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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 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 Review Score Call BookMore Details
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Hilton Tampa Downtown : 548 Caspian Dr. 548 Caspian Dr., Grasonville, MD 21638
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~9.22 miles west of Eastern Chesapeake Shore
  • 4 star hotel
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From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Grasonville near Kent Island : 101 Vfw Ave. 101 Vfw Ave., Grasonville, MD 21638
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~10.06 miles west of Eastern Chesapeake Shore
  • Cheap Resort property
  • Free comp. breakfast
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From$74
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Easton in Easton 8945 Sunflower Dr., Easton, MD 21601
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~10.43 miles south of Eastern Chesapeake Shore
  • Mid-scale hotel
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From$129
Very Good 4.5 /5 Read 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
  • 3-star Rural property
  • Free comp. breakfast
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From$88
Very Good 4.0 /5 Latest 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 property
  • Hotel has 2 floors
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From$68
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
  • Affordable Rural hotel
  • Hotel has a green policy See more
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From$115
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn - Easton 8523 Ocean Gateway, Easton, MD 21601
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~11.36 miles south of Eastern Chesapeake Shore
  • Inexpensive Rural property
  • 3 meeting rooms in hotel
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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. 1020 Kent Narrows Rd., Grasonville, MD 21638
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~11.92 miles west of Eastern Chesapeake Shore
  • 3-star Rural property
  • Free breakfast
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From$180
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Easton Route 50 in Easton 8175 Ocean Gateway, Easton, MD 21601
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~12.01 miles south of Eastern Chesapeake Shore
  • Low Cost property
  • 48 sleeping rooms in hotel
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina - Grasonville 3206 Main St., Grasonville, MD 21638
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~12.01 miles west of Eastern Chesapeake Shore
  • Affordable Riverfront property
  • Hotel has 30 suites
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From$121
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Kent Narrows Inn in Grasonville 3101 Main St., Grasonville, MD 21638
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~12.13 miles west of Eastern Chesapeake Shore
  • Mid-scale Resort hotel
  • 4 floors in property
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From$80
Average 3.0 /5 Guest 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
  • Economical Downtown property
  • 4 floors in hotel
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From$119
Very Good 4.0 /5 Hotel 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 property
  • Check-in time: 3:00pm
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From$80
Average 3.0 /5 Review Score 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
  • Mid-scale Resort hotel
  • Hotel has 2 floors
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From$70
Very Good 4.0 /5 Review Score 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 property
  • 27 suites in property
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From$150
Very Good 4.0 /5 Hotel 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
  • Four-star Riverfront property
  • Hotel has 24 rooms
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From$125
Average 3.0 /5 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 hotel
  • Access to gym on-site
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From$162
Very Good 4.5 /5 Hotel 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
  • 3-star property
  • 3 floors in property
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From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Driftwood Inn 609 Washington Ave., Chestertown, MD 21620
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~19.34 miles north of Eastern Chesapeake Shore
  • Low Cost Riverfront hotel
  • 27 rooms in hotel
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From$45
Poor 2.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Chestertown 150 Scheeler Rd., Chestertown, MD 21620 Website
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~19.70 miles north of Eastern Chesapeake Shore
  • Affordable Suburban property
  • 20 suites in property
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From$90
Very Good 4.0 /5 Hotel 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
  • Midscale Rural hotel
  • Check-in time: 3.00 p.m
More Photos Photo of Red Roof Inn & Suites Chestertown
From$80
Average 3.0 /5 Recent 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
  • Luxurious 5-star Oceanfront hotel
  • 2 meeting rooms in hotel
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From$140
Average 3.0 /5 Read Reviews Call BookMore Details
Wylder Hotel Tilghman Island - Tilghman 21551 Chesapeake House Dr., Tilghman, MD 21671
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~24.12 miles southwest of Eastern Chesapeake Shore
  • Midscale Riverfront hotel
  • 2 floors in property
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From$99
Very Good 4.0 /5 Read 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 Guest Reviews Call BookMore Details
Quality Inn & Suites Harrington - Milford : 1259 Corn Crib Rd. 1259 Corn Crib Rd., Harrington, DE 19952
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~24.29 miles east of Eastern Chesapeake Shore
