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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
+1-888-389-4121

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600 Aspen Dr., Queenstown, MD 21658 ~5.73 miles west of Eastern Chesapeake Shore
  • High end property
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From£56
Very good 4.0 /5 Read Reviews Call BookMore Details
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Hilton Tampa Downtown
+1-888-675-2083

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548 Caspian Dr., Grasonville, MD 21638 ~9.23 miles west of Eastern Chesapeake Shore
  • 4 star hotel
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From£94
Average 3.0 /5 Read Reviews Call BookMore Details
Quality Inn
+1-800-716-8490

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101 Vfw Ave., Grasonville, MD 21638 ~10.07 miles west of Eastern Chesapeake Shore
  • Inexpensive Resort property
  • Check-in: 11:00
More Photos Exterior of Quality Inn
From£55
Very good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Easton
+1-800-805-5223

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8945 Sunflower Dr., Easton, MD 21601 ~10.45 miles south of Eastern Chesapeake Shore
  • Three Star hotel
More Photos Exterior of Fairfield Inn & Suites by Marriott Easton
From£97
Very good 4.5 /5 Recent Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites : 8708 Alicia Dr.
+1-888-965-1860

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8708 Alicia Dr., Easton, MD 21601 ~11.04 miles south of Eastern Chesapeake Shore
  • Mid-scale Rural property
  • Hotel has 3 floors
More Photos Image of Best Western Plus Easton Inn & Suites
From£66
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Denton Inn
+1-888-788-5576

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521 Fleetwood Rd., Denton, MD 21629 ~11.11 miles east of Eastern Chesapeake Shore
  • 3-star Highway property
  • Check-in time: 03:00
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From£51
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Easton : 8561 Ocean Gateway
+1-888-897-9207

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8561 Ocean Gateway, Easton, MD 21601 ~11.34 miles south of Eastern Chesapeake Shore
  • Midscale Rural hotel
  • 4 floors in property
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From£86
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn
+1-888-311-4278

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8523 Ocean Gateway, Easton, MD 21601 ~11.38 miles south of Eastern Chesapeake Shore
  • 2 star Rural property
  • Check in: 11:00
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From£59
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Annapolis East-Kent Island by IHG in Grasonville
+1-888-469-4795

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1020 Kent Narrows Rd., Grasonville, MD 21638 ~11.94 miles west of Eastern Chesapeake Shore
  • Three Star Rural hotel
  • Free comp. breakfast
More Photos Exterior of Holiday Inn Express Annapolis East-Kent Island by IHG
From£135
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina
+1-888-734-9421

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3206 Main St., Grasonville, MD 21638 ~12.03 miles west of Eastern Chesapeake Shore
  • 3 star Riverfront property
  • 5 floors in hotel
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From£91
Very good 4.0 /5 Reviews Call BookMore Details
Econo Lodge Easton Route 50 : 8175 Ocean Gateway
+1-888-841-5292

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8175 Ocean Gateway, Easton, MD 21601 ~12.03 miles south of Eastern Chesapeake Shore
  • Two-star property
  • 48 rooms in hotel
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From£45
Average 3.0 /5 Reviews Call BookMore Details
Best Western Kent Narrows Inn
+1-888-455-5160

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3101 Main St., Grasonville, MD 21638 ~12.14 miles west of Eastern Chesapeake Shore
  • 3 star Resort hotel
  • Free breakfast available
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From£60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Easton
+1-888-965-8297

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8058 Ocean Gateway, Easton, MD 21601 ~12.29 miles south of Eastern Chesapeake Shore
  • Cheap Downtown property
  • Free complimentary breakfast
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From£89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
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Days Inn by Wyndham Easton in Easton
+1-888-906-6358

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7018 Ocean Gateway, Easton, MD 21601 ~14.25 miles south of Eastern Chesapeake Shore
  • Three Star property
  • Check-in: 3:00pm
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From£60
Average 3.0 /5 Guest Reviews Call BookMore Details
St Michaels Inn in St. Michaels
+1-888-749-6785

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1228 South Talbot St., St. Michaels, MD 21663 ~15.77 miles southwest of Eastern Chesapeake Shore
  • Three Star Resort property
  • 3 conference rooms in property
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From£52
Very good 4.0 /5 Recent Reviews Call BookMore Details
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Inn at Perry Cabin : 308 Watkins Lane
+1-888-878-9982

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308 Watkins Lane, St. Michael's, MD 21663 ~15.81 miles southwest of Eastern Chesapeake Shore
  • Luxurious 5-star Resort property
  • Check in time: 4:00pm
More Photos Exterior of Inn at Perry Cabin
From£112
Very good 4.0 /5 Guest Reviews Call BookMore Details
Kent Island Resort - Stevensville
+1-888-389-4485

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500 Kent Manor Dr., Stevensville, MD 21666 ~16.02 miles west of Eastern Chesapeake Shore
  • Four star Riverfront hotel
  • 24 rooms in hotel
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From£94
Average 3.0 /5 Recent Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club in Stevensville
+1-888-389-4121

