Star Rating
Hotel Name
Price Range (USD) 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 600 Aspen Dr., Queenstown, MD 21658
Call Us
~5.72 miles west of Eastern Chesapeake Shore
  • 4-star hotel
More Photos hotel room
From$75
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 : 548 Caspian Dr. 548 Caspian Dr., Grasonville, MD 21638
Call Us
~9.22 miles west of Eastern Chesapeake Shore
  • High end hotel
More Photos hotel room
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn Grasonville near Kent Island 101 Vfw Ave., Grasonville, MD 21638
Call Us
~10.06 miles west of Eastern Chesapeake Shore
  • Two-star Resort property
  • 59 rooms in hotel
More Photos Photo of Quality Inn Grasonville near Kent Island
From$74
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Easton 8945 Sunflower Dr., Easton, MD 21601
Call Us
~10.43 miles south of Eastern Chesapeake Shore
  • Mid-scale property
More Photos Exterior of Fairfield Inn & Suites by Marriott Easton
From$129
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Best Western Plus Easton Inn & Suites : 8708 Alicia Dr. 8708 Alicia Dr., Easton, MD 21601
Call Us
~11.02 miles south of Eastern Chesapeake Shore
  • 3 star Rural hotel
  • Check-in: 03:00
More Photos Image of Best Western Plus Easton Inn & Suites
From$88
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Denton Inn 521 Fleetwood Rd., Denton, MD 21629
Call Us
~11.09 miles east of Eastern Chesapeake Shore
  • 3-star Highway hotel
  • Check-in time: 03:00
More Photos Exterior of Best Western Denton Inn
From$68
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Easton 8561 Ocean Gateway, Easton, MD 21601
Call Us
~11.32 miles south of Eastern Chesapeake Shore
  • Affordable Rural property
  • Hotel has a green policy Read more
More Photos Image of Holiday Inn Express Easton
From$115
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn in Easton 8523 Ocean Gateway, Easton, MD 21601
Call Us
~11.36 miles south of Eastern Chesapeake Shore
  • Inexpensive Rural property
  • 82 rooms in property
More Photos Image of Quality Inn
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Annapolis East Kent Island by IHG - Grasonville 1020 Kent Narrows Rd., Grasonville, MD 21638
Call Us
~11.92 miles west of Eastern Chesapeake Shore
  • Affordable Rural property
  • Hotel has 4 meeting rooms
More Photos Exterior of Holiday Inn Express Annapolis East Kent Island by IHG
From$180
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge Easton Route 50 8175 Ocean Gateway, Easton, MD 21601
Call Us
~12.01 miles south of Eastern Chesapeake Shore
  • Economical hotel
  • 48 rooms in property
More Photos Image of Econo Lodge Easton Route 50
From$60
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Kent Island Marina in Grasonville 3206 Main St., Grasonville, MD 21638
Call Us
~12.01 miles west of Eastern Chesapeake Shore
  • 3 star Riverfront hotel
  • 4 meeting rooms in property
More Photos Photo of Hilton Garden Inn Kent Island Marina
From$121
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Kent Narrows Inn - Grasonville 3101 Main St., Grasonville, MD 21638
Call Us
~12.13 miles west of Eastern Chesapeake Shore
  • 3 star Resort hotel
  • 4 floors in property
More Photos Image of Best Western Kent Narrows Inn
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Easton in Easton 8058 Ocean Gateway, Easton, MD 21601
Call Us
~12.27 miles south of Eastern Chesapeake Shore
  • Low Cost Downtown hotel
  • Gym is available on property
More Photos Photo of Hampton Inn Easton
From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +1-800-219-2797

Booking for Homes and Apartments
Go to BookingGo to Booking
Days Inn by Wyndham Easton - Easton 7018 Ocean Gateway, Easton, MD 21601
Call Us
~14.23 miles south of Eastern Chesapeake Shore
  • 3-star hotel
  • Hotel has an eco-friendly policy See policy
More Photos hotel room
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
St. Michaels Inn 1228 South Talbot St., St. Michaels, MD 21663
Call Us
~15.74 miles southwest of Eastern Chesapeake Shore
  • 3 star Resort hotel
  • 2 floors in hotel
More Photos Image of St. Michaels Inn
From$70
Very Good 4.0 /5 Guest 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
Call Us
~15.78 miles southwest of Eastern Chesapeake Shore
  • Luxurious 5-star Resort property
  • Hotel has 3 floors
More Photos Image of Inn at Perry Cabin
From$150
Very Good 4.0 /5 Read Reviews Call BookMore Details
Kent Island Resort 500 Kent Manor Dr., Stevensville, MD 21666
Call Us
~16.00 miles west of Eastern Chesapeake Shore
  • High-end Riverfront property
  • Hotel has 3 floors
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 180 Pier One Rd., Stevensville, MD 21666
Call Us
~16.98 miles west of Eastern Chesapeake Shore
  • Four star Suburban hotel
  • Hotel has 4 floors
