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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 21 miles east of Chesapeake Bay Bridge and 23 miles west of Harrington Historical Society.

Eastern Chesapeake Shore Hotels/Accommodations

Wye River a Dolce Conference Center - Queenstown
+1-888-389-4121

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600 Aspen Dr., Queenstown, MD 21658 ~5.73 miles west of Eastern Chesapeake Shore
  • Four-star property
More Photos hotel room
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
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Hilton Tampa Downtown in Grasonville
+1-888-675-2083

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548 Caspian Dr., Grasonville, MD 21638 ~9.23 miles west of Eastern Chesapeake Shore
  • 4-star property
More Photos hotel room
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn : 101 Vfw Ave.
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
101 Vfw Ave., Grasonville, MD 21638 ~10.07 miles west of Eastern Chesapeake Shore
  • Two star Resort hotel
  • Check-in time: 11:00
More Photos Image of Quality Inn
From$74
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Easton : 8945 Sunflower Dr.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
8945 Sunflower Dr., Easton, MD 21601 ~10.45 miles south of Eastern Chesapeake Shore
  • Three Star hotel
More Photos Image of Fairfield Inn & Suites by Marriott Easton
From$129
Very Good 4.5 /5 Review Score Call BookMore Details
Best Western Plus Easton Inn & Suites
+1-888-965-1860

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8708 Alicia Dr., Easton, MD 21601 ~11.04 miles south of Eastern Chesapeake Shore
  • Three Star Rural property
  • 41 suites in property
More Photos Exterior of Best Western Plus Easton Inn & Suites
From$88
Very Good 4.0 /5 Read 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
  • Hotel has 60 rooms
More Photos Image of Best Western Denton Inn
From$67
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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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
8561 Ocean Gateway, Easton, MD 21601 ~11.34 miles south of Eastern Chesapeake Shore
  • Mid-scale Rural hotel
  • Hotel has a green policy See policy
More Photos Photo of Holiday Inn Express Easton
From$115
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Inn in Easton
+1-888-311-4278

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8523 Ocean Gateway, Easton, MD 21601 ~11.38 miles south of Eastern Chesapeake Shore
  • Low priced Rural hotel
  • 3 meeting rooms in hotel
More Photos Photo of Quality Inn
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel - 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 breakfast available
More Photos Photo of Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
From$180
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Kent Island - Grasonville
+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
  • 91 sleeping rooms in hotel
More Photos Photo of Hilton Garden Inn Kent Island
From$121
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge Easton Route 50
+1-888-841-5292

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8175 Ocean Gateway, Easton, MD 21601 ~12.03 miles south of Eastern Chesapeake Shore
  • Economical hotel
  • Check in time: 11:00
More Photos Image of Econo Lodge Easton Route 50
From$60
Average 3.0 /5 Review Score Call BookMore Details
Best Western Kent Narrows Inn - Grasonville
+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 property
  • Hotel has 95 rooms
More Photos Exterior of Best Western Kent Narrows Inn
From$80
Average 3.0 /5 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
  • Low-priced Downtown hotel
  • Check in: 3:00PM
More Photos Exterior of Hampton Inn Easton
From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Days Inn by Wyndham Easton
+1-888-906-6358

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7018 Ocean Gateway, Easton, MD 21601 ~14.25 miles south of Eastern Chesapeake Shore
  • 3 star property
  • Check in time: 3:00pm
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From$80
Average 3.0 /5 Latest 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 hotel
  • Comp. Breakfast
More Photos Image of St Michaels Inn
From$70
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Inn at Perry Cabin in St. Michael's
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
308 Watkins Lane, St. Michael's, MD 21663 ~15.81 miles southwest of Eastern Chesapeake Shore
  • Luxurious 5 Star Resort property
  • Fitness / Gym is on-site
More Photos Photo of Inn at Perry Cabin
From$150
Very Good 4.0 /5 Reviews 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
  • 2 suites in property
More Photos Image of Kent Island Resort
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club - Stevensville
+1-888-389-4121

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180 Pier One Rd., Stevensville, MD 21666 ~17.00 miles west of Eastern Chesapeake Shore
  • High end Suburban hotel
  • Hotel has 54 rooms
More Photos Image of The Inn at Chesapeake Bay Beach Club
From$162
Very Good 4.5 /5 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
  • Mid-scale hotel
  • Check in time: 15:00
More Photos Image of Robert Morris Inn
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Driftwood Inn
+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
  • Check-in time: 2:00pm
More Photos hotel room
From$45
Poor 2.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Chestertown - Chestertown
+1-800-805-5223

How should we direct your call?