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180 Pier One Rd., Stevensville, MD 21666 ~17.00 miles west of Eastern Chesapeake Shore
  • 4-star Suburban hotel
  • Hotel has 54 rooms
More Photos Exterior of The Inn at Chesapeake Bay Beach Club
From£121
Very good 4.5 /5 Latest Reviews Call BookMore Details
Robert Morris Inn - Oxford
+1-888-675-2083

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314 North Morris St., Oxford, MD 21654 ~19.33 miles southwest of Eastern Chesapeake Shore
  • Three Star hotel
  • 16 sleeping rooms in hotel
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From£67
Very good 4.0 /5 Guest Reviews Call BookMore Details
Driftwood Inn in Chestertown
+1-800-716-8490

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609 Washington Ave., Chestertown, MD 21620 ~19.37 miles north of Eastern Chesapeake Shore
  • Economical Riverfront property
  • Hotel has 27 rooms
More Photos hotel room
From£33
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites Chestertown - Chestertown
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
150 Scheeler Rd., Chestertown, MD 21620 Website ~19.73 miles north of Eastern Chesapeake Shore
  • Affordable Suburban hotel
  • Hotel has 3 floors
More Photos Exterior of Comfort Inn & Suites Chestertown
From£67
Very good 4.0 /5 Guest Reviews Call BookMore Details
Red Roof Inn & Suites Chestertown
+1-888-965-1860

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160 Scheeler Rd., Chestertown, MD 21620 ~19.75 miles north of Eastern Chesapeake Shore
  • Three Star Rural property
  • Hotel has 3 floors
More Photos Photo of Red Roof Inn & Suites Chestertown
From£60
Average 3.0 /5 Review Score Call BookMore Details
Knapp's Narrows Marina & Inn - Tilghman Island
+1-888-788-5576

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6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~22.95 miles southwest of Eastern Chesapeake Shore
  • Luxury 5 star Oceanfront property
  • 3 floors in property
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From£105
Average 3.0 /5 Review Score Call BookMore Details
Wylder Hotel Tilghman Island
+1-888-897-9207

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21551 Chesapeake House Dr., Tilghman, MD 21671 ~24.18 miles southwest of Eastern Chesapeake Shore
  • Three Star Riverfront hotel
  • Hotel has 2 floors
More Photos Exterior of Wylder Hotel Tilghman Island
From£74
Very good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Harrington
+1-888-311-4278

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17010 South Dupont, Harrington, DE 19952 ~24.26 miles east of Eastern Chesapeake Shore
  • Cheap hotel
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From£45
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn & Suites Harrington - Milford
+1-888-469-4795

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1259 Corn Crib Rd., Harrington, DE 19952 ~24.33 miles east of Eastern Chesapeake Shore
  • Midscale Rural property
  • Check in time: 11:00
More Photos Exterior of Quality Inn & Suites Harrington - Milford
From£60
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by I in Harrington
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
17271 South Dupont Highway, Harrington, DE 19952 ~24.35 miles east of Eastern Chesapeake Shore
  • Affordable property
  • Complimentary breakfast is offered
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From£60
Very good 4.0 /5 Read Reviews Call BookMore Details
Rodeway Inn
+1-888-841-5292

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74 Old Mill Bottom Rd. North, Annapolis, MD 21409 ~24.90 miles west of Eastern Chesapeake Shore
  • Two star property
  • Check in: 11:00
More Photos Photo of Rodeway Inn
From£45
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Quality Inn
+1-888-455-5160

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76 Old Mill Bottom Rd. North, Annapolis, MD 21409 ~24.90 miles west of Eastern Chesapeake Shore
  • 3 star property
  • 60 sleeping rooms in hotel
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From£67
Average 3.0 /5 Read Reviews Call BookMore Details
Village Inn in Annapolis
+1-888-965-8297

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69 Old Mil Bottom Rd. North, Annapolis, MD 21401 ~25.02 miles west of Eastern Chesapeake Shore
  • Low-priced Suburban hotel
  • Free breakfast
More Photos Photo of Village Inn
From£51
Poor 2.5 /5 Recent Reviews Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection
+1-888-906-6358

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80 Compromise St., Annapolis, MD 21401 ~25.17 miles west of Eastern Chesapeake Shore
  • High-end Downtown hotel
  • Hotel has 5 meeting rooms
More Photos Image of Annapolis Waterfront Hotel Autograph Collection
From£56
Very good 4.0 /5 Read Reviews Call BookMore Details
Historic Inns of Annapolis - Annapolis
+1-888-749-6785

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58 State Circle, Annapolis, MD 21401 ~25.41 miles west of Eastern Chesapeake Shore
  • 3-star Downtown property
  • Gym is available on property
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From£82
Very good 4.0 /5 Read Reviews Call BookMore Details
Graduate by Hilton Annapolis in Annapolis
+1-888-878-9982

