Find hotels in Chestertown, MD from 1.749.007 ₫
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14 Aug - 16 AugOur top choices for Chestertown hotels
1. The Lodge at Great Oak Landing
The Lodge at Great Oak LandingChestertown
Nicola
2.835.000 ₫
3.241.255 ₫ total
includes taxes & fees
10 Aug - 11 Aug
2. Comfort Inn & Suites Chestertown
Comfort Inn & Suites ChestertownChestertown
Deanna
2.814.000 ₫
3.123.541 ₫ total
includes taxes & fees
31 Aug - 1 Sept
3. Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites ChestertownChestertown
Anasmel
1.653.750 ₫
1.835.662 ₫ total
includes taxes & fees
13 Aug - 14 Aug
4. Driftwood Inn
Driftwood InnChestertown
Daryl
1.666.875 ₫
1.850.363 ₫ total
includes taxes & fees
9 Aug - 10 Aug
5. SpringHill Suites Baltimore White Marsh/Middle River
SpringHill Suites Baltimore White Marsh/Middle RiverMiddle River
KaTerra
2.811.375 ₫
3.247.139 ₫ total
includes taxes & fees
13 Aug - 14 Aug
6. Haven Point Inn and Gallery
Haven Point Inn and GalleryRock Hall
John
3.295.687 ₫
3.658.212 ₫ total
includes taxes & fees
11 Aug - 12 Aug
7. Fairfield Inn & Suites by Marriott White Marsh
Fairfield Inn & Suites by Marriott White MarshNottingham
Jenifer
3.213.000 ₫
3.711.015 ₫ total
includes taxes & fees
16 Aug - 17 Aug
8. Inn at Huntingfield Creek
Inn at Huntingfield CreekRock Hall
Myrna
4.736.288 ₫
5.257.351 ₫ total
includes taxes & fees
24 Aug - 25 Aug
9. La Quinta Inn & Suites by Wyndham Aberdeen-APG
La Quinta Inn & Suites by Wyndham Aberdeen-APGAberdeen
Harry
2.320.500 ₫
2.598.962 ₫ total
includes taxes & fees
17 Aug - 18 Aug
10. Hampton Inn & Suites Edgewood/Aberdeen-South
Hampton Inn & Suites Edgewood/Aberdeen-SouthEdgewood
walter
2.217.075 ₫
2.483.123 ₫ total
includes taxes & fees
1 Sept - 2 Sept
11. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
Jackie
3.123.750 ₫
3.467.363 ₫ total
includes taxes & fees
7 Sept - 8 Sept
12. Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MDBel Air
LAURENCE
2.338.875 ₫
2.619.539 ₫ total
includes taxes & fees
6 Sept - 7 Sept
13. Fairfield Inn & Suites by Marriott Middletown
Fairfield Inn & Suites by Marriott MiddletownMiddletown
James
3.123.750 ₫
3.467.363 ₫ total
includes taxes & fees
9 Aug - 10 Aug
14. Hilton Garden Inn Bel Air
Hilton Garden Inn Bel AirBel Air
Calandra
2.991.975 ₫
3.351.011 ₫ total
includes taxes & fees
23 Aug - 24 Aug
15. Hampton Inn & Suites Baltimore/Aberdeen
Hampton Inn & Suites Baltimore/AberdeenAberdeen
Anthony
2.475.375 ₫
2.772.419 ₫ total
includes taxes & fees
16 Aug - 17 Aug
16. Quality Inn & Suites Bel Air I-95 Exit 77A
Quality Inn & Suites Bel Air I-95 Exit 77AEdgewood
Kyle
1.561.613 ₫
1.749.007 ₫ total
includes taxes & fees
6 Sept - 7 Sept
17. Hilton Garden Inn Baltimore/White Marsh
Hilton Garden Inn Baltimore/White MarshNottingham
Noel
2.776.725 ₫
3.207.118 ₫ total
includes taxes & fees
16 Aug - 17 Aug
18. Super 8 by Wyndham Aberdeen MD
Super 8 by Wyndham Aberdeen MDAberdeen
Piyush
1.472.888 ₫
1.649.636 ₫ total
includes taxes & fees
13 Aug - 14 Aug
19. Vandiver Inn
Vandiver InnHavre De Grace
Shannon
4.214.437 ₫
4.720.169 ₫ total
includes taxes & fees
11 Aug - 12 Aug
20. Best Western Plus Hotel & Conference Center
Best Western Plus Hotel & Conference CenterMedford
Annie
2.918.373 ₫
3.429.093 ₫ total
includes taxes & fees
6 Sept - 7 Sept
Stay near popular Chestertown attractions
Washington College
8.6/10 (87 reviews)
Founded in 1782, Washington College is the first college chartered in the sovereign United States. Explore its picturesque campus with historic architecture and Chester River waterfront views.