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
  • Midscale Suburban hotel
  • Fitness + Health Center
More Photos Image of Comfort Inn & Suites Chestertown
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Red Roof Inn & Suites Chestertown in Chestertown
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
160 Scheeler Rd., Chestertown, MD 21620 ~19.75 miles north of Eastern Chesapeake Shore
  • Midscale Rural hotel
  • Free comp. breakfast
More Photos Image of Red Roof Inn & Suites Chestertown
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Knapp's Narrows Marina & Inn
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
6176 Tilghman Island Rd., Tilghman Island, MD 21671 ~22.95 miles southwest of Eastern Chesapeake Shore
  • Luxury 5 star Oceanfront property
  • 2 conference rooms in property
More Photos hotel room
From$140
Average 3.0 /5 Recent Reviews Call BookMore Details
Wylder Hotel Tilghman Island : 21551 Chesapeake House Dr.
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
21551 Chesapeake House Dr., Tilghman, MD 21671 ~24.18 miles southwest of Eastern Chesapeake Shore
  • Affordable Riverfront property
  • 2 floors in hotel
More Photos Photo of Wylder Hotel Tilghman Island
From$99
Very Good 4.0 /5 Review Score 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
  • Low priced hotel
More Photos Photo of Super 8 by Wyndham Harrington
From$60
Average 3.0 /5 Read 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
  • 3 star Rural hotel
  • Check in time: 11:00
More Photos Image of Quality Inn & Suites Harrington - Milford
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE, an
+1-888-734-9421

How should we direct your call?

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
  • Mid-scale property
  • Hotel has 19 suites
More Photos Image of Holiday Inn Express Hotel & Suites Harrington-Dover area, DE, an
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
74 Old Mill Bottom Rd. North, Annapolis, MD 21409 ~24.90 miles west of Eastern Chesapeake Shore
  • Two star hotel
  • Free breakfast available
More Photos Photo of Rodeway Inn
From$60
Poor 2.0 /5 Reviews Call BookMore Details
Quality Inn in Annapolis
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
76 Old Mill Bottom Rd. North, Annapolis, MD 21409 ~24.90 miles west of Eastern Chesapeake Shore
  • Midscale hotel
  • 60 rooms in hotel
More Photos Exterior of Quality Inn
From$90
Average 3.0 /5 Reviews Call BookMore Details
Village Inn
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
69 Old Mil Bottom Rd. North, Annapolis, MD 21401 ~25.02 miles west of Eastern Chesapeake Shore
  • Low-priced Suburban hotel
  • Free complimentary breakfast
More Photos Photo of Village Inn
From$69
Poor 2.5 /5 Guest Reviews Call BookMore Details
Annapolis Waterfront Hotel Autograph Collection
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
80 Compromise St., Annapolis, MD 21401 ~25.17 miles west of Eastern Chesapeake Shore
  • Four star Downtown property
  • 6 floors in hotel
More Photos Photo of Annapolis Waterfront Hotel Autograph Collection
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Historic Inns of Annapolis
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
58 State Circle, Annapolis, MD 21401 ~25.41 miles west of Eastern Chesapeake Shore
  • Mid-scale Downtown property
  • Fitness + Health Center
More Photos Image of Historic Inns of Annapolis
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Graduate by Hilton Annapolis
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
126 West St., Annapolis, MD 21401 ~25.86 miles west of Eastern Chesapeake Shore
  • High-end Downtown hotel
  • Hotel has 6 floors
More Photos Exterior of Graduate by Hilton Annapolis
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Annapolis Downtown - Annapolis
+1-888-389-4485

How should we direct your call?

