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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 - Queenstown 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£67 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
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Hilton Tampa Downtown in Grasonville 548 Caspian Dr., Grasonville, MD 21638
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~9.22 miles west of Eastern Chesapeake Shore
  • Four star hotel
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From£112 total
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
  • Low Cost Resort property
  • Check-in time: 11:00
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From£66 total
Very good 4.0 /5 Hotel Reviews 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 property
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From£115 total
Very good 4.5 /5 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
  • Mid-scale Rural hotel
  • Free breakfast available
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From£79 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Denton Inn 521 Fleetwood Rd., Denton, MD 21629
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~11.09 miles east of Eastern Chesapeake Shore
  • 3-star Highway hotel
  • Hotel has 60 rooms
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From£61 total
Very good 4.0 /5 Latest 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
  • Hotel has 73 rooms
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From£103 total
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
  • 2 star Rural hotel
  • Hotel has 3 meeting rooms
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From£70 total
Very good 4.0 /5 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
  • 3-star Rural property
  • Check-in: 3:00pm
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From£161 total
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
  • Low-priced property
  • Check-in: 11:00
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From£53 total
Average 3.0 /5 Hotel 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
  • Midscale Riverfront property
  • 91 rooms in property
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From£108 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Kent Narrows Inn - Grasonville 3101 Main St., Grasonville, MD 21638
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~12.13 miles west of Eastern Chesapeake Shore
  • Midscale Resort property
  • Hotel has 4 floors
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From£71 total
Average 3.0 /5 Latest 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
  • Inexpensive Downtown property
  • Check-in: 3:00PM
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From£106 total
Very good 4.0 /5 Reviews Call BookMore Details
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Days Inn by Wyndham Easton - Easton 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 See more
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From£71 total
Average 3.0 /5 Hotel 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 hotel
  • Check-in: 3:00 pm
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From£62 total
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
  • Luxurious Five Star Resort hotel
  • Hotel has 5 meeting rooms
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From£134 total
Very good 4.0 /5 Guest 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
  • High-end Riverfront hotel
  • 2 conference rooms in property
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From£112 total
Average 3.0 /5 Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club 180 Pier One Rd., Stevensville, MD 21666
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~16.98 miles west of Eastern Chesapeake Shore
  • Expensive Suburban hotel
  • 12 suites in property
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From£145 total
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
  • Midscale property
  • Hotel has 3 floors
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From£80 total
Very good 4.0 /5 Reviews Call BookMore Details
Driftwood Inn 609 Washington Ave., Chestertown, MD 21620
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~19.34 miles north of Eastern Chesapeake Shore
  • Cheap Riverfront property
  • 27 rooms in hotel
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From£40 total
Poor 2.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Chestertown : 150 Scheeler Rd. 150 Scheeler Rd., Chestertown, MD 21620 Website
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~19.70 miles north of Eastern Chesapeake Shore
  • 3 star Suburban hotel
  • Check in time: 3:00pm
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From£80 total
Very good 4.0 /5 Reviews 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
  • Affordable Rural property
  • 53 rooms in property
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From£71 total
Average 3.0 /5 Review Score Call BookMore Details
Knapp's Narrows Marina & Inn - Tilghman Island 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
  • 20 sleeping rooms in hotel
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From£125 total
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
  • Affordable Riverfront hotel
  • 2 suites in property
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From£88 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Super 8 by Wyndham Harrington - Harrington 17010 South Dupont, Harrington, DE 19952
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~24.22 miles east of Eastern Chesapeake Shore
  • Economical hotel
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From£53 total
Average 3.0 /5 Hotel 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 property
  • Hotel has 70 rooms
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From£71 total
Very good 4.0 /5 Recent 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
  • Mid-scale property
  • Gym is available on property
More Photos Image of Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by I
From£71 total
Very good 4.0 /5 Review Score 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 property
  • Free breakfast
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From£53 total
Poor 2.0 /5 Review Score 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
  • Cheap Suburban property
  • 50 sleeping rooms in hotel
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From£62 total
Poor 2.5 /5 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
  • Four-star Downtown hotel
  • Check in: 4:00 PM
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From£67 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Historic Inns of Annapolis : 58 State Circle 58 State Circle, Annapolis, MD 21401
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~25.38 miles west of Eastern Chesapeake Shore
  • Mid-scale Downtown property
  • 9 suites in property
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From£97 total
Very good 4.0 /5 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
  • Four star Downtown property
  • 215 rooms in property
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From£89 total
Very good 4.0 /5 Recent 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
  • Mid-scale Downtown hotel
  • Hotel has 5 floors
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From£124 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Westin Annapolis : 100 Westgate Cir 100 Westgate Cir, Annapolis, MD 21401 Website
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~26.17 miles west of Eastern Chesapeake Shore
  • Expensive Downtown hotel
  • 225 rooms in property
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From£124 total
Very good 4.0 /5 Recent 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
  • 6 floors in hotel
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From£112 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG - Cambridge 2715 Ocean Gateway, Cambridge, MD 21613
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~26.82 miles south of Eastern Chesapeake Shore
  • Three Star Rural hotel
  • Fitness / Gym is on-site
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From£100 total
Very good 4.0 /5 Review Score Call BookMore Details
Cambridge Inn : 2831 Ocean Gateway 2831 Ocean Gateway, Cambridge, MD 21613
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~27.02 miles south of Eastern Chesapeake Shore
  • Two-star Highway property
  • Check in: 2Pm
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From£48 total
Poor 2.0 /5 Latest 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
  • 32 suites in property
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From£53 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge 2917 Ocean Gateway, Cambridge, MD 21613
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~27.09 miles south of Eastern Chesapeake Shore
  • 2-star Highway hotel
  • Gym / Fitness Center Available
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From£53 total
Average 3.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites - Annapolis Hampton Inn 124, Annapolis, MD 21401
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~28.11 miles west of Eastern Chesapeake Shore
  • Affordable Highway hotel
  • 4 floors in hotel
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From£71 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
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
  • 3-star Suburban hotel
  • 20 suites in hotel
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From£71 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel in Annapolis 173 Jennifer Rd., Annapolis, MD 21401 Website
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~28.23 miles west of Eastern Chesapeake Shore
  • Three Star Suburban property
  • Hotel has 8 suites
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From£71 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG 1 Womack Dr., Annapolis, MD 21401
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~28.38 miles west of Eastern Chesapeake Shore
  • 3 star Suburban hotel
  • 3 floors in hotel
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From£71 total
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 hotel
  • Access to gym on-site
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From£133 total
Average 3.0 /5 Review Score 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
  • Affordable Suburban hotel
  • 5 floors in property
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From£62 total
Very good 4.0 /5 Hotel Reviews 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
  • Economy Suburban property
  • 48 rooms in hotel
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From£53 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Annapolis 2520 Riva Rd., Annapolis, MD 21401
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~28.52 miles west of Eastern Chesapeake Shore
  • Low Cost Suburban property
  • Check-in: 03:00
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From£75 total
Average 3.0 /5 Read Reviews Call BookMore Details
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
  • Three Star Suburban hotel
  • Hotel has an eco-friendly policy Read more
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From£73 total
Average 3.0 /5 Review Score Call BookMore Details
Sonesta Es Suites Annapolis - Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401
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~28.59 miles west of Eastern Chesapeake Shore
  • 3-star Suburban property
  • Hotel has 102 suites
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From£88 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Annapolis in Annapolis 305 Harry South Truman Pkwy., Annapolis, MD 21401
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~28.62 miles west of Eastern Chesapeake Shore
  • Three Star property
  • Access to gym on-site
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From£71 total
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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