Star rating
Hotel name
Price range (GBP) to
Amenities
+ more

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 - Queenstown 600 Aspen Dr., Queenstown, MD 21658 ~5.72 miles west of Eastern Chesapeake Shore
  • Four-star hotel
From£55
Very good 4.0 /5 Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Eastern Chesapeake Shore" Get Alexa Skill →
Hilton Tampa Downtown - Grasonville 548 Caspian Dr., Grasonville, MD 21638 ~9.22 miles west of Eastern Chesapeake Shore
  • 4-star property
From£92
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn 101 Vfw Ave., Grasonville, MD 21638 ~10.06 miles west of Eastern Chesapeake Shore
  • Low Cost Resort property
  • Free comp. breakfast
From£55
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Easton in Easton 8945 Sunflower Dr., Easton, MD 21601 ~10.43 miles south of Eastern Chesapeake Shore
  • 3-star property
From£95
Very good 4.5 /5 Guest Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites in Easton 8708 Alicia Dr., Easton, MD 21601 ~11.02 miles south of Eastern Chesapeake Shore
  • Affordable Rural hotel
  • 65 rooms in property
From£65
Very good 4.0 /5 Reviews Call BookMore Details
Best Western Denton Inn : 521 Fleetwood Rd. 521 Fleetwood Rd., Denton, MD 21629 ~11.09 miles east of Eastern Chesapeake Shore
  • 3-star Highway hotel
  • 60 rooms in property
From£50
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Easton in Easton 8561 Ocean Gateway, Easton, MD 21601 ~11.32 miles south of Eastern Chesapeake Shore
  • Midscale Rural hotel
  • 4 floors in property
From£85
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn 8523 Ocean Gateway, Easton, MD 21601 ~11.36 miles south of Eastern Chesapeake Shore
  • 2 star Rural property
  • 82 rooms in property
From£58
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Annapolis Kent Island An Ihg Hotel 1020 Kent Narrows Rd., Grasonville, MD 21638 ~11.99 miles west of Eastern Chesapeake Shore
  • 3 star Rural hotel
  • Hotel has 3 floors
From£133
Average 3.0 /5 Read Reviews Call BookMore Details
Econo Lodge Easton Route 50 8175 Ocean Gateway, Easton, MD 21601 ~12.01 miles south of Eastern Chesapeake Shore
  • 2-star property
  • 48 rooms in hotel
From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina in Grasonville 3206 Main St., Grasonville, MD 21638 ~12.01 miles west of Eastern Chesapeake Shore
  • Affordable Riverfront hotel
  • Fitness center on property
From£89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Kent Narrows Inn - Grasonville 3101 Main St., Grasonville, MD 21638 ~12.13 miles west of Eastern Chesapeake Shore
  • Midscale Resort hotel
  • Gym is available on property
From£59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Easton - Easton 8058 Ocean Gateway, Easton, MD 21601 ~12.27 miles south of Eastern Chesapeake Shore
  • 2 star Downtown hotel
  • Hotel has 74 rooms
From£88
Very good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Easton - Easton 7018 Ocean Gateway, Easton, MD 21601 ~14.23 miles south of Eastern Chesapeake Shore
  • 3 star property
  • Hotel has a green policy Read more
From£59
Average 3.0 /5 Review Score Call BookMore Details
St Michaels Inn 1228 South Talbot St., St. Michaels, MD 21663 ~15.74 miles southwest of Eastern Chesapeake Shore
  • Mid-scale Resort property
  • Check-in time: 3:00 pm
From£52
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Eastern Chesapeake Shore" Get Alexa Skill →
Inn at Perry Cabin 308 Watkins Lane, St. Michael's, MD 21663 ~15.78 miles southwest of Eastern Chesapeake Shore
  • Luxury 5 star Resort hotel
  • Hotel has 78 rooms
From£111
Very good 4.0 /5 Recent Reviews Call BookMore Details
