Find hotels in Chestertown, MD from 1.579.235 ₫
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23 Aug - 24 AugTomorrow
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28 Aug - 30 AugIn two weeks
4 Sep - 6 SepOur top choices for Chestertown hotels
1. The Lodge at Great Oak Landing
The Lodge at Great Oak LandingChestertown
Lynda
2.820.528 ₫
3.224.711 ₫ total
includes taxes & fees
27 Aug - 28 Aug
2. Comfort Inn & Suites Chestertown
Comfort Inn & Suites ChestertownChestertown
Deanna
2.731.734 ₫
3.032.224 ₫ total
includes taxes & fees
13 Sept - 14 Sept
3. Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites ChestertownChestertown
Linda
1.645.308 ₫
1.826.291 ₫ total
includes taxes & fees
30 Aug - 31 Aug
4. Driftwood Inn
Driftwood InnChestertown
Daryl
1.658.366 ₫
1.840.917 ₫ total
includes taxes & fees
24 Aug - 25 Aug
5. SpringHill Suites Baltimore White Marsh/Middle River
SpringHill Suites Baltimore White Marsh/Middle RiverMiddle River
Jennifer
2.797.024 ₫
3.230.562 ₫ total
includes taxes & fees
30 Aug - 31 Aug
6. Hampton Inn & Suites Edgewood/Aberdeen-South
Hampton Inn & Suites Edgewood/Aberdeen-SouthEdgewood
walter
2.184.342 ₫
2.446.464 ₫ total
includes taxes & fees
30 Aug - 31 Aug
7. Holiday Inn Express White Marsh by IHG
Holiday Inn Express White Marsh by IHGNottingham
Katie
2.951.108 ₫
3.408.660 ₫ total
includes taxes & fees
30 Aug - 31 Aug
8. Haven Point Inn and Gallery
Haven Point Inn and GalleryRock Hall
John
3.278.864 ₫
3.639.539 ₫ total
includes taxes & fees
26 Aug - 27 Aug
9. Inn at Huntingfield Creek
Inn at Huntingfield CreekRock Hall
Myrna
4.712.110 ₫
5.230.513 ₫ total
includes taxes & fees
24 Aug - 25 Aug
10. La Quinta Inn & Suites by Wyndham Aberdeen-APG
La Quinta Inn & Suites by Wyndham Aberdeen-APGAberdeen
Niall
2.308.654 ₫
2.585.692 ₫ total
includes taxes & fees
30 Aug - 31 Aug
11. Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MDBel Air
Albert
2.326.936 ₫
2.606.168 ₫ total
includes taxes & fees
6 Sept - 7 Sept
12. Hilton Garden Inn Bel Air
Hilton Garden Inn Bel AirBel Air
michelle
2.976.702 ₫
3.333.906 ₫ total
includes taxes & fees
30 Aug - 31 Aug
13. Quality Inn & Suites Bel Air I-95 Exit 77A
Quality Inn & Suites Bel Air I-95 Exit 77AEdgewood
Nina
1.553.641 ₫
1.740.079 ₫ total
includes taxes & fees
3 Sept - 4 Sept
14. Holiday Inn Belcamp - Aberdeen Area by IHG
Holiday Inn Belcamp - Aberdeen Area by IHGBelcamp
Samuel
2.481.020 ₫
2.778.742 ₫ total
includes taxes & fees
20 Sept - 21 Sept
15. Fairfield Inn & Suites by Marriott White Marsh
Fairfield Inn & Suites by Marriott White MarshNottingham
Uma
2.863.619 ₫
3.307.480 ₫ total
includes taxes & fees
6 Sept - 7 Sept
16. Extended Stay America Suites Baltimore Glen Burnie
Extended Stay America Suites Baltimore Glen BurnieGlen Burnie
Kiema
2.232.657 ₫
2.545.230 ₫ total
includes taxes & fees
3 Sept - 4 Sept
17. Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHGEdgewood
Chelsea
2.298.208 ₫
2.573.993 ₫ total
includes taxes & fees
1 Sept - 2 Sept
18. Home2 Suites by Hilton Baltimore/White Marsh
Home2 Suites by Hilton Baltimore/White MarshNottingham
Rashad
2.976.702 ₫
3.438.090 ₫ total
includes taxes & fees
30 Aug - 31 Aug
19. Hilton Garden Inn Baltimore/White Marsh
Hilton Garden Inn Baltimore/White MarshNottingham
Noel
2.762.550 ₫
3.190.745 ₫ total
includes taxes & fees
30 Aug - 31 Aug
20. Hampton Inn & Suites Baltimore/Aberdeen
Hampton Inn & Suites Baltimore/AberdeenAberdeen
Anthony
2.462.739 ₫
2.758.267 ₫ total
includes taxes & fees
30 Aug - 31 Aug
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.