  • 3-star Rural property
  • Fitness center on property
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From$80
Very Good 4.0 /5 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 hotel
  • Complimentary breakfast is offered
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From$80
Very Good 4.0 /5 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
  • Two star property
  • Free breakfast
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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
  • Cheap Suburban hotel
  • Check in time: 3:00 PM
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From$69
Poor 2.5 /5 Latest 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
  • Four-star Downtown property
  • 6 floors in hotel
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From$75
Very Good 4.0 /5 Recent 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 property
  • Fitness / Gym is on-site
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From$109
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Graduate by Hilton Annapolis in Annapolis 126 West St., Annapolis, MD 21401
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~25.83 miles west of Eastern Chesapeake Shore
  • High-end Downtown property
  • Gym / Fitness Center Available
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From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown : 174 West St. 174 West St., Annapolis, MD 21401
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~25.94 miles west of Eastern Chesapeake Shore
  • Mid-scale Downtown property
  • 4 conference rooms in property
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From$139
Very Good 4.0 /5 Reviews 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
  • Expensive Downtown hotel
  • Gym / Fitness Center Available
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From$139
Very Good 4.0 /5 Review Score 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 hotel
  • Access to gym on-site
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From$125
Very Good 4.0 /5 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
  • Three Star Rural hotel
  • Free breakfast
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From$112
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Cambridge Inn 2831 Ocean Gateway, Cambridge, MD 21613
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~27.02 miles south of Eastern Chesapeake Shore
  • Cheap Highway hotel
  • 80 sleeping rooms in hotel
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From$54
Poor 2.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Cambridge : 2936 Ocean Gateway 2936 Ocean Gateway, Cambridge, MD 21613 Website
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~27.07 miles south of Eastern Chesapeake Shore
  • Low priced Rural hotel
  • Check in time: 3:00pm
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From$60
Very Good 4.0 /5 Hotel Reviews 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
  • Two-star Highway property
  • 2 floors in property
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From$60
Average 3.5 /5 Guest 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
  • 3-star Highway property
  • Check-in: 3:00 PM
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis An Ihg Hotel - Annapolis 2451 Riva Rd., Annapolis, MD 21401
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~28.14 miles west of Eastern Chesapeake Shore
  • Affordable Suburban hotel
  • Free comp. breakfast
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From$80
Average 3.0 /5 Guest 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
  • Affordable Suburban hotel
  • Access to gym on-site
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From$80
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Candlewood Suites Annapolis by IHG in Annapolis 1 Womack Dr., Annapolis, MD 21401
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~28.38 miles west of Eastern Chesapeake Shore
  • Affordable Suburban property
  • Check-in: 15:00
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis in Annapolis 210 Holiday Court, Annapolis, MD 21401
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~28.48 miles west of Eastern Chesapeake Shore
  • Three Star Suburban hotel
  • Check in: 4:00 PM
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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 property
  • 31 suites in property
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From$70
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Red Roof Inn Annapolis : 2520 C Riva Rd. 2520 C Riva Rd., Annapolis, MD 21401
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~28.50 miles west of Eastern Chesapeake Shore
  • Low-priced Suburban property
  • Hotel has 48 rooms
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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
  • Low priced Suburban hotel
  • 98 rooms in hotel
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From$84
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Springhill Suites by Marriott Annapolis : 189 Admiral Cochrane Dr. 189 Admiral Cochrane Dr., Annapolis, MD 21401
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~28.58 miles west of Eastern Chesapeake Shore
  • 3 star Suburban hotel
  • Complimentary breakfast is offered
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From$82
Average 3.0 /5 Latest Reviews Call BookMore Details
Sonesta Es Suites Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401
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~28.59 miles west of Eastern Chesapeake Shore
  • Midscale Suburban property
  • Fitness + Health Center
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Annapolis - Annapolis 305 Harry South Truman Pkwy., Annapolis, MD 21401
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~28.62 miles west of Eastern Chesapeake Shore
  • 3-star property
  • 126 rooms in property
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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 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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