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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., Queenstown, MD 21658 ~5.72 miles west of Eastern Chesapeake Shore
  • Expensive property
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
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Hilton Tampa Downtown 548 Caspian Dr., Grasonville, MD 21638 ~9.22 miles west of Eastern Chesapeake Shore
  • High end property
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn 101 Vfw Ave., Grasonville, MD 21638 ~10.06 miles west of Eastern Chesapeake Shore
  • Two star Resort property
From$74
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Easton 8945 Sunflower Dr., Easton, MD 21601 ~10.43 miles south of Eastern Chesapeake Shore
  • Midscale hotel
From$129
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites - Easton 8708 Alicia Dr., Easton, MD 21601 ~11.02 miles south of Eastern Chesapeake Shore
  • Three Star Rural hotel
  • Free breakfast available
From$88
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Denton Inn 521 Fleetwood Rd., Denton, MD 21629 ~11.09 miles east of Eastern Chesapeake Shore
  • Mid-scale Highway hotel
  • Free breakfast available
From$68
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Easton : 8561 Ocean Gateway 8561 Ocean Gateway, Easton, MD 21601 ~11.32 miles south of Eastern Chesapeake Shore
  • 3 star Rural property
  • 4 floors in hotel
From$115
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn in Easton 8523 Ocean Gateway, Easton, MD 21601 ~11.36 miles south of Eastern Chesapeake Shore
  • Low priced Rural hotel
  • 82 sleeping rooms in hotel
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Annapolis Kent Island An Ihg Hotel : 1020 Kent Narrows Rd. 1020 Kent Narrows Rd., Grasonville, MD 21638 ~11.99 miles west of Eastern Chesapeake Shore
  • 3 star Rural property
  • Free complimentary breakfast
From$180
Average 3.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Easton Route 50 - Easton 8175 Ocean Gateway, Easton, MD 21601 ~12.01 miles south of Eastern Chesapeake Shore
  • Two-star property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina : 3206 Main St. 3206 Main St., Grasonville, MD 21638 ~12.01 miles west of Eastern Chesapeake Shore
  • 3-star Riverfront hotel
  • Hotel has 4 meeting rooms
From$121
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Kent Narrows Inn 3101 Main St., Grasonville, MD 21638 ~12.13 miles west of Eastern Chesapeake Shore
  • Midscale Resort hotel
  • 4 floors in hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Easton - Easton 8058 Ocean Gateway, Easton, MD 21601 ~12.27 miles south of Eastern Chesapeake Shore
  • Low priced Downtown hotel
  • Hotel has a green policy See more
From$119
Very Good 4.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Easton 7018 Ocean Gateway, Easton, MD 21601 ~14.23 miles south of Eastern Chesapeake Shore
  • Three Star property
  • Has environment-friendly policy See policy
From$80
Average 3.0 /5 Review Score Call BookMore Details
St Michaels Inn in St. Michaels 1228 South Talbot St., St. Michaels, MD 21663 ~15.74 miles southwest of Eastern Chesapeake Shore
  • Three Star Resort hotel
  • 2 floors in property
From$70
Very Good 4.0 /5 Review Score Call BookMore Details
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Inn at Perry Cabin : 308 Watkins Lane 308 Watkins Lane, St. Michael's, MD 21663 ~15.78 miles southwest of Eastern Chesapeake Shore
  • Luxurious Five Star Resort property
  • Check-in time: 4:00pm
From$150
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Kent Island Resort 500 Kent Manor Dr., Stevensville, MD 21666 ~16.00 miles west of Eastern Chesapeake Shore
  • High-end Riverfront property
  • Check-in time: 4:00 pm
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club 180 Pier One Rd., Stevensville, MD 21666 ~16.98 miles west of Eastern Chesapeake Shore
  • High-end Suburban property
  • 12 suites in property
From$162
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Robert Morris Inn - Oxford 314 North Morris St., Oxford, MD 21654 ~19.30 miles southwest of Eastern Chesapeake Shore
  • 3 star hotel
  • Hotel has 3 floors
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Driftwood Inn in Chestertown 609 Washington Ave., Chestertown, MD 21620 ~19.34 miles north of Eastern Chesapeake Shore
  • 2 star Riverfront hotel
  • 27 rooms in hotel
Comfort Inn & Suites Chestertown 150 Scheeler Rd., Chestertown, MD 21620 Website ~19.70 miles north of Eastern Chesapeake Shore
  • Mid-scale Suburban property
  • Has environment-friendly policy Learn more
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn & Suites Chestertown - Chestertown 160 Scheeler Rd., Chestertown, MD 21620 ~19.72 miles north of Eastern Chesapeake Shore
  • Mid-scale Rural hotel
  • Hotel has 3 floors
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Knapp's Narrows Marina & Inn - Tilghman Island 6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~22.90 miles southwest of Eastern Chesapeake Shore
  • Luxury Five Star Oceanfront property
  • 2 suites in hotel
From$140
Average 3.0 /5 Latest Reviews Call BookMore Details
Wylder Hotel Tilghman Island 21551 Chesapeake House Dr., Tilghman, MD 21671 ~24.12 miles southwest of Eastern Chesapeake Shore
  • Mid-scale Riverfront hotel
  • Check-in: 4:00 PM
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Harrington in Harrington 17010 South Dupont, Harrington, DE 19952 ~24.22 miles east of Eastern Chesapeake Shore
  • Economy hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites Harrington - Milford 1259 Corn Crib Rd., Harrington, DE 19952 ~24.29 miles east of Eastern Chesapeake Shore
