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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
  • High end property
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From$75
Very Good 4.0 /5 Reviews Call BookMore Details
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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
  • Four star property
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From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Grasonville near Kent Island 101 Vfw Ave., Grasonville, MD 21638
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~10.06 miles west of Eastern Chesapeake Shore
  • Two star Resort property
  • Hotel has 59 rooms
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From$74
Very Good 4.0 /5 Guest 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
  • Mid-scale property
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From$129
Very Good 4.5 /5 Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites in Easton 8708 Alicia Dr., Easton, MD 21601
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~11.02 miles south of Eastern Chesapeake Shore
  • 3 star Rural property
  • Fitness + Health Center
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From$88
Very Good 4.0 /5 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
  • Affordable Highway hotel
  • 60 sleeping rooms in hotel
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From$68
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Easton : 8561 Ocean Gateway 8561 Ocean Gateway, Easton, MD 21601
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~11.32 miles south of Eastern Chesapeake Shore
  • Mid-scale Rural property
  • Free complimentary breakfast
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From$115
Average 3.0 /5 Read Reviews Call BookMore Details
Quality Inn 8523 Ocean Gateway, Easton, MD 21601
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~11.36 miles south of Eastern Chesapeake Shore
  • Economical Rural property
  • Hotel has 82 rooms
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From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Annapolis East Kent Island by IHG - Grasonville 1020 Kent Narrows Rd., Grasonville, MD 21638
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~11.92 miles west of Eastern Chesapeake Shore
  • Affordable Rural property
  • 3 floors in hotel
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From$180
Very Good 4.0 /5 Recent 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
  • Low-priced hotel
  • 48 rooms in hotel
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From$60
Average 3.0 /5 Read Reviews 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
  • 3-star Riverfront property
  • Check in: 03:00PM
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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
  • Midscale Resort property
  • Check in time: 4:00 PM
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Easton : 8058 Ocean Gateway 8058 Ocean Gateway, Easton, MD 21601
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~12.27 miles south of Eastern Chesapeake Shore
  • Economical Downtown property
  • Gym / Fitness Center Available
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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
  • Affordable hotel
  • Has environment-friendly policy Read more
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
St. Michaels Inn : 1228 South Talbot St. 1228 South Talbot St., St. Michaels, MD 21663
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~15.74 miles southwest of Eastern Chesapeake Shore
  • Affordable Resort hotel
  • 93 rooms in hotel
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From$70
Very Good 4.0 /5 Hotel 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 5 star Resort property
  • 5 meeting rooms in property
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From$150
Very Good 4.0 /5 Reviews Call BookMore Details
Kent Island Resort in Stevensville 500 Kent Manor Dr., Stevensville, MD 21666
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~16.00 miles west of Eastern Chesapeake Shore
  • 4 star Riverfront property
  • 24 rooms in hotel
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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 property
  • 4 floors in hotel
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From$162
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Robert Morris Inn : 314 North Morris St. 314 North Morris St., Oxford, MD 21654
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~19.30 miles southwest of Eastern Chesapeake Shore
  • Midscale hotel
  • Check in: 15:00
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From$90
Very Good 4.0 /5 Recent 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
  • Economical Riverfront hotel
  • Check-in time: 2:00pm
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From$45
Poor 2.0 /5 Read Reviews 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
  • 3 star Suburban hotel
  • 81 sleeping rooms in hotel
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Red Roof Inn & Suites Chestertown 160 Scheeler Rd., Chestertown, MD 21620
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~19.72 miles north of Eastern Chesapeake Shore
  • Affordable Rural hotel
  • Comp. Breakfast
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From$80
Average 3.0 /5 Recent 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
  • Luxurious 5 Star Oceanfront hotel
  • 2 suites in hotel
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From$140
Average 3.0 /5 Latest Reviews Call BookMore Details
Wylder Hotel Tilghman Island in Tilghman 21551 Chesapeake House Dr., Tilghman, MD 21671
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~24.12 miles southwest of Eastern Chesapeake Shore
  • Three Star Riverfront hotel
  • 49 rooms in property
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Harrington : 17010 South Dupont 17010 South Dupont, Harrington, DE 19952
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~24.22 miles east of Eastern Chesapeake Shore
  • Cheap hotel
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From$60
Average 3.0 /5 Recent 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
  • 3 star Rural hotel
  • Hotel has 70 rooms
