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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
+1-888-389-4121

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600 Aspen Dr., Queenstown, MD 21658 ~5.73 miles west of Eastern Chesapeake Shore
  • 4-star hotel
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From£56
Very good 4.0 /5 Guest 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
  • Expensive hotel
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From£94
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn : 101 Vfw Ave.
+1-800-716-8490

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101 Vfw Ave., Grasonville, MD 21638 ~10.07 miles west of Eastern Chesapeake Shore
  • Low priced Resort hotel
  • Check in time: 11:00
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From£55
Very good 4.0 /5 Hotel 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
  • Affordable hotel
More Photos Exterior of Fairfield Inn & Suites by Marriott Easton
From£97
Very good 4.5 /5 Guest Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites in Easton
+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 Photo of Best Western Plus Easton Inn & Suites
From£66
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Denton Inn : 521 Fleetwood Rd.
+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 hotel
  • 2 floors in property
More Photos Exterior of Best Western Denton Inn
From£51
Very good 4.0 /5 Reviews 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
  • 3 star Rural property
  • Hotel has 4 floors
More Photos Image of Holiday Inn Express Easton
From£86
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn - Easton
+1-888-311-4278

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8523 Ocean Gateway, Easton, MD 21601 ~11.38 miles south of Eastern Chesapeake Shore
  • Low Cost Rural hotel
  • Check in time: 11:00
More Photos Exterior of Quality Inn
From£59
Very good 4.0 /5 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
  • Mid-scale Rural hotel
  • Free breakfast
More Photos Photo of Holiday Inn Express Annapolis East-Kent Island by IHG
From£135
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina : 3206 Main St.
+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 hotel
  • Fitness center on property
More Photos Image of Hilton Garden Inn Kent Island Marina
From£91
Very good 4.0 /5 Guest 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
  • Cheap hotel
  • 48 sleeping rooms in hotel
More Photos Image of Econo Lodge Easton Route 50
From£45
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Kent Narrows Inn : 3101 Main St.
+1-888-455-5160

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3101 Main St., Grasonville, MD 21638 ~12.14 miles west of Eastern Chesapeake Shore
  • Affordable Resort property
  • 4 floors in hotel
More Photos Exterior of Best Western Kent Narrows Inn
From£60
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Easton - Easton
+1-888-965-8297

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8058 Ocean Gateway, Easton, MD 21601 ~12.29 miles south of Eastern Chesapeake Shore
  • Low-priced Downtown property
  • Comp. Breakfast
More Photos Image of Hampton Inn Easton
From£89
Very good 4.0 /5 Reviews Call BookMore Details
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Days Inn by Wyndham Easton - 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
  • Hotel has an eco-friendly policy Learn more
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From£60
Average 3.0 /5 Read Reviews Call BookMore Details
St Michaels Inn : 1228 South Talbot St.
+1-888-749-6785

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1228 South Talbot St., St. Michaels, MD 21663 ~15.77 miles southwest of Eastern Chesapeake Shore
  • 3 star Resort property
  • 3 meeting rooms in hotel
More Photos Exterior of St Michaels Inn
From£52
Very good 4.0 /5 Latest Reviews Call BookMore Details
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Inn at Perry Cabin
+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 Five Star Resort hotel
  • Hotel has 27 suites
More Photos Photo of Inn at Perry Cabin
From£112
Very good 4.0 /5 Review Score Call BookMore Details
Kent Island Resort : 500 Kent Manor Dr.
+1-888-389-4485

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500 Kent Manor Dr., Stevensville, MD 21666 ~16.02 miles west of Eastern Chesapeake Shore
  • High end Riverfront property
  • 24 rooms in property
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From£94
Average 3.0 /5 Guest Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club : 180 Pier One Rd.
+1-888-389-4121

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180 Pier One Rd., Stevensville, MD 21666 ~17.00 miles west of Eastern Chesapeake Shore
  • Expensive Suburban hotel
  • Check-in: 4:00 PM
More Photos Image of The Inn at Chesapeake Bay Beach Club
From£121
Very good 4.5 /5 Review Score Call BookMore Details
Robert Morris Inn
+1-888-675-2083

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314 North Morris St., Oxford, MD 21654 ~19.33 miles southwest of Eastern Chesapeake Shore
  • Mid-scale hotel
  • 16 sleeping rooms in hotel
More Photos Image of Robert Morris Inn
From£67
Very good 4.0 /5 Review Score 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
  • Inexpensive Riverfront property
  • 27 sleeping rooms in hotel
More Photos hotel room
From£33
Poor 2.0 /5 Guest 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
  • 3-star Suburban hotel
  • Hotel has 81 rooms
More Photos Exterior of Comfort Inn & Suites Chestertown
From£67
Very good 4.0 /5 Read Reviews Call BookMore Details
Red Roof Inn & Suites Chestertown - Chestertown
+1-888-965-1860

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160 Scheeler Rd., Chestertown, MD 21620 ~19.75 miles north of Eastern Chesapeake Shore
  • 3 star Rural property
  • Hotel has 53 suites
More Photos Photo of Red Roof Inn & Suites Chestertown
From£60
Average 3.0 /5 Reviews Call BookMore Details
Knapp's Narrows Marina & Inn : 6176 Tilghman Island Rd.
+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
  • Hotel has 2 meeting rooms
More Photos hotel room
From£105
Average 3.0 /5 Reviews Call BookMore Details
Wylder Hotel Tilghman Island - Tilghman
+1-888-897-9207

