Inn and Wye River a Dolce Conference Center are the top 3 luxury hotels near Eastern Chesapeake Shore city center.

What hotels are closest to the city center of Eastern Chesapeake Shore?

Wye River a Dolce Conference Center, Hilton Tampa Downtown, and Quality Inn Grasonville near Kent Island are the properties closest to Eastern Chesapeake Shore city center.

What are the best independent hotels in Eastern Chesapeake Shore?

The Inn at Chesapeake Bay Beach Club, St. Michaels Inn and Inn at Perry Cabin are the best rated independent hotels (not part of a big brand).

What are the best Marriott hotels in Eastern Chesapeake Shore?

Fairfield Inn & Suites by Marriott Easton, The Westin Annapolis and Springhill Suites by Marriott Annapolis are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the best Choice Hotels branded hotels in Eastern Chesapeake Shore?

Quality Inn Grasonville near Kent Island, Quality Inn and Comfort Inn & Suites Chestertown are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the best Best Western hotels in Eastern Chesapeake Shore?

Best Western Plus Easton Inn & Suites, Best Western Denton Inn and Best Western Annapolis are the best rated Best Western branded hotels (based on user reviews score).

What are the most popular IHG hotels in Eastern Chesapeake Shore?

Holiday Inn Express Annapolis East Kent Island by IHG, Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by I and Holiday Inn Express Cambridge by IHG are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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