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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
  • Expensive hotel
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From$75
Very Good 4.0 /5 Latest 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
  • High-end hotel
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From$125
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn 101 Vfw Ave., Grasonville, MD 21638
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~10.06 miles west of Eastern Chesapeake Shore
  • Low-priced Resort property
  • Check-in: 11:00
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From$74
Very Good 4.0 /5 Hotel 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
  • 3 star hotel
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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
  • Three Star Rural hotel
  • Hotel has 41 suites
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From$88
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Denton Inn : 521 Fleetwood Rd. 521 Fleetwood Rd., Denton, MD 21629
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~11.09 miles east of Eastern Chesapeake Shore
  • 3-star Highway hotel
  • 2 floors in property
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From$68
Very Good 4.0 /5 Recent 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
  • Three Star Rural hotel
  • 4 floors in hotel
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From$115
Average 3.0 /5 Review Score 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
  • Low priced Rural property
  • Check in: 11:00
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From$79
Very Good 4.0 /5 Hotel 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
  • Mid-scale Rural property
  • Hotel has 3 floors
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From$180
Very Good 4.0 /5 Review Score 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 Cost hotel
  • 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 : 3206 Main St. 3206 Main St., Grasonville, MD 21638
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~12.01 miles west of Eastern Chesapeake Shore
  • 3-star Riverfront hotel
  • 5 floors in hotel
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From$121
Very Good 4.0 /5 Hotel 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
  • Complimentary breakfast is offered
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Easton in Easton 8058 Ocean Gateway, Easton, MD 21601
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~12.27 miles south of Eastern Chesapeake Shore
  • Two star Downtown property
  • Hotel has 4 floors
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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 7018 Ocean Gateway, Easton, MD 21601
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~14.23 miles south of Eastern Chesapeake Shore
  • Three Star hotel
  • Has environment-friendly policy See policy
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From$80
Average 3.0 /5 Hotel 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
  • 3-star Resort hotel
  • Hotel has 93 rooms
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From$70
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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Inn at Perry Cabin 308 Watkins Lane, St. Michael's, MD 21663
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~15.78 miles southwest of Eastern Chesapeake Shore
  • Luxury 5 star Resort hotel
  • 3 floors in property
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From$150
Very Good 4.0 /5 Latest Reviews 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
  • High-end Riverfront property
  • 2 suites in hotel
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From$125
Average 3.0 /5 Read 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
  • Gym is available on property
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From$162
Very Good 4.5 /5 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
  • Affordable hotel
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From$90
Very Good 4.0 /5 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
  • Cheap Riverfront hotel
  • Check-in time: 2:00pm
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From$45
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
  • Mid-scale Suburban hotel
  • Check-in: 3:00pm
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From$90
Very Good 4.0 /5 Recent Reviews 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
  • 3-star Rural hotel
  • Free complimentary breakfast
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From$80
Average 3.0 /5 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 property
  • Free comp. breakfast
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From$140
Average 3.0 /5 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
  • 3-star Riverfront hotel
  • Hotel has 2 suites
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From$99
Very Good 4.0 /5 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
  • Economy property
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Harrington - Milford in Harrington 1259 Corn Crib Rd., Harrington, DE 19952
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~24.29 miles east of Eastern Chesapeake Shore
  • 3-star Rural hotel
  • Fitness center on property
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From$80
Very Good 4.0 /5 Hotel Reviews 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
  • Midscale property
  • 19 suites in hotel
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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
  • 2 star hotel
  • Complimentary breakfast is offered
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From$60
Poor 2.0 /5 Latest Reviews Call BookMore Details
Village Inn Annapolis MD - 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
  • Free complimentary breakfast
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From$69
Poor 2.5 /5 Guest 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
  • High end Downtown property
  • Check-in time: 4:00 PM
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From$75
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
  • Midscale Downtown property
  • Gym is available on property
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From$109
Very Good 4.0 /5 Review Score Call BookMore Details
Graduate by Hilton Annapolis in Annapolis 126 West St., Annapolis, MD 21401
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~25.83 miles west of Eastern Chesapeake Shore
  • 4-star Downtown hotel
  • Fitness / Gym is on-site
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From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown 174 West St., Annapolis, MD 21401
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~25.94 miles west of Eastern Chesapeake Shore
  • Three Star Downtown property
  • Check-in time: 3:00pm
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From$139
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Westin Annapolis - Annapolis 100 Westgate Cir, Annapolis, MD 21401
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~26.17 miles west of Eastern Chesapeake Shore
  • High-end Downtown hotel
  • Hotel has 225 rooms
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From$139
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay : 100 Heron Blvd. 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 Reviews 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
  • Check in time: 15:00pm
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From$112
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
  • 2-star Highway hotel
  • 80 rooms in property
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From$54
Poor 2.0 /5 Review Score 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
  • Low-priced Rural property
  • 65 rooms in property
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From$60
Very Good 4.0 /5 Hotel 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 hotel
  • 50 sleeping rooms in hotel
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From$60
Average 3.5 /5 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
  • Free complimentary breakfast
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From$80
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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
  • Three Star Suburban hotel
  • Hotel has 20 suites
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From$80
Average 3.0 /5 Latest 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 hotel
  • Hotel has 12 meeting rooms
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From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG - Annapolis 1 Womack Dr., Annapolis, MD 21401
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~28.38 miles west of Eastern Chesapeake Shore
  • 3 star Suburban property
  • Hotel has 3 floors
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From$80
Average 3.0 /5 Hotel 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
  • Midscale Suburban hotel
  • Hotel has 6 suites
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From$149
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Hampton Inn & Suites Annapolis 124 Womack Dr., Annapolis, MD 21401
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~28.48 miles west of Eastern Chesapeake Shore
  • 3 star Suburban hotel
  • Free breakfast
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From$70
Very Good 4.0 /5 Review Score 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
  • Low Cost Suburban property
  • Check-in: 03:00
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From$60
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Best Western Annapolis in Annapolis 2520 Riva Rd., Annapolis, MD 21401
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~28.52 miles west of Eastern Chesapeake Shore
  • Cheap Suburban hotel
  • Free breakfast
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From$84
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Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401
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~28.58 miles west of Eastern Chesapeake Shore
  • Affordable Suburban hotel
  • 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
  • 3-star Suburban property
  • 102 rooms in property
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From$99
Very Good 4.0 /5 Guest 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
  • Affordable property
  • 4 floors in hotel
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From$80
Very Good 4.0 /5 Read 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 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, 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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