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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. 600 Aspen Dr., Queenstown, MD 21658
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~5.72 miles west of Eastern Chesapeake Shore
  • Expensive hotel
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From$75
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Hilton Tampa Downtown 548 Caspian Dr., Grasonville, MD 21638
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~9.22 miles west of Eastern Chesapeake Shore
  • High-end hotel
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From$125
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Quality Inn Grasonville near Kent Island in Grasonville 101 Vfw Ave., Grasonville, MD 21638
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~10.06 miles west of Eastern Chesapeake Shore
  • Inexpensive Resort hotel
  • Hotel has 59 rooms
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From$74
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Easton - Easton 8945 Sunflower Dr., Easton, MD 21601
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~10.43 miles south of Eastern Chesapeake Shore
  • Midscale hotel
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From$129
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Best Western Plus Easton Inn & Suites 8708 Alicia Dr., Easton, MD 21601
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~11.02 miles south of Eastern Chesapeake Shore
  • 3-star Rural hotel
  • Check-in time: 03:00
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From$88
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Best Western Denton Inn 521 Fleetwood Rd., Denton, MD 21629
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~11.09 miles east of Eastern Chesapeake Shore
  • Mid-scale Highway hotel
  • Hotel has 2 floors
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From$68
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Easton 8561 Ocean Gateway, Easton, MD 21601
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~11.32 miles south of Eastern Chesapeake Shore
  • 3 star Rural property
  • Gym / Fitness Center Available
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From$115
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn in Easton 8523 Ocean Gateway, Easton, MD 21601
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~11.36 miles south of Eastern Chesapeake Shore
  • Economy Rural hotel
  • 82 sleeping rooms in hotel
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From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Annapolis East Kent Island by IHG 1020 Kent Narrows Rd., Grasonville, MD 21638
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~11.92 miles west of Eastern Chesapeake Shore
  • Three Star Rural property
  • Check-in time: 3:00pm
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From$180
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Easton Route 50 in Easton 8175 Ocean Gateway, Easton, MD 21601
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~12.01 miles south of Eastern Chesapeake Shore
  • Two-star property
  • Check-in: 11:00
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Kent Island Marina in Grasonville 3206 Main St., Grasonville, MD 21638
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~12.01 miles west of Eastern Chesapeake Shore
  • Affordable Riverfront hotel
  • Hotel has 30 suites
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From$121
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Kent Narrows Inn 3101 Main St., Grasonville, MD 21638
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~12.13 miles west of Eastern Chesapeake Shore
  • 3 star Resort property
  • 4 floors in hotel
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From$80
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Hampton Inn Easton : 8058 Ocean Gateway 8058 Ocean Gateway, Easton, MD 21601
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~12.27 miles south of Eastern Chesapeake Shore
  • Cheap Downtown hotel
  • Check-in time: 3:00PM
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From$119
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Days Inn by Wyndham Easton : 7018 Ocean Gateway 7018 Ocean Gateway, Easton, MD 21601
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~14.23 miles south of Eastern Chesapeake Shore
  • Three Star hotel
  • Hotel has an eco-friendly policy Learn more
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From$80
Average 3.0 /5 Guest Reviews 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
  • Midscale Resort hotel
  • 2 floors in hotel
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From$70
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Inn at Perry Cabin in St. Michael's 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
  • 5 meeting rooms in hotel
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From$150
Very Good 4.0 /5 Read Reviews Call BookMore Details
Kent Island Resort 500 Kent Manor Dr., Stevensville, MD 21666
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~16.00 miles west of Eastern Chesapeake Shore
  • 4-star Riverfront hotel
  • 2 conference rooms in property
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From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club in Stevensville 180 Pier One Rd., Stevensville, MD 21666
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~16.98 miles west of Eastern Chesapeake Shore
  • Expensive Suburban hotel
  • Check in: 4:00 PM
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From$162
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Robert Morris Inn in Oxford 314 North Morris St., Oxford, MD 21654
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~19.30 miles southwest of Eastern Chesapeake Shore
  • Midscale property
  • Check-in time: 15:00
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From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Driftwood Inn in Chestertown 609 Washington Ave., Chestertown, MD 21620
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~19.34 miles north of Eastern Chesapeake Shore
  • Economical Riverfront hotel
  • Check in time: 2:00pm
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From$45
Poor 2.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Chestertown - Chestertown 150 Scheeler Rd., Chestertown, MD 21620 Website
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~19.70 miles north of Eastern Chesapeake Shore
  • Mid-scale Suburban hotel
  • Free breakfast available
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Red Roof Inn & Suites Chestertown : 160 Scheeler Rd. 160 Scheeler Rd., Chestertown, MD 21620
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~19.72 miles north of Eastern Chesapeake Shore
  • Mid-scale Rural hotel
  • 3 floors in property
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From$80
Average 3.0 /5 Hotel 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 Five Star Oceanfront hotel
  • Free breakfast available
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From$140
Average 3.0 /5 Review Score 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 hotel
  • Hotel has 2 suites
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From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Harrington 17010 South Dupont, Harrington, DE 19952
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~24.22 miles east of Eastern Chesapeake Shore
  • Cheap property
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites Harrington - Milford 1259 Corn Crib Rd., Harrington, DE 19952