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.
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.
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
Historic Inns of Annapolis
10/10 Excellent
"We had a great stay. It is a great little hotel and close to all Annapolis has to offer. Great people too."
Comfort Inn & Suites Chestertown
8/10 Good
"While this will always be our go to place in Chestertown, MD, unfortunately the elevator broke down on Sunday. I know that was unforeseen and I don’t fault the staff for the problem. Knowing them it will be running ASAP."
Quality Inn & Suites Bel Air I-95 Exit 77A
10/10 Excellent
"Excelente servicio de los empleados. No tiene la piscina disponible y no te enteras hasta que llegas allí. No tiene gimnasio no lo sabes hasta que llegas allí. Deben corregir en post decirlo. La habitación estuvo buena las camas Pero aire no en friaba mucho pero se podia estar habitacion. El desayuno no es bueno debe de a ver mas variedad. Solo es waffle y cereales y caféy yogourt nada mas. El parking tiene suficiente."
Hampton Inn Baltimore/White Marsh
8/10 Good
"The room is clean and all the facilities to make the stay comfortable were in place. No disturbance. Quiet and peaceful."
Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
8/10 Good
"Convenient location. It worked for our needs."
Best Western Plus Hotel & Conference Center
8/10 Good
"Breakfast was excellent, pool was fine, hot tub jets didn’t work and I had to bog the front desk to unlock the pool although it was past time for it to be open. Room was fine. I slipped on the bathroom floor going from the shower tub to the sink, since the bathroom was much bigger than the skimpy floor bath mats and the tiles were slippery."
Hyatt Place Kent Narrows & Marina
10/10 Excellent
"Property was well maintained and clean. Room was spacious and with a nice view. Parking is somewhat limited. Location is also central to area,attractions."
The Lodge at Great Oak Landing
10/10 Excellent
"Great place to stay. Beautiful area."
Red Roof Inn & Suites Chestertown
10/10 Excellent
"Very nice hotel. Have stayed here every year for the Pirates and Wenches Festival in Rock Hall."
More cheap stays in Chestertown
Quality Inn & Suites Bel Air I-95 Exit 77A
2112a Emmorton Park Road Edgewood MD
1.553.641 ₫
1.740.079 ₫ total
3 Sept - 4 Sept
includes taxes & fees
7.4/10 Good! (1,204 reviews)
Hampton Inn & Suites Edgewood/Aberdeen-South
2110 Emmorton Park Rd Edgewood MD
2.184.342 ₫
2.446.464 ₫ total
30 Aug - 31 Aug
includes taxes & fees
WoodSpring Suites Baltimore White Marsh - Nottingham
4985 Mercantile Road Baltimore MD
2.324.324 ₫
2.684.595 ₫ total
24 Aug - 25 Aug
includes taxes & fees
5.6/10 (1,005 reviews)
SpringHill Suites Baltimore White Marsh/Middle River
6110 Greenleigh Avenue Middle River MD
2.797.024 ₫
3.230.562 ₫ total
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (908 reviews)
Best Western Plus Hotel & Conference Center
5625 O'Donnell Street Baltimore MD
2.788.928 ₫
3.276.991 ₫ total
7 Sept - 8 Sept
includes taxes & fees
8/10 Very good! (1,002 reviews)
Holiday Inn Express White Marsh by IHG
10542 Philadelphia Road Perry Hall MD
2.951.108 ₫
3.408.660 ₫ total
30 Aug - 31 Aug
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
Hotels in Chestertown with star rating
5 Star Hotels
1 properties
4 Star Hotels
4 properties
3 Star Hotels
89 properties
2 Star Hotels
113 properties