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
  • Midscale Downtown property
  • Check-in time: 3:00pm
More Photos Image of Hilton Garden Inn Annapolis Downtown
From$199
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Westin Annapolis - Annapolis
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
100 Westgate Cir, Annapolis, MD 21401 Website ~26.20 miles west of Eastern Chesapeake Shore
  • 4-star Downtown property
  • 11 suites in hotel
More Photos Image of The Westin Annapolis
From$139
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay in Cambridge
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
100 Heron Blvd., Cambridge, MD 21613 ~26.51 miles south of Eastern Chesapeake Shore
  • 4-star property
  • 6 floors in hotel
More Photos Photo of Hyatt Regency Chesapeake Bay
From$159
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Cambridge, an IHG Hotel - 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
  • Free breakfast available
More Photos Exterior of Holiday Inn Express Cambridge, an IHG Hotel
From$112
Very Good 4.0 /5 Read Reviews Call BookMore Details
Cambridge Inn
+1-800-805-5223

How should we direct your call?

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
  • Low-priced Highway property
  • 2 floors in hotel
More Photos Exterior of Cambridge Inn
From$54
Poor 2.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Cambridge
+1-888-965-1860

How should we direct your call?

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
  • Gym / Fitness Center Available
More Photos Image of Comfort Inn & Suites Cambridge
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge
+1-888-788-5576

How should we direct your call?

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
  • Low-priced Highway property
  • Fitness / Gym is on-site
More Photos Image of Days Inn & Suites by Wyndham Cambridge
From$60
Average 3.5 /5 Reviews Call BookMore Details
Hampton Inn & Suites in Annapolis
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
Hampton Inn 124, Annapolis, MD 21401 ~28.14 miles west of Eastern Chesapeake Shore
  • 3 star Highway hotel
  • Fitness center on property
More Photos hotel room
From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Annapolis Md
+1-888-311-4278

How should we direct your call?

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
  • 3 star Suburban hotel
  • 2 floors in hotel
More Photos Image of Holiday Inn Express & Suites Annapolis Md
From$80
Average 3.0 /5 Latest 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
  • 3-star Suburban property
  • Hotel has 197 rooms
More Photos Image of Crowne Plaza Annapolis An Ihg Hotel
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Homestyle Studio Suites in Annapolis
+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
  • 101 rooms in hotel
More Photos Image of Homestyle Studio Suites
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Annapolis
+1-888-841-5292

How should we direct your call?

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
  • Mid-scale Suburban hotel
  • 5 floors in property
More Photos Photo of Hampton Inn & Suites Annapolis
From$70
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Red Roof Inn Annapolis
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2520 Riva Rd. Building C, Annapolis, MD 21401 ~28.53 miles west of Eastern Chesapeake Shore
  • Two-star Suburban property
  • 48 rooms in hotel
More Photos Image of Red Roof Inn Annapolis
From$60
Average 3.0 /5 Reviews Call BookMore Details
Best Western Annapolis
+1-888-965-8297

How should we direct your call?

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
  • Economy Suburban hotel
  • Check in: 03:00
More Photos Photo of Best Western Annapolis
From$84
Average 3.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis - Annapolis
+1-888-906-6358

How should we direct your call?

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
  • Three Star Suburban property
  • 2 meeting rooms in hotel
More Photos Exterior of Springhill Suites by Marriott Annapolis
From$82
Average 3.0 /5 Latest Reviews Call BookMore Details
Sonesta Es Suites Annapolis : 170 Admiral Cochrane Dr.
+1-888-749-6785

How should we direct your call?

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 hotel
  • 102 suites in hotel
More Photos Photo of Sonesta Es Suites Annapolis
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Annapolis - 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
  • Mid-scale hotel
  • 4 suites in property
More Photos Photo of Hilton Garden Inn Annapolis
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 - Kent Island, an IHG Hotel, Holiday Inn Express Hotel & Suites Harrington-Dover area, DE, an and Holiday Inn Express Cambridge, an IHG Hotel are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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