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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 600 Aspen Dr., Queenstown, MD 21658
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~5.72 miles west of Eastern Chesapeake Shore
  • Four star hotel
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From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Hilton Tampa Downtown : 548 Caspian Dr. 548 Caspian Dr., Grasonville, MD 21638
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~9.22 miles west of Eastern Chesapeake Shore
  • 4-star property
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From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn Grasonville near Kent Island : 101 Vfw Ave. 101 Vfw Ave., Grasonville, MD 21638
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~10.06 miles west of Eastern Chesapeake Shore
  • Economical Resort hotel
  • Check in time: 11:00
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From$74
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Easton 8945 Sunflower Dr., Easton, MD 21601
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~10.43 miles south of Eastern Chesapeake Shore
  • Three Star hotel
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From$129
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites : 8708 Alicia Dr. 8708 Alicia Dr., Easton, MD 21601
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~11.02 miles south of Eastern Chesapeake Shore
  • Midscale Rural hotel
  • Free complimentary breakfast
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From$88
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Denton Inn in Denton 521 Fleetwood Rd., Denton, MD 21629
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~11.09 miles east of Eastern Chesapeake Shore
  • 3 star Highway hotel
  • Free breakfast
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From$68
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Easton in Easton 8561 Ocean Gateway, Easton, MD 21601
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~11.32 miles south of Eastern Chesapeake Shore
  • 3 star Rural hotel
  • Gym / Fitness Center Available
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From$115
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn 8523 Ocean Gateway, Easton, MD 21601
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~11.36 miles south of Eastern Chesapeake Shore
  • Cheap Rural hotel
  • 3 meeting rooms in property
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From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Annapolis East Kent Island by IHG in Grasonville 1020 Kent Narrows Rd., Grasonville, MD 21638
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~11.92 miles west of Eastern Chesapeake Shore
  • Three Star Rural hotel
  • Hotel has 3 floors
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From$180
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge Easton Route 50 8175 Ocean Gateway, Easton, MD 21601
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~12.01 miles south of Eastern Chesapeake Shore
  • Two-star hotel
  • Check-in time: 11:00
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina 3206 Main St., Grasonville, MD 21638
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~12.01 miles west of Eastern Chesapeake Shore
  • Three Star Riverfront hotel
  • 4 meeting rooms in property
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From$121
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Kent Narrows Inn in Grasonville 3101 Main St., Grasonville, MD 21638
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~12.13 miles west of Eastern Chesapeake Shore
  • Affordable Resort hotel
  • Fitness + Health Center
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Easton 8058 Ocean Gateway, Easton, MD 21601
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~12.27 miles south of Eastern Chesapeake Shore
  • Low-priced Downtown property
  • Comp. Breakfast
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From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Days Inn by Wyndham Easton in Easton 7018 Ocean Gateway, Easton, MD 21601
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~14.23 miles south of Eastern Chesapeake Shore
  • 3 star hotel
  • Hotel has an eco-friendly policy Learn more
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From$80
Average 3.0 /5 Review Score Call BookMore Details
St. Michaels Inn in St. Michaels 1228 South Talbot St., St. Michaels, MD 21663
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~15.74 miles southwest of Eastern Chesapeake Shore
  • 3 star Resort property
  • Hotel has 2 floors
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From$70
Very Good 4.0 /5 Review Score Call BookMore Details
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Inn at Perry Cabin : 308 Watkins Lane 308 Watkins Lane, St. Michael's, MD 21663
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~15.78 miles southwest of Eastern Chesapeake Shore
  • Luxury Five Star Resort hotel
  • 3 floors in property
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From$150
Very Good 4.0 /5 Reviews Call BookMore Details
Kent Island Resort - Stevensville 500 Kent Manor Dr., Stevensville, MD 21666
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~16.00 miles west of Eastern Chesapeake Shore
  • Four-star Riverfront property
  • Hotel has 2 meeting rooms
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From$125