More Photos Photo of The Inn at Chesapeake Bay Beach Club
From$162
Very Good 4.5 /5 Review Score Call BookMore Details
Robert Morris Inn in Oxford 314 North Morris St., Oxford, MD 21654
Call Us
~19.30 miles southwest of Eastern Chesapeake Shore
  • 3 star property
  • Check-in time: 15:00
More Photos Photo of Robert Morris Inn
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Driftwood Inn in Chestertown 609 Washington Ave., Chestertown, MD 21620
Call Us
~19.34 miles north of Eastern Chesapeake Shore
  • Cheap Riverfront property
  • 3 suites in hotel
More Photos hotel room
From$45
Poor 2.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Chestertown in Chestertown 150 Scheeler Rd., Chestertown, MD 21620 Website
Call Us
~19.70 miles north of Eastern Chesapeake Shore
  • Mid-scale Suburban property
  • Hotel has a green policy Read more
More Photos Image of Comfort Inn & Suites Chestertown
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Red Roof Inn & Suites Chestertown : 160 Scheeler Rd. 160 Scheeler Rd., Chestertown, MD 21620
Call Us
~19.72 miles north of Eastern Chesapeake Shore
  • Midscale Rural hotel
  • Check in: 3.00 p.m
More Photos Photo of Red Roof Inn & Suites Chestertown
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Knapp's Narrows Marina & Inn - Tilghman Island 6176 Tilghman Island Rd., Tilghman Island, MD 21671
Call Us
~22.90 miles southwest of Eastern Chesapeake Shore
  • Luxurious Five Star Oceanfront property
  • 3 floors in hotel
More Photos hotel room
From$140
Average 3.0 /5 Recent Reviews Call BookMore Details
Wylder Hotel Tilghman Island : 21551 Chesapeake House Dr. 21551 Chesapeake House Dr., Tilghman, MD 21671
Call Us
~24.12 miles southwest of Eastern Chesapeake Shore
  • Three Star Riverfront property
  • 2 floors in property
More Photos Image of Wylder Hotel Tilghman Island
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Super 8 by Wyndham Harrington 17010 South Dupont, Harrington, DE 19952
Call Us
~24.22 miles east of Eastern Chesapeake Shore
  • Cheap property
More Photos Photo of Super 8 by Wyndham Harrington
From$60
Average 3.0 /5 Reviews Call BookMore Details
Quality Inn & Suites Harrington - Milford 1259 Corn Crib Rd., Harrington, DE 19952
Call Us
~24.29 miles east of Eastern Chesapeake Shore
  • Mid-scale Rural hotel
  • Hotel has 70 rooms
More Photos Exterior of Quality Inn & Suites Harrington - Milford
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by I 17271 South Dupont Highway, Harrington, DE 19952
Call Us
~24.31 miles east of Eastern Chesapeake Shore
  • 3-star property
  • 3 floors in hotel
More Photos Exterior of Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by I
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Rodeway Inn 74 Old Mill Bottom Rd. North, Annapolis, MD 21409
Call Us
~24.87 miles west of Eastern Chesapeake Shore
  • Two-star hotel
  • Free breakfast available
More Photos Exterior of Rodeway Inn
From$60
Poor 2.0 /5 Review Score Call BookMore Details
Village Inn Annapolis MD 69 Old Mil Bottom Rd. North, Annapolis, MD 21401
Call Us
~25.00 miles west of Eastern Chesapeake Shore
  • Low-priced Suburban property
  • Hotel has 50 rooms
More Photos Photo of Village Inn Annapolis MD
From$69
Poor 2.5 /5 Guest Reviews Call BookMore Details
Annapolis Waterfront Hotel, Autograph Collection in Annapolis 80 Compromise St., Annapolis, MD 21401
Call Us
~25.14 miles west of Eastern Chesapeake Shore
  • 4-star Downtown property
  • Hotel has 150 rooms
More Photos Image of Annapolis Waterfront Hotel, Autograph Collection
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Historic Inns of Annapolis 58 State Circle, Annapolis, MD 21401
Call Us
~25.38 miles west of Eastern Chesapeake Shore
  • Three Star Downtown property
  • 9 suites in property
More Photos Image of Historic Inns of Annapolis
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Graduate by Hilton Annapolis in Annapolis 126 West St., Annapolis, MD 21401
Call Us
~25.83 miles west of Eastern Chesapeake Shore
  • Expensive Downtown property
  • 6 floors in hotel
More Photos Image of Graduate by Hilton Annapolis
From$100
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Annapolis Downtown : 174 West St. 174 West St., Annapolis, MD 21401
Call Us
~25.94 miles west of Eastern Chesapeake Shore
  • 3 star Downtown property
  • 5 floors in hotel
More Photos Photo of Hilton Garden Inn Annapolis Downtown
From$139
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Westin Annapolis 100 Westgate Cir, Annapolis, MD 21401 Website
Call Us
~26.17 miles west of Eastern Chesapeake Shore
  • Expensive Downtown property
  • 225 rooms in hotel
More Photos Exterior of The Westin Annapolis
From$139
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Regency Chesapeake Bay : 100 Heron Blvd. 100 Heron Blvd., Cambridge, MD 21613