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126 West St., Annapolis, MD 21401 ~25.86 miles west of Eastern Chesapeake Shore
  • Four-star Downtown hotel
  • Check-in time: 4:00 PM
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From£75
Very good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown : 174 West St.
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
174 West St., Annapolis, MD 21401 ~25.97 miles west of Eastern Chesapeake Shore
  • 3 star Downtown hotel
  • Hotel has a green policy See policy
More Photos Photo of Hilton Garden Inn Annapolis Downtown
From£112
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Westin Annapolis
+1-888-389-4121

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100 Westgate Cir, Annapolis, MD 21401 Website ~26.20 miles west of Eastern Chesapeake Shore
  • Four-star Downtown hotel
  • 25 meeting rooms in hotel
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From£104
Very good 4.0 /5 Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay - Cambridge
+1-888-675-2083

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100 Heron Blvd., Cambridge, MD 21613 ~26.50 miles south of Eastern Chesapeake Shore
  • Four star property
  • Check-in time: 4:00 pm
More Photos Exterior of Hyatt Regency Chesapeake Bay
From£94
Very good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG - Cambridge
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2715 Ocean Gateway, Cambridge, MD 21613 ~26.86 miles south of Eastern Chesapeake Shore
  • Midscale Rural property
  • 85 rooms in hotel
More Photos Image of Holiday Inn Express Cambridge by IHG
From£84
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Cambridge Inn
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
2831 Ocean Gateway, Cambridge, MD 21613 ~27.06 miles south of Eastern Chesapeake Shore
  • Inexpensive Highway hotel
  • Check in: 2Pm
More Photos Photo of Cambridge Inn
From£40
Poor 2.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Cambridge : 2936 Ocean Gateway
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
2936 Ocean Gateway, Cambridge, MD 21613 Website ~27.11 miles south of Eastern Chesapeake Shore
  • 2 star Rural property
  • Check-in: 3:00pm
More Photos Image of Comfort Inn & Suites Cambridge
From£45
Very good 4.0 /5 Guest Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge : 2917 Ocean Gateway
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
2917 Ocean Gateway, Cambridge, MD 21613 ~27.13 miles south of Eastern Chesapeake Shore
  • Economical Highway property
  • Comp. Breakfast
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From£45
Average 3.5 /5 Review Score Call BookMore Details
Hampton Inn & Suites
+1-888-897-9207

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Hampton Inn 124, Annapolis, MD 21401 ~28.14 miles west of Eastern Chesapeake Shore
  • 3-star Highway property
  • Check in time: 3:00 PM
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From£60
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis An Ihg Hotel
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2451 Riva Rd., Annapolis, MD 21401 ~28.17 miles west of Eastern Chesapeake Shore
  • Midscale Suburban hotel
  • 2 floors in hotel
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From£60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel
+1-888-469-4795

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173 Jennifer Rd., Annapolis, MD 21401 Website ~28.27 miles west of Eastern Chesapeake Shore
  • 3-star Suburban property
  • Fitness + Health Center
More Photos Image of Crowne Plaza Annapolis An Ihg Hotel
From£60
Very good 4.0 /5 Review Score Call BookMore Details
Candlewood Suites Annapolis by IHG
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1 Womack Dr., Annapolis, MD 21401 ~28.42 miles west of Eastern Chesapeake Shore
  • Affordable Suburban hotel
  • Check-in: 15:00
More Photos Photo of Candlewood Suites Annapolis by IHG
From£60
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Annapolis : 124 Womack Dr.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
124 Womack Dr., Annapolis, MD 21401 ~28.52 miles west of Eastern Chesapeake Shore
  • 3 star Suburban hotel
  • 117 rooms in property
More Photos Image of Hampton Inn & Suites Annapolis
From£52
Very good 4.0 /5 Guest Reviews Call BookMore Details
Red Roof Inn Annapolis in Annapolis
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2520 C Riva Rd., Annapolis, MD 21401 ~28.53 miles west of Eastern Chesapeake Shore
  • Low-priced Suburban hotel
  • 48 rooms in property
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From£45
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Annapolis in Annapolis
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
2520 Riva Rd., Annapolis, MD 21401 ~28.56 miles west of Eastern Chesapeake Shore
  • Economical Suburban property
  • 2 floors in property
More Photos Photo of Best Western Annapolis
From£63
Average 3.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis : 189 Admiral Cochrane Dr.
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
189 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.62 miles west of Eastern Chesapeake Shore
  • Affordable Suburban hotel
  • Gym / Fitness Center Available
More Photos Photo of Springhill Suites by Marriott Annapolis
From£61
Average 3.0 /5 Latest Reviews Call BookMore Details
Sonesta Es Suites Annapolis
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
170 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.63 miles west of Eastern Chesapeake Shore
  • High-end Suburban property
  • Check-in time: 3:00pm
More Photos Image of Sonesta Es Suites Annapolis
From£74
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Annapolis
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
305 Harry South Truman Pkwy., Annapolis, MD 21401 ~28.65 miles west of Eastern Chesapeake Shore
  • Three Star hotel
  • 4 suites in property
More Photos Image of Hilton Garden Inn Annapolis
From£60
Very good 4.0 /5 Latest 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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