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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/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
  • 4 star hotel
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From$90 total
Very Good 4.0 /5 Review Score 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
  • High end property
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From$150 total
Average 3.0 /5 Latest Reviews Call BookMore Details
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
  • Two-star Resort property
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From$88 total
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
  • Mid-scale property
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From$154 total
Very Good 4.5 /5 Read Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites - Easton 8708 Alicia Dr., Easton, MD 21601
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~11.02 miles south of Eastern Chesapeake Shore
  • Midscale Rural property
  • Hotel has 65 rooms
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From$105 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
  • Midscale Highway hotel
  • 2 floors in property
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From$81 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Easton - Easton 8561 Ocean Gateway, Easton, MD 21601
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~11.32 miles south of Eastern Chesapeake Shore
  • Mid-scale Rural hotel
  • Has environment-friendly policy See policy
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From$138 total
Average 3.0 /5 Hotel 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
  • Two-star Rural hotel
  • 3 conference rooms in property
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From$94 total
Very Good 4.0 /5 Latest 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
  • Mid-scale Rural property
  • Hotel has 3 floors
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From$216 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Easton Route 50 - Easton 8175 Ocean Gateway, Easton, MD 21601
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~12.01 miles south of Eastern Chesapeake Shore
  • Low priced hotel
  • Check in: 11:00
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From$72 total
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
  • Three Star Riverfront hotel
  • 91 sleeping rooms in hotel
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From$145 total
Very Good 4.0 /5 Guest 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
  • 3 star Resort property
  • Hotel has 4 floors
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From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Easton - Easton 8058 Ocean Gateway, Easton, MD 21601
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~12.27 miles south of Eastern Chesapeake Shore
  • Two star Downtown property
  • Free complimentary breakfast
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From$142 total
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
  • 3 star hotel
  • Has environment-friendly policy Learn more
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From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
St Michaels Inn 1228 South Talbot St., St. Michaels, MD 21663
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~15.74 miles southwest of Eastern Chesapeake Shore
  • Mid-scale Resort property
  • Comp. Breakfast
More Photos Exterior of St Michaels Inn
From$84 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 5-star Resort hotel
  • 5 meeting rooms in property
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From$180 total
Very Good 4.0 /5 Review Score 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 property
  • 3 floors in property
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From$150 total
Average 3.0 /5 Recent 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
  • 4 floors in property
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From$194 total
Very Good 4.5 /5 Review Score Call BookMore Details
Robert Morris Inn - Oxford 314 North Morris St., Oxford, MD 21654
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~19.30 miles southwest of Eastern Chesapeake Shore
  • Mid-scale property
  • 3 floors in hotel
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From$108 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Driftwood Inn 609 Washington Ave., Chestertown, MD 21620
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~19.34 miles north of Eastern Chesapeake Shore
  • Economical Riverfront property
  • 3 suites in property
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From$54 total
Poor 2.0 /5 Recent 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
  • Midscale Suburban property
  • Fitness / Gym is on-site
More Photos Exterior of Comfort Inn & Suites Chestertown
From$108 total
Very Good 4.0 /5 Review Score Call BookMore Details
Red Roof Inn & Suites Chestertown in Chestertown 160 Scheeler Rd., Chestertown, MD 21620
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~19.72 miles north of Eastern Chesapeake Shore
  • Mid-scale Rural property
  • Free breakfast
More Photos Image of Red Roof Inn & Suites Chestertown
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Knapp's Narrows Marina & Inn : 6176 Tilghman Island Rd. 6176 Tilghman Island Rd., Tilghman Island, MD 21671
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~22.90 miles southwest of Eastern Chesapeake Shore
  • Luxury 5 star Oceanfront property
  • 2 suites in hotel
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From$168 total
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 hotel
  • 49 sleeping rooms in hotel
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From$118 total
Very Good 4.0 /5 Recent 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
  • 2-star property
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From$72 total
Average 3.0 /5 Recent 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
  • Affordable Rural hotel
  • 70 sleeping rooms in hotel
More Photos Image of Quality Inn & Suites Harrington - Milford
From$96 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by I - Harrington 17271 South Dupont Highway, Harrington, DE 19952
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~24.31 miles east of Eastern Chesapeake Shore
  • 3-star property
  • Free complimentary breakfast
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From$96 total
Very Good 4.0 /5 Read 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
  • Low-priced property
  • Complimentary breakfast is offered
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From$72 total
Poor 2.0 /5 Recent Reviews 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
  • Economical Suburban property
  • Check in: 3:00 PM
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From$82 total
Poor 2.5 /5 Hotel Reviews 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
  • 6 floors in property
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From$90 total
Very Good 4.0 /5 Recent 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
  • 3 star Downtown property
  • 9 suites in property
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From$130 total
Very Good 4.0 /5 Guest 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 hotel
  • 17 suites in hotel
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From$120 total
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
  • Mid-scale Downtown hotel
  • 121 sleeping rooms in hotel
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From$166 total
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
  • Fitness / Gym is on-site
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From$166 total
Very Good 4.0 /5 Read 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
  • Four-star property
  • Hotel has 400 rooms
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From$150 total
Very Good 4.0 /5 Latest 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
  • 3-star Rural property
  • Check-in: 15:00pm
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From$134 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Cambridge Inn 2831 Ocean Gateway, Cambridge, MD 21613
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~27.02 miles south of Eastern Chesapeake Shore
  • Cheap Highway hotel
  • Hotel has 80 rooms
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From$64 total
Poor 2.0 /5 Hotel 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
  • Inexpensive Rural hotel
  • Free comp. breakfast
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From$72 total
Very Good 4.0 /5 Guest 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
  • Two star Highway property
  • 2 floors in property
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From$72 total
Average 3.5 /5 Reviews Call BookMore Details
Hampton Inn & Suites : Hampton Inn 124 Hampton Inn 124, Annapolis, MD 21401
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~28.11 miles west of Eastern Chesapeake Shore
  • Mid-scale Highway property
  • Free comp. breakfast
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From$96 total
Average 3.0 /5 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 property
  • Check-in: 03:00 PM
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From$96 total
Average 3.0 /5 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 hotel
  • Hotel has 197 rooms
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From$96 total
Very Good 4.0 /5 Read 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 property
  • 101 rooms in hotel
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From$96 total
Average 3.0 /5 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
  • Affordable Suburban hotel
  • Hotel has 6 suites
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From$178 total
Average 3.0 /5 Latest Reviews Call BookMore Details
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 property
  • Check-in: 3:00pm
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From$84 total
Very Good 4.0 /5 Review Score Call BookMore Details
Red Roof Inn Annapolis in Annapolis 2520 C Riva Rd., Annapolis, MD 21401
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~28.50 miles west of Eastern Chesapeake Shore
  • Cheap Suburban hotel
  • 48 rooms in hotel
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From$72 total
Average 3.0 /5 Reviews 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
  • 2 star Suburban hotel
  • 98 rooms in hotel
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From$100 total
Average 3.0 /5 Guest 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 suites in hotel
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From$98 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sonesta Es Suites Annapolis : 170 Admiral Cochrane Dr. 170 Admiral Cochrane Dr., Annapolis, MD 21401
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~28.59 miles west of Eastern Chesapeake Shore
  • 3 star Suburban property
  • Free comp. breakfast
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From$118 total
Very Good 4.0 /5 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
  • 3-star hotel
  • 4 suites in property
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From$96 total
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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