Call Us
~26.46 miles south of Eastern Chesapeake Shore
  • 4-star hotel
  • 400 rooms in property
More Photos Exterior of Hyatt Regency Chesapeake Bay
From$125
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Cambridge by IHG 2715 Ocean Gateway, Cambridge, MD 21613
Call Us
~26.82 miles south of Eastern Chesapeake Shore
  • Affordable Rural property
  • Fitness center on property
More Photos Photo of Holiday Inn Express Cambridge by IHG
From$112
Very Good 4.0 /5 Reviews Call BookMore Details
Cambridge Inn - Cambridge 2831 Ocean Gateway, Cambridge, MD 21613
Call Us
~27.02 miles south of Eastern Chesapeake Shore
  • Cheap Highway hotel
  • 80 sleeping rooms in hotel
More Photos Exterior of Cambridge Inn
From$54
Poor 2.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Cambridge - Cambridge 2936 Ocean Gateway, Cambridge, MD 21613 Website
Call Us
~27.07 miles south of Eastern Chesapeake Shore
  • Economical Rural property
  • Hotel has 32 suites
More Photos Exterior of Comfort Inn & Suites Cambridge
From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn & Suites by Wyndham Cambridge : 2917 Ocean Gateway 2917 Ocean Gateway, Cambridge, MD 21613
Call Us
~27.09 miles south of Eastern Chesapeake Shore
  • Inexpensive Highway hotel
  • Fitness center on property
More Photos Image of Days Inn & Suites by Wyndham Cambridge
From$60
Average 3.5 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites in Annapolis Hampton Inn 124, Annapolis, MD 21401
Call Us
~28.11 miles west of Eastern Chesapeake Shore
  • 3-star Highway property
  • 4 floors in hotel
More Photos Photo of Hampton Inn & Suites
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Annapolis An Ihg Hotel 2451 Riva Rd., Annapolis, MD 21401
Call Us
~28.14 miles west of Eastern Chesapeake Shore
  • Mid-scale Suburban hotel
  • Fitness + Health Center
More Photos Photo of Holiday Inn Express & Suites Annapolis An Ihg Hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Crowne Plaza Annapolis An Ihg Hotel 173 Jennifer Rd., Annapolis, MD 21401 Website
Call Us
~28.23 miles west of Eastern Chesapeake Shore
  • Three Star Suburban property
  • Hotel has 12 meeting rooms
More Photos Exterior of Crowne Plaza Annapolis An Ihg Hotel
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Candlewood Suites Annapolis by IHG - Annapolis 1 Womack Dr., Annapolis, MD 21401
Call Us
~28.38 miles west of Eastern Chesapeake Shore
  • 3-star Suburban hotel
  • Hotel has 3 floors
More Photos Exterior of Candlewood Suites Annapolis by IHG
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Hotel Annapolis in Annapolis 210 Holiday Court, Annapolis, MD 21401
Call Us
~28.48 miles west of Eastern Chesapeake Shore
  • Affordable Suburban hotel
  • Hotel has 219 rooms
More Photos Photo of Doubletree by Hilton Hotel Annapolis
From$149
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Annapolis 124 Womack Dr., Annapolis, MD 21401
Call Us
~28.48 miles west of Eastern Chesapeake Shore
  • Affordable Suburban hotel
  • Gym / Fitness Center Available
More Photos Exterior of Hampton Inn & Suites Annapolis
From$70
Very Good 4.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Annapolis in Annapolis 2520 C Riva Rd., Annapolis, MD 21401
Call Us
~28.50 miles west of Eastern Chesapeake Shore
  • Economy Suburban hotel
  • Check-in: 03:00
More Photos Image of Red Roof Inn Annapolis
From$60
Average 3.0 /5 Review Score Call BookMore Details
Best Western Annapolis 2520 Riva Rd., Annapolis, MD 21401
Call Us
~28.52 miles west of Eastern Chesapeake Shore
  • 2-star Suburban hotel
  • Check-in: 03:00
More Photos Exterior of Best Western Annapolis
From$84
Average 3.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Annapolis 189 Admiral Cochrane Dr., Annapolis, MD 21401
Call Us
~28.58 miles west of Eastern Chesapeake Shore
  • 3-star Suburban hotel
  • 120 sleeping rooms in hotel
More Photos Exterior of Springhill Suites by Marriott Annapolis
From$82
Average 3.0 /5 Reviews Call BookMore Details
Sonesta Es Suites Annapolis - Annapolis 170 Admiral Cochrane Dr., Annapolis, MD 21401
Call Us
~28.59 miles west of Eastern Chesapeake Shore
  • 3 star Suburban property
  • Hotel has 3 floors
More Photos Exterior of Sonesta Es Suites Annapolis
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Annapolis : 305 Harry South Truman Pkwy. 305 Harry South Truman Pkwy., Annapolis, MD 21401
Call Us
~28.62 miles west of Eastern Chesapeake Shore
  • 3-star hotel
  • Check in: 3:00pm
More Photos Image of Hilton Garden Inn Annapolis
From$80
Very Good 4.0 /5 Hotel 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 Grasonville near Kent Island 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 Grasonville near Kent Island, 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).

Back to Top