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From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by I 17271 South Dupont Highway, Harrington, DE 19952
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~24.31 miles east of Eastern Chesapeake Shore
  • 3-star hotel
  • 86 sleeping rooms in hotel
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From$80
Very Good 4.0 /5 Review Score Call BookMore Details
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
  • Check-in: 11:00
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From$60
Poor 2.0 /5 Guest Reviews Call BookMore Details
Village Inn Annapolis MD in Annapolis 69 Old Mil Bottom Rd. North, Annapolis, MD 21401
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~25.00 miles west of Eastern Chesapeake Shore
  • Economical Suburban hotel
  • Free comp. breakfast
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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
  • Four-star Downtown hotel
  • Hotel has 5 meeting rooms
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From$75
Very Good 4.0 /5 Read 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
  • Three Star Downtown hotel
  • 124 rooms in hotel
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From$109
Very Good 4.0 /5 Hotel 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
  • Expensive Downtown property
  • Gym / Fitness Center Available
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From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown - Annapolis 174 West St., Annapolis, MD 21401
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~25.94 miles west of Eastern Chesapeake Shore
  • Midscale Downtown hotel
  • Hotel has 5 floors
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From$139
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Westin Annapolis - Annapolis 100 Westgate Cir, Annapolis, MD 21401 Website
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~26.17 miles west of Eastern Chesapeake Shore
  • 4-star Downtown property
  • Hotel has 25 meeting rooms
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From$139
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay in Cambridge 100 Heron Blvd., Cambridge, MD 21613
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~26.46 miles south of Eastern Chesapeake Shore
  • 4-star hotel
  • Access to gym on-site
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From$125
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG 2715 Ocean Gateway, Cambridge, MD 21613
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~26.82 miles south of Eastern Chesapeake Shore
  • Affordable Rural property
  • 3 suites in property
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From$112
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Cambridge Inn 2831 Ocean Gateway, Cambridge, MD 21613
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~27.02 miles south of Eastern Chesapeake Shore
  • Inexpensive Highway property
  • Check-in: 2Pm
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From$54
Poor 2.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Cambridge - Cambridge 2936 Ocean Gateway, Cambridge, MD 21613 Website
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~27.07 miles south of Eastern Chesapeake Shore
  • 2 star Rural property
  • 32 suites in property
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From$60
Very Good 4.0 /5 Review Score 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
  • Economical Highway hotel
  • 2 suites in hotel
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From$60
Average 3.5 /5 Guest 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
  • Three Star Highway hotel
  • Free comp. breakfast
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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 complimentary breakfast
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From$80
Average 3.0 /5 Recent 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
  • Affordable Suburban property
  • Gym is available on property
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From$80
Very Good 4.0 /5 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
  • Midscale Suburban property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis : 210 Holiday Court 210 Holiday Court, Annapolis, MD 21401
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~28.48 miles west of Eastern Chesapeake Shore
  • Mid-scale Suburban property
  • 6 floors in hotel
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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
  • 3-star Suburban property
  • Check-in time: 3:00pm
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From$70
Very Good 4.0 /5 Review Score Call BookMore Details
Red Roof Inn Annapolis 2520 C Riva Rd., Annapolis, MD 21401
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~28.50 miles west of Eastern Chesapeake Shore
  • Inexpensive Suburban hotel
  • Check-in: 03:00
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Best Western Annapolis : 2520 Riva Rd. 2520 Riva Rd., Annapolis, MD 21401
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~28.52 miles west of Eastern Chesapeake Shore
  • Low-priced Suburban hotel
  • Fitness + Health Center
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From$84
Average 3.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401
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~28.58 miles west of Eastern Chesapeake Shore
  • 3 star Suburban property
  • 2 conference rooms in property
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From$82
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Sonesta Es Suites Annapolis - Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401
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~28.59 miles west of Eastern Chesapeake Shore
  • Midscale Suburban property
  • Check-in time: 3:00pm
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Annapolis 305 Harry South Truman Pkwy., Annapolis, MD 21401
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~28.62 miles west of Eastern Chesapeake Shore
  • 3-star property
  • Fitness + Health Center
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From$80
Very Good 4.0 /5 Latest 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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