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~24.29 miles east of Eastern Chesapeake Shore
  • Midscale Rural hotel
  • Check-in time: 11:00
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From$80
Very Good 4.0 /5 Guest 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
  • 3 star hotel
  • Hotel has 86 rooms
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From$80
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Rodeway Inn - Annapolis 74 Old Mill Bottom Rd. North, Annapolis, MD 21409
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~24.87 miles west of Eastern Chesapeake Shore
  • Economical property
  • 39 sleeping rooms in hotel
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From$60
Poor 2.0 /5 Review Score Call BookMore Details
Village Inn Annapolis MD 69 Old Mil Bottom Rd. North, Annapolis, MD 21401
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~25.00 miles west of Eastern Chesapeake Shore
  • Low-priced Suburban hotel
  • Check-in time: 3:00 PM
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From$69
Poor 2.5 /5 Review Score Call BookMore Details
Annapolis Waterfront Hotel, Autograph Collection in Annapolis 80 Compromise St., Annapolis, MD 21401
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~25.14 miles west of Eastern Chesapeake Shore
  • 4-star Downtown hotel
  • Check-in time: 4:00 PM
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From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Historic Inns of Annapolis in Annapolis 58 State Circle, Annapolis, MD 21401
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~25.38 miles west of Eastern Chesapeake Shore
  • 3-star Downtown hotel
  • 9 suites in hotel
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From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Graduate by Hilton Annapolis : 126 West St. 126 West St., Annapolis, MD 21401
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~25.83 miles west of Eastern Chesapeake Shore
  • High-end Downtown property
  • 14 conference rooms in property
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From$100
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown : 174 West St. 174 West St., Annapolis, MD 21401
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~25.94 miles west of Eastern Chesapeake Shore
  • 3 star Downtown hotel
  • Check in: 3:00pm
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From$139
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Westin Annapolis 100 Westgate Cir, Annapolis, MD 21401 Website
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~26.17 miles west of Eastern Chesapeake Shore
  • Four star Downtown hotel
  • Hotel has 225 rooms
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From$139
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay 100 Heron Blvd., Cambridge, MD 21613
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~26.46 miles south of Eastern Chesapeake Shore
  • High end property
  • 6 floors in property
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From$125
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Holiday Inn Express Cambridge by IHG in Cambridge 2715 Ocean Gateway, Cambridge, MD 21613
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~26.82 miles south of Eastern Chesapeake Shore
  • 3-star Rural property
  • Hotel has 4 floors
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From$112
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Cambridge Inn 2831 Ocean Gateway, Cambridge, MD 21613
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~27.02 miles south of Eastern Chesapeake Shore
  • Economical Highway hotel
  • Check in time: 2Pm
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From$54
Poor 2.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Cambridge in Cambridge 2936 Ocean Gateway, Cambridge, MD 21613 Website
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~27.07 miles south of Eastern Chesapeake Shore
  • Low Cost Rural hotel
  • Check in time: 3:00pm
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From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge - Cambridge 2917 Ocean Gateway, Cambridge, MD 21613
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~27.09 miles south of Eastern Chesapeake Shore
  • Low priced Highway property
  • 2 floors in hotel
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From$60
Average 3.5 /5 Recent Reviews 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
  • Affordable Highway property
  • Hotel has 30 suites
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From$80
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Holiday Inn Express & Suites Annapolis An Ihg Hotel : 2451 Riva Rd. 2451 Riva Rd., Annapolis, MD 21401
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~28.14 miles west of Eastern Chesapeake Shore
  • Three Star Suburban hotel
  • Free breakfast
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel 173 Jennifer Rd., Annapolis, MD 21401 Website
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~28.23 miles west of Eastern Chesapeake Shore
  • Three Star Suburban property
  • Access to gym on-site
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From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG : 1 Womack Dr. 1 Womack Dr., Annapolis, MD 21401
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~28.38 miles west of Eastern Chesapeake Shore
  • Mid-scale Suburban hotel
  • 101 sleeping rooms in hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis - Annapolis 210 Holiday Court, Annapolis, MD 21401
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~28.48 miles west of Eastern Chesapeake Shore
  • 3 star Suburban property
  • Fitness + Health Center
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From$149
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Hampton Inn & Suites Annapolis - Annapolis 124 Womack Dr., Annapolis, MD 21401
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~28.48 miles west of Eastern Chesapeake Shore
  • Affordable Suburban property
  • Check in: 3:00pm
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From$70
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Red Roof Inn Annapolis 2520 C Riva Rd., Annapolis, MD 21401
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~28.50 miles west of Eastern Chesapeake Shore
  • Low Cost Suburban property
  • 2 floors in hotel
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From$60
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Best Western Annapolis - Annapolis 2520 Riva Rd., Annapolis, MD 21401
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~28.52 miles west of Eastern Chesapeake Shore
  • Economy Suburban hotel
  • Airport shuttle provided
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From$84
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Springhill Suites by Marriott Annapolis in Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401
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~28.58 miles west of Eastern Chesapeake Shore
  • 3-star Suburban hotel
  • 2 meeting rooms in property
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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
  • 102 suites in hotel
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Annapolis - Annapolis 305 Harry South Truman Pkwy., Annapolis, MD 21401
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~28.62 miles west of Eastern Chesapeake Shore
  • Mid-scale property
  • Hotel has 4 suites
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From$80
Very Good 4.0 /5 Review Score 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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