Average 3.0 /5 Read Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club : 180 Pier One Rd. 180 Pier One Rd., Stevensville, MD 21666
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~16.98 miles west of Eastern Chesapeake Shore
  • 4 star Suburban hotel
  • Check in time: 4:00 PM
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From$162
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Robert Morris Inn 314 North Morris St., Oxford, MD 21654
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~19.30 miles southwest of Eastern Chesapeake Shore
  • 3-star property
  • 3 floors in hotel
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From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Driftwood Inn : 609 Washington Ave. 609 Washington Ave., Chestertown, MD 21620
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~19.34 miles north of Eastern Chesapeake Shore
  • Inexpensive Riverfront property
  • Check-in time: 2:00pm
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From$45
Poor 2.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Chestertown 150 Scheeler Rd., Chestertown, MD 21620 Website
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~19.70 miles north of Eastern Chesapeake Shore
  • Affordable Suburban property
  • Hotel has an eco-friendly policy See more
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From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn & Suites Chestertown - Chestertown 160 Scheeler Rd., Chestertown, MD 21620
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~19.72 miles north of Eastern Chesapeake Shore
  • 3-star Rural property
  • Hotel has 53 suites
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Knapp's Narrows Marina & Inn 6176 Tilghman Island Rd., Tilghman Island, MD 21671
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~22.90 miles southwest of Eastern Chesapeake Shore
  • Luxury 5 star Oceanfront hotel
  • 2 suites in hotel
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From$140
Average 3.0 /5 Recent Reviews Call BookMore Details
Wylder Hotel Tilghman Island 21551 Chesapeake House Dr., Tilghman, MD 21671
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~24.12 miles southwest of Eastern Chesapeake Shore
  • Mid-scale Riverfront property
  • 2 suites in property
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From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Super 8 by Wyndham Harrington in Harrington 17010 South Dupont, Harrington, DE 19952
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~24.22 miles east of Eastern Chesapeake Shore
  • 2 star hotel
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Quality Inn & Suites Harrington - Milford : 1259 Corn Crib Rd. 1259 Corn Crib Rd., Harrington, DE 19952
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~24.29 miles east of Eastern Chesapeake Shore
  • Three Star Rural property
  • Check-in: 11:00
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From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by I : 17271 South Dupont Highway 17271 South Dupont Highway, Harrington, DE 19952
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~24.31 miles east of Eastern Chesapeake Shore
  • Affordable hotel
  • Hotel has 19 suites
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From$80
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Rodeway Inn : 74 Old Mill Bottom Rd. North 74 Old Mill Bottom Rd. North, Annapolis, MD 21409
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~24.87 miles west of Eastern Chesapeake Shore
  • 2-star property
  • Check in time: 11:00
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From$60
Poor 2.0 /5 Read Reviews Call BookMore Details
Village Inn Annapolis MD - Annapolis 69 Old Mil Bottom Rd. North, Annapolis, MD 21401
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~25.00 miles west of Eastern Chesapeake Shore
  • Inexpensive Suburban property
  • 50 rooms in hotel
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From$69
Poor 2.5 /5 Read Reviews Call BookMore Details
Annapolis Waterfront Hotel, Autograph Collection 80 Compromise St., Annapolis, MD 21401
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~25.14 miles west of Eastern Chesapeake Shore
  • High-end Downtown hotel
  • Hotel has 150 rooms
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From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Historic Inns of Annapolis 58 State Circle, Annapolis, MD 21401
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~25.38 miles west of Eastern Chesapeake Shore
  • 3-star Downtown hotel
  • Hotel has 9 suites
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From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Graduate by Hilton Annapolis 126 West St., Annapolis, MD 21401
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~25.83 miles west of Eastern Chesapeake Shore
  • 4-star Downtown property
  • 6 floors in property
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From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown 174 West St., Annapolis, MD 21401
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~25.94 miles west of Eastern Chesapeake Shore
  • Affordable Downtown hotel
  • Hotel has 121 rooms
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From$139
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Westin Annapolis in Annapolis 100 Westgate Cir, Annapolis, MD 21401 Website
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~26.17 miles west of Eastern Chesapeake Shore