Chestertown Historic District
This preserved colonial port town showcases America's maritime heritage through 18th-century architecture. Stroll brick pavements along the Chester River or visit during the annual Tea Party Festival reenactments.
Garfield Center for the Arts at the Prince Theater
6.8/10 (5 reviews)
This historic 1928 theatre offers an intimate setting for plays, music, and lectures in city centre Chestertown. Catch a performance during the Jazz Festival or Short Attention Span Theatre for a memorable evening.
River Arts Chestertown
7.4/10 (6 reviews)
Chestertown RiverArts celebrates creativity with monthly themed exhibits and workshops. Explore rotating galleries, meet local artists, and time your visit for the spring "Paint the Town" event or October's Studio Tour.
Historical Society of Kent County Maryland
7.4/10 (6 reviews)
Step inside the Geddes-Piper House, home to Kent County's historical treasures and curated exhibits. Explore Maryland's rich past through intimate galleries and knowledgeable guides who bring local stories to life.
Kings Town Park
Kings Town Park offers serene pathways winding through lush greenery in Chestertown, Maryland. Enjoy morning strolls or invigorating runs along the scenic trails away from urban bustle.
Wilmer Park
8.2/10 (13 reviews)
Nestled along the Chester River, Wilmer Park offers serene waterfront views and a modern playground for families. Bring a picnic to enjoy in the green spaces or time your visit for one of the community concerts.
Crumpton Auction
8.8/10 (3 reviews)
Dixon's Auction at Crumpton showcases thousands of antiques, collectibles, and furniture in weekly discovery auctions. Arrive early to preview treasures and secure a bidder number before the fast-paced action begins.
Learn more about Chestertown
Colonial charm meets Chesapeake Bay beauty in this historic waterfront town where 18th-century buildings house art galleries and boutiques. Rent kayaks to explore the Chester River or time your visit for the Downrigging Weekend Festival when tall ships transform the harbour.
See all hotels in Chestertown
Top Chestertown Hotel Reviews
Best Western Kent Narrows Inn
10/10 Excellent
"Clean rooms / great staff / great breakfast / beautiful hotel"
Quality Inn & Suites Bel Air I-95 Exit 77A
10/10 Excellent
"I had no issues except for the first day but my room was moved and I had no issues after that"
Holiday Inn Express Annapolis East-Kent Island by IHG
8/10 Good
"even tho pet friendly we had to move our room due to dogs no problem changing rooms"
Red Roof Inn & Suites Chestertown
10/10 Excellent
"The room was clean nice staff"
Hilton Garden Inn Baltimore/White Marsh
8/10 Good
"Room was good and parking was great"
Hampton Inn & Suites Edgewood/Aberdeen-South
10/10 Excellent
"Front desk staff was great."
Comfort Inn & Suites Chestertown
8/10 Good
"Hotel was fine. Area was a little sketchy."
Hyatt Place Kent Narrows & Marina
10/10 Excellent
"Perfect stay in Kent Narrows!!"
More cheap stays in Chestertown
Quality Inn & Suites Bel Air I-95 Exit 77A
2112a Emmorton Park Road Edgewood MD
1.561.613 ₫
1.749.007 ₫ total
6 Sept - 7 Sept
includes taxes & fees
7.4/10 Good! (1,187 reviews)
Hampton Inn & Suites Edgewood/Aberdeen-South
2110 Emmorton Park Rd Edgewood MD
2.217.075 ₫
2.483.123 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9.4/10 Exceptional! (1,009 reviews)
WoodSpring Suites Baltimore White Marsh - Nottingham
4985 Mercantile Road Baltimore MD
2.219.438 ₫
2.563.450 ₫ total
16 Aug - 17 Aug
includes taxes & fees
SpringHill Suites Baltimore White Marsh/Middle River
6110 Greenleigh Avenue Middle River MD
2.811.375 ₫
3.247.139 ₫ total
13 Aug - 14 Aug
includes taxes & fees
Holiday Inn Express White Marsh by IHG
10542 Philadelphia Road Perry Hall MD
2.861.250 ₫
3.304.744 ₫ total
6 Sept - 7 Sept
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
Best Western Plus Hotel & Conference Center
5625 O'Donnell Street Baltimore MD
2.918.373 ₫
3.429.093 ₫ total
6 Sept - 7 Sept
includes taxes & fees
8/10 Very good! (1,001 reviews)
Hotels in Chestertown with star rating
5 Star Hotels
1 properties
4 Star Hotels
4 properties
3 Star Hotels
84 properties
2 Star Hotels
111 properties