Kent Island Resort - Stevensville 500 Kent Manor Dr., Stevensville, MD 21666 ~16.00 miles west of Eastern Chesapeake Shore
  • Expensive Riverfront hotel
  • 3 floors in property
From£92
Average 3.0 /5 Read Reviews Call BookMore Details
The Inn at Chesapeake Bay Beach Club in Stevensville 180 Pier One Rd., Stevensville, MD 21666 ~16.98 miles west of Eastern Chesapeake Shore
  • 4 star Suburban property
  • 4 floors in hotel
From£120
Very good 4.5 /5 Review Score Call BookMore Details
Robert Morris Inn 314 North Morris St., Oxford, MD 21654 ~19.30 miles southwest of Eastern Chesapeake Shore
  • 3-star property
  • 3 floors in property
From£66
Very good 4.0 /5 Guest Reviews Call BookMore Details
Driftwood Inn - Chestertown 609 Washington Ave., Chestertown, MD 21620 ~19.34 miles north of Eastern Chesapeake Shore
  • Low-priced Riverfront property
  • 27 rooms in property
From£33
Poor 2.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Chestertown : 150 Scheeler Rd. 150 Scheeler Rd., Chestertown, MD 21620 Website ~19.70 miles north of Eastern Chesapeake Shore
  • 3-star Suburban hotel
  • 81 rooms in hotel
From£66
Very good 4.0 /5 Review Score Call BookMore Details
Red Roof Inn & Suites Chestertown - Chestertown 160 Scheeler Rd., Chestertown, MD 21620 ~19.72 miles north of Eastern Chesapeake Shore
  • 3-star Rural property
  • 53 suites in hotel
From£59
Average 3.0 /5 Hotel 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
  • Luxurious Five Star Oceanfront property
  • Complimentary breakfast is offered
From£104
Average 3.0 /5 Recent Reviews Call BookMore Details
Wylder Hotel Tilghman Island : 21551 Chesapeake House Dr. 21551 Chesapeake House Dr., Tilghman, MD 21671 ~24.12 miles southwest of Eastern Chesapeake Shore
  • Midscale Riverfront property
  • Check in: 4:00 PM
From£73
Very good 4.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Harrington 17010 South Dupont, Harrington, DE 19952 ~24.22 miles east of Eastern Chesapeake Shore
  • 2-star hotel
From£44
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Suites Harrington - Milford - Harrington 1259 Corn Crib Rd., Harrington, DE 19952 ~24.29 miles east of Eastern Chesapeake Shore
  • Mid-scale Rural hotel
  • Fitness + Health Center
From£59
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by I : 17271 South Dupont Highway 17271 South Dupont Highway, Harrington, DE 19952 ~24.31 miles east of Eastern Chesapeake Shore
  • 3-star property
  • Gym / Fitness Center Available
From£59
Very good 4.0 /5 Review Score Call BookMore Details
Rodeway Inn - Annapolis 74 Old Mill Bottom Rd. North, Annapolis, MD 21409 ~24.87 miles west of Eastern Chesapeake Shore
  • Low-priced property
  • Check in time: 11:00
From£44
Poor 2.0 /5 Read Reviews Call BookMore Details
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
  • Low priced Suburban hotel
  • Free breakfast
From£51
Poor 2.5 /5 Review Score Call BookMore Details
Annapolis Waterfront Hotel, Autograph Collection 80 Compromise St., Annapolis, MD 21401 ~25.14 miles west of Eastern Chesapeake Shore
  • Four star Downtown property
  • 150 sleeping rooms in hotel
From£55
Very good 4.0 /5 Guest Reviews Call BookMore Details
Historic Inns of Annapolis in Annapolis 58 State Circle, Annapolis, MD 21401 ~25.38 miles west of Eastern Chesapeake Shore
  • 3-star Downtown hotel
  • Check-in time: 4:00 PM
From£81
Very good 4.0 /5 Latest Reviews Call BookMore Details
Graduate by Hilton Annapolis : 126 West St. 126 West St., Annapolis, MD 21401 ~25.83 miles west of Eastern Chesapeake Shore
  • Expensive Downtown hotel
  • 17 suites in property
From£74
Very good 4.0 /5 Guest 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
  • Midscale Downtown hotel
  • Hotel has 2 suites
