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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 hotel
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From$75
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Hilton Tampa Downtown - Grasonville 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 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
  • Economical Resort property
  • 59 rooms in hotel
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From$74
Very Good 4.0 /5 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
  • Midscale property
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From$129
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites 8708 Alicia Dr., Easton, MD 21601
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~11.02 miles south of Eastern Chesapeake Shore
  • Affordable Rural hotel
  • Check-in time: 03:00
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From$88
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Denton Inn - Denton 521 Fleetwood Rd., Denton, MD 21629
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~11.09 miles east of Eastern Chesapeake Shore
  • 3 star Highway hotel
  • Free complimentary breakfast
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From$68
Very Good 4.0 /5 Reviews 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
  • Mid-scale Rural hotel
  • 4 floors in property
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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
  • Two star Rural hotel
  • 3 meeting rooms in hotel
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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 : 1020 Kent Narrows Rd. 1020 Kent Narrows Rd., Grasonville, MD 21638
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~11.92 miles west of Eastern Chesapeake Shore
  • Affordable Rural hotel
  • 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 : 8175 Ocean Gateway 8175 Ocean Gateway, Easton, MD 21601
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~12.01 miles south of Eastern Chesapeake Shore
  • Two-star property
  • Check in time: 11:00
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina : 3206 Main St. 3206 Main St., Grasonville, MD 21638
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~12.01 miles west of Eastern Chesapeake Shore
  • 3 star Riverfront property
  • Check-in time: 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. 3101 Main St., Grasonville, MD 21638
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~12.13 miles west of Eastern Chesapeake Shore
  • 3 star Resort property
  • Check in time: 4:00 PM
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From$80
Average 3.0 /5 Guest 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
  • 2 star Downtown property
  • 4 floors in hotel
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From$119
Very Good 4.0 /5 Reviews Call BookMore Details
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Days Inn by Wyndham Easton 7018 Ocean Gateway, Easton, MD 21601
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~14.23 miles south of Eastern Chesapeake Shore
  • Midscale property
  • Check-in time: 3:00pm
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
St Michaels Inn - 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
  • 3 conference rooms in property
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From$70
Very Good 4.0 /5 Guest Reviews 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 5-star Resort property
  • Hotel has 5 meeting rooms
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From$150
Very Good 4.0 /5 Review Score 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
  • 4-star Riverfront hotel
  • Hotel has 3 floors
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From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club - Stevensville 180 Pier One Rd., Stevensville, MD 21666
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~16.98 miles west of Eastern Chesapeake Shore
  • High-end Suburban property
  • 12 suites in property
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From$162
Very Good 4.5 /5 Review Score 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
  • 3-star hotel
  • Check-in time: 15:00
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From$90
Very Good 4.0 /5 Review Score 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 property
  • 27 rooms in property
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From$45
Poor 2.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Chestertown in Chestertown 150 Scheeler Rd., Chestertown, MD 21620 Website
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~19.70 miles north of Eastern Chesapeake Shore
  • Mid-scale Suburban property
  • Complimentary breakfast is offered
More Photos Image of Comfort Inn & Suites Chestertown
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
  • Three Star 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 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
  • 3-star Riverfront property
  • 2 suites in property
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From$99
Very Good 4.0 /5 Review Score 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
  • Cheap hotel
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Suites Harrington - Milford - Harrington 1259 Corn Crib Rd., Harrington, DE 19952
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~24.29 miles east of Eastern Chesapeake Shore
  • Three Star Rural hotel
  • Check-in: 11:00
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From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by I in Harrington 17271 South Dupont Highway, Harrington, DE 19952
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~24.31 miles east of Eastern Chesapeake Shore
  • Mid-scale hotel
  • 86 rooms in property
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From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Rodeway Inn 74 Old Mill Bottom Rd. North, Annapolis, MD 21409
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~24.87 miles west of Eastern Chesapeake Shore
  • Inexpensive hotel
  • 39 rooms in hotel
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From$60
Poor 2.0 /5 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
  • Low priced Suburban property
  • Check-in: 3:00 PM
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From$69
Poor 2.5 /5 Reviews Call BookMore Details
Annapolis Waterfront Hotel, Autograph Collection : 80 Compromise St. 80 Compromise St., Annapolis, MD 21401
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~25.14 miles west of Eastern Chesapeake Shore
  • 4-star Downtown hotel
  • 5 meeting rooms in hotel
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From$75
Very Good 4.0 /5 Latest 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
  • Mid-scale Downtown property
  • Hotel has 4 floors
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From$109
Very Good 4.0 /5 Latest Reviews 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 hotel
  • 215 rooms in property
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From$100
Very Good 4.0 /5 Latest 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
  • 3 star Downtown hotel
  • 4 meeting rooms in property
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From$139
Very Good 4.0 /5 Review Score 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
  • 4 star Downtown property
  • 6 floors in property
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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
  • Four star property
  • 6 floors in property
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From$125
Very Good 4.0 /5 Review Score Call BookMore Details
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
  • Affordable Rural property
  • 3 meeting rooms in property
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From$112
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Cambridge Inn in Cambridge 2831 Ocean Gateway, Cambridge, MD 21613
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~27.02 miles south of Eastern Chesapeake Shore
  • Inexpensive Highway hotel
  • 2 floors in hotel
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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
  • Two star Rural property
  • 32 suites in hotel
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From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge : 2917 Ocean Gateway 2917 Ocean Gateway, Cambridge, MD 21613
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~27.09 miles south of Eastern Chesapeake Shore
  • 2 star Highway hotel
  • Free breakfast available
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From$60
Average 3.5 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Hampton Inn 124, Annapolis, MD 21401
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~28.11 miles west of Eastern Chesapeake Shore
  • Midscale Highway hotel
  • Gym is available on property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis An Ihg Hotel in Annapolis 2451 Riva Rd., Annapolis, MD 21401
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~28.14 miles west of Eastern Chesapeake Shore
  • Affordable Suburban property
  • Gym / Fitness Center Available
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel - Annapolis 173 Jennifer Rd., Annapolis, MD 21401 Website
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~28.23 miles west of Eastern Chesapeake Shore
  • Midscale Suburban property
  • 7 floors in hotel
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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
  • Midscale Suburban property
  • 3 floors in property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis 210 Holiday Court, Annapolis, MD 21401
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~28.48 miles west of Eastern Chesapeake Shore
  • 3 star Suburban property
  • Hotel has 6 floors
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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
  • Three Star Suburban hotel
  • 4 meeting rooms in hotel
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From$70
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Red Roof Inn Annapolis - Annapolis 2520 C Riva Rd., Annapolis, MD 21401
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~28.50 miles west of Eastern Chesapeake Shore
  • Two-star Suburban property
  • Hotel has 2 floors
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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
  • Cheap Suburban hotel
  • 98 sleeping rooms in hotel
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From$84
Average 3.0 /5 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
  • 120 rooms in hotel
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From$82
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Sonesta Es Suites Annapolis in Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401
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~28.59 miles west of Eastern Chesapeake Shore
  • Three Star Suburban hotel
  • 102 rooms in property
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From$99
Very Good 4.0 /5 Read 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
  • Midscale property
  • Check in: 3:00pm
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From$80
Very Good 4.0 /5 Recent 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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