  • Midscale Rural hotel
  • 70 rooms in hotel
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by I in Harrington 17271 South Dupont Highway, Harrington, DE 19952 ~24.31 miles east of Eastern Chesapeake Shore
  • Affordable hotel
  • Comp. Breakfast
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Rodeway Inn : 74 Old Mill Bottom Rd. North 74 Old Mill Bottom Rd. North, Annapolis, MD 21409 ~24.87 miles west of Eastern Chesapeake Shore
  • Low Cost hotel
  • Check-in time: 11:00
Village Inn Annapolis MD : 69 Old Mil Bottom Rd. North 69 Old Mil Bottom Rd. North, Annapolis, MD 21401 ~25.00 miles west of Eastern Chesapeake Shore
  • Economical Suburban property
  • Check in: 3:00 PM
Annapolis Waterfront Hotel, Autograph Collection in Annapolis 80 Compromise St., Annapolis, MD 21401 ~25.14 miles west of Eastern Chesapeake Shore
  • Four-star Downtown property
  • 6 floors in property
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Historic Inns of Annapolis 58 State Circle, Annapolis, MD 21401 ~25.38 miles west of Eastern Chesapeake Shore
  • 3 star Downtown property
  • Check in time: 4:00 PM
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Graduate by Hilton Annapolis in Annapolis 126 West St., Annapolis, MD 21401 ~25.83 miles west of Eastern Chesapeake Shore
  • Four star Downtown property
  • 6 floors in property
From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown in Annapolis 174 West St., Annapolis, MD 21401 ~25.94 miles west of Eastern Chesapeake Shore
  • 3-star Downtown hotel
  • 121 rooms in hotel
From$139
Very Good 4.0 /5 Reviews Call BookMore Details
The Westin Annapolis 100 Westgate Cir, Annapolis, MD 21401 ~26.17 miles west of Eastern Chesapeake Shore
  • 4 star Downtown property
  • Check-in: 4:00pm
From$139
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay 100 Heron Blvd., Cambridge, MD 21613 ~26.46 miles south of Eastern Chesapeake Shore
  • Expensive property
  • 400 rooms in property
From$125
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG 2715 Ocean Gateway, Cambridge, MD 21613 ~26.82 miles south of Eastern Chesapeake Shore
  • Affordable Rural hotel
  • 3 conference rooms in property
From$112
Very Good 4.0 /5 Reviews Call BookMore Details
Cambridge Inn 2831 Ocean Gateway, Cambridge, MD 21613 ~27.02 miles south of Eastern Chesapeake Shore
  • Cheap Highway hotel
  • 2 floors in property
Comfort Inn & Suites Cambridge 2936 Ocean Gateway, Cambridge, MD 21613 Website ~27.07 miles south of Eastern Chesapeake Shore
  • Two star Rural property
  • Access to gym on-site
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge in Cambridge 2917 Ocean Gateway, Cambridge, MD 21613 ~27.09 miles south of Eastern Chesapeake Shore
  • Two-star Highway hotel
  • Check-in time: 03:00pm
From$60
Average 3.5 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites - Annapolis Hampton Inn 124, Annapolis, MD 21401 ~28.11 miles west of Eastern Chesapeake Shore
  • 3 star Highway hotel
  • Check in: 3:00 PM
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis An Ihg Hotel 2451 Riva Rd., Annapolis, MD 21401 ~28.14 miles west of Eastern Chesapeake Shore
  • 3 star Suburban property
  • 2 floors in hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel - Annapolis 173 Jennifer Rd., Annapolis, MD 21401 Website ~28.23 miles west of Eastern Chesapeake Shore
  • Midscale Suburban property
  • 12 meeting rooms in hotel
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG 1 Womack Dr., Annapolis, MD 21401 ~28.38 miles west of Eastern Chesapeake Shore
  • 3-star Suburban hotel
  • Check in: 15:00
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis in Annapolis 210 Holiday Court, Annapolis, MD 21401 ~28.48 miles west of Eastern Chesapeake Shore
  • Affordable Suburban hotel
  • Hotel has 6 suites
From$149
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Annapolis 124 Womack Dr., Annapolis, MD 21401 ~28.48 miles west of Eastern Chesapeake Shore
  • Three Star Suburban hotel
  • 117 rooms in hotel
From$70
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Annapolis 2520 C Riva Rd., Annapolis, MD 21401 ~28.50 miles west of Eastern Chesapeake Shore
  • Low priced Suburban property
  • Check in: 03:00
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Annapolis in Annapolis 2520 Riva Rd., Annapolis, MD 21401 ~28.52 miles west of Eastern Chesapeake Shore
  • Economical Suburban hotel
  • 2 floors in property
From$84
Average 3.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis - Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.58 miles west of Eastern Chesapeake Shore
  • Three Star Suburban property
  • Check in time: 3:00pm
From$82
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sonesta Es Suites Annapolis : 170 Admiral Cochrane Dr. 170 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.59 miles west of Eastern Chesapeake Shore
  • 3-star Suburban hotel
  • Free breakfast
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Annapolis - Annapolis 305 Harry South Truman Pkwy., Annapolis, MD 21401 ~28.62 miles west of Eastern Chesapeake Shore
  • Midscale property
  • 4 floors in hotel
From$80
Very Good 4.0 /5 Guest 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 best IHG hotels in Eastern Chesapeake Shore?

Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by I, Holiday Inn Express Cambridge by IHG and Crowne Plaza Annapolis An Ihg Hotel are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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