  • 4 star Downtown property
  • Gym is available on property
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From$139
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay - Cambridge 100 Heron Blvd., Cambridge, MD 21613
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~26.46 miles south of Eastern Chesapeake Shore
  • Expensive hotel
  • Check in: 4:00 pm
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From$125
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG : 2715 Ocean Gateway 2715 Ocean Gateway, Cambridge, MD 21613
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~26.82 miles south of Eastern Chesapeake Shore
  • Three Star Rural property
  • Check-in time: 15:00pm
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From$112
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Cambridge Inn - Cambridge 2831 Ocean Gateway, Cambridge, MD 21613
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~27.02 miles south of Eastern Chesapeake Shore
  • Low-priced Highway hotel
  • Check in time: 2Pm
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From$54
Poor 2.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Cambridge 2936 Ocean Gateway, Cambridge, MD 21613 Website
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~27.07 miles south of Eastern Chesapeake Shore
  • Cheap Rural property
  • Fitness + Health Center
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From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge in Cambridge 2917 Ocean Gateway, Cambridge, MD 21613
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~27.09 miles south of Eastern Chesapeake Shore
  • Economy Highway hotel
  • Hotel has 2 suites
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From$60
Average 3.5 /5 Review Score Call BookMore Details
Hampton Inn & Suites in Annapolis Hampton Inn 124, Annapolis, MD 21401
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~28.11 miles west of Eastern Chesapeake Shore
  • Mid-scale Highway property
  • Free complimentary breakfast
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From$80
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Holiday Inn Express & Suites Annapolis An Ihg Hotel 2451 Riva Rd., Annapolis, MD 21401
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~28.14 miles west of Eastern Chesapeake Shore
  • Affordable Suburban hotel
  • Free comp. breakfast
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel : 173 Jennifer Rd. 173 Jennifer Rd., Annapolis, MD 21401 Website
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~28.23 miles west of Eastern Chesapeake Shore
  • Three Star Suburban hotel
  • Hotel has 197 rooms
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From$80
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Candlewood Suites Annapolis by IHG - Annapolis 1 Womack Dr., Annapolis, MD 21401
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~28.38 miles west of Eastern Chesapeake Shore
  • 3-star Suburban property
  • Hotel has 3 floors
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From$80
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Doubletree by Hilton Hotel Annapolis 210 Holiday Court, Annapolis, MD 21401
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~28.48 miles west of Eastern Chesapeake Shore
  • Mid-scale Suburban hotel
  • Hotel has 6 floors
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From$149
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Annapolis in Annapolis 124 Womack Dr., Annapolis, MD 21401
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~28.48 miles west of Eastern Chesapeake Shore
  • Three Star Suburban hotel
  • 31 suites in property
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From$70
Very Good 4.0 /5 Review Score Call BookMore Details
Red Roof Inn Annapolis : 2520 C Riva Rd. 2520 C Riva Rd., Annapolis, MD 21401
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~28.50 miles west of Eastern Chesapeake Shore
  • Cheap Suburban property
  • Check-in time: 03:00
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From$60
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Best Western Annapolis 2520 Riva Rd., Annapolis, MD 21401
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~28.52 miles west of Eastern Chesapeake Shore
  • Two-star Suburban hotel
  • Complimentary breakfast is offered
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From$84
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Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401
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~28.58 miles west of Eastern Chesapeake Shore
  • Mid-scale Suburban hotel
  • Hotel has 2 meeting rooms
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From$82
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Sonesta Es Suites Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401
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~28.59 miles west of Eastern Chesapeake Shore
  • 3 star Suburban hotel
  • 3 floors in hotel
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Annapolis : 305 Harry South Truman Pkwy. 305 Harry South Truman Pkwy., Annapolis, MD 21401
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~28.62 miles west of Eastern Chesapeake Shore
  • Mid-scale hotel
  • 126 rooms in hotel
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From$80
Very Good 4.0 /5 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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