From£103
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Westin Annapolis in Annapolis 100 Westgate Cir, Annapolis, MD 21401 Website ~26.17 miles west of Eastern Chesapeake Shore
  • Expensive Downtown hotel
  • Gym / Fitness Center Available
From£103
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay in Cambridge 100 Heron Blvd., Cambridge, MD 21613 ~26.46 miles south of Eastern Chesapeake Shore
  • High end hotel
  • Hotel has 6 floors
From£92
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG in Cambridge 2715 Ocean Gateway, Cambridge, MD 21613 ~26.82 miles south of Eastern Chesapeake Shore
  • Three Star Rural property
  • Hotel has 4 floors
From£83
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Cambridge Inn in Cambridge 2831 Ocean Gateway, Cambridge, MD 21613 ~27.02 miles south of Eastern Chesapeake Shore
  • 2-star Highway property
  • 80 rooms in hotel
From£40
Poor 2.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Cambridge : 2936 Ocean Gateway 2936 Ocean Gateway, Cambridge, MD 21613 Website ~27.07 miles south of Eastern Chesapeake Shore
  • 2 star Rural hotel
  • Hotel has 3 floors
From£44
Very good 4.0 /5 Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge 2917 Ocean Gateway, Cambridge, MD 21613 ~27.09 miles south of Eastern Chesapeake Shore
  • Cheap Highway hotel
  • 2 suites in property
From£44
Average 3.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Hampton Inn 124, Annapolis, MD 21401 ~28.11 miles west of Eastern Chesapeake Shore
  • Midscale Highway hotel
  • Hotel has 117 rooms
From£59
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis An Ihg Hotel - Annapolis 2451 Riva Rd., Annapolis, MD 21401 ~28.14 miles west of Eastern Chesapeake Shore
  • Three Star Suburban property
  • 79 sleeping rooms in hotel
From£59
Average 3.0 /5 Read Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel 173 Jennifer Rd., Annapolis, MD 21401 ~28.23 miles west of Eastern Chesapeake Shore
  • Midscale Suburban hotel
  • Hotel has 12 meeting rooms
From£59
Very good 4.0 /5 Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG : 1 Womack Dr. 1 Womack Dr., Annapolis, MD 21401 ~28.38 miles west of Eastern Chesapeake Shore
  • Midscale Suburban hotel
  • Check-in: 15:00
From£59
Average 3.0 /5 Hotel 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
  • Midscale Suburban property
  • Fitness center on property
From£110
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Annapolis : 124 Womack Dr. 124 Womack Dr., Annapolis, MD 21401 ~28.48 miles west of Eastern Chesapeake Shore
  • Midscale Suburban hotel
  • Hotel has 31 suites
From£52
Very good 4.0 /5 Reviews Call BookMore Details
Red Roof Inn Annapolis in Annapolis 2520 C Riva Rd., Annapolis, MD 21401 ~28.50 miles west of Eastern Chesapeake Shore
  • Two star Suburban hotel
  • 2 floors in property
From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Annapolis : 2520 Riva Rd. 2520 Riva Rd., Annapolis, MD 21401 ~28.52 miles west of Eastern Chesapeake Shore
  • Two-star Suburban hotel
  • Airport shuttle available
From£62
Average 3.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.58 miles west of Eastern Chesapeake Shore
  • Affordable Suburban property
  • Complimentary breakfast is offered
From£60
Average 3.0 /5 Recent Reviews Call BookMore Details
Sonesta Es Suites Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401 ~28.59 miles west of Eastern Chesapeake Shore
  • Affordable Suburban property
  • Fitness + Health Center
From£73
Very good 4.0 /5 Recent 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
  • 3 star property
  • 4 floors in hotel
From£59
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).

Back to Top