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

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17010 South Dupont, Harrington, DE 19952 ~24.26 miles east of Eastern Chesapeake Shore
  • Low priced property
More Photos Image of Super 8 by Wyndham Harrington
From£45
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn & Suites Harrington - Milford - Harrington
+1-888-469-4795

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1259 Corn Crib Rd., Harrington, DE 19952 ~24.33 miles east of Eastern Chesapeake Shore
  • Mid-scale Rural hotel
  • Fitness + Health Center
More Photos Photo 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 - 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
  • 3 star property
  • Check in: 3:00 pm
More Photos Image of Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by I
From£60
Very good 4.0 /5 Hotel 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
  • Economy hotel
  • Free breakfast
More Photos Photo of Rodeway Inn
From£45
Poor 2.0 /5 Review Score Call BookMore Details
Quality Inn in Annapolis
+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
  • Midscale hotel
  • Hotel has 2 floors
More Photos Photo of Quality Inn
From£67
Average 3.0 /5 Read Reviews Call BookMore Details
Village Inn
+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
  • Cheap Suburban property
  • 50 rooms in property
More Photos Photo of Village Inn
From£51
Poor 2.5 /5 Recent Reviews Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection - Annapolis
+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 property
  • 6 floors in property
More Photos Exterior of Annapolis Waterfront Hotel Autograph Collection
From£56
Very good 4.0 /5 Latest 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
  • Mid-scale Downtown hotel
  • 4 floors in property
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From£82
Very good 4.0 /5 Read Reviews Call BookMore Details
Graduate by Hilton Annapolis : 126 West St.
+1-888-878-9982

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

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174 West St., Annapolis, MD 21401 ~25.97 miles west of Eastern Chesapeake Shore
  • 3 star Downtown hotel
  • Fitness center on property
More Photos Photo of Hilton Garden Inn Annapolis Downtown
From£112
Very good 4.0 /5 Recent 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
  • High-end Downtown property
  • 11 suites in hotel
More Photos Photo of The Westin Annapolis
From£104
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay
+1-888-675-2083

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100 Heron Blvd., Cambridge, MD 21613 ~26.50 miles south of Eastern Chesapeake Shore
  • 4-star property
  • Check-in time: 4:00 pm
More Photos Exterior of Hyatt Regency Chesapeake Bay
From£94
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG : 2715 Ocean Gateway
+1-800-716-8490

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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 property
More Photos Photo of Holiday Inn Express Cambridge by IHG
From£84
Very good 4.0 /5 Latest Reviews Call BookMore Details
Cambridge Inn in Cambridge
+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
  • Hotel has 80 rooms
More Photos Photo of Cambridge Inn
From£40
Poor 2.0 /5 Latest Reviews 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
  • Cheap Rural hotel
  • Hotel has 65 rooms
More Photos Exterior of Comfort Inn & Suites Cambridge
From£45
Very good 4.0 /5 Latest Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge
+1-888-788-5576

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2917 Ocean Gateway, Cambridge, MD 21613 ~27.13 miles south of Eastern Chesapeake Shore
  • 2 star Highway hotel
  • 2 suites in hotel
More Photos Image of Days Inn & Suites by Wyndham Cambridge
From£45
Average 3.5 /5 Reviews Call BookMore Details
Hampton Inn & Suites : Hampton Inn 124
+1-888-897-9207

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Hampton Inn 124, Annapolis, MD 21401 ~28.14 miles west of Eastern Chesapeake Shore
  • Affordable Highway property
  • Hotel has 4 floors
More Photos Photo of Hampton Inn & Suites
From£60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis An Ihg Hotel - Annapolis
+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
  • Mid-scale Suburban hotel
  • Hotel has 79 rooms
More Photos Image of Holiday Inn Express & Suites Annapolis An Ihg Hotel
From£60
Average 3.0 /5 Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel - Annapolis
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
173 Jennifer Rd., Annapolis, MD 21401 Website ~28.27 miles west of Eastern Chesapeake Shore
  • Affordable Suburban hotel
  • 197 sleeping rooms in hotel
More Photos Photo of Crowne Plaza Annapolis An Ihg Hotel
From£60
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG - Annapolis
+1-888-734-9421

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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
  • 3-star Suburban hotel
  • Hotel has 3 floors
More Photos Exterior of Candlewood Suites Annapolis by IHG
From£60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Annapolis in Annapolis
+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
  • 5 floors in property
More Photos Exterior of Hampton Inn & Suites Annapolis
From£52
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn Annapolis in Annapolis
+1-888-455-5160

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2520 C Riva Rd., Annapolis, MD 21401 ~28.53 miles west of Eastern Chesapeake Shore
  • Inexpensive Suburban hotel
  • 2 floors in hotel
More Photos Exterior of Red Roof Inn Annapolis
From£45
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Annapolis : 2520 Riva Rd.
+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
  • Two star Suburban hotel
  • Free complimentary breakfast
More Photos Photo of Best Western Annapolis
From£63
Average 3.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis
+1-888-906-6358

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189 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.62 miles west of Eastern Chesapeake Shore
  • 3 star Suburban hotel
  • Hotel has 2 meeting rooms
More Photos Exterior of Springhill Suites by Marriott Annapolis
From£61
Average 3.0 /5 Latest Reviews Call BookMore Details
Sonesta Es Suites Annapolis : 170 Admiral Cochrane Dr.
+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
  • Expensive Suburban property
  • Check-in time: 3:00pm
More Photos Exterior of Sonesta Es Suites Annapolis
From£74
Very good 4.0 /5 Read 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
  • Midscale hotel
  • 3 meeting rooms in property
More Photos Photo of Hilton Garden Inn Annapolis
From£60
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 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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