Title: 3 Stars Hotels in Chestertown, Maryland from CA $102 - Find Cheap Chestertown Hotels With 3 Stars | Expedia.ca [Chestertown Travel Guide](https://expedia.ca/Chestertown.dx7215)[Hotels in Chestertown](https://expedia.ca/Chestertown-Hotels.d7215.Travel-Guide-Hotels)[Vacation Rentals in Chestertown](https://expedia.ca/Chestertown-Vacation-Rentals.d7215.Travel-Guide-VacationRentals)[Flights to Chestertown](https://expedia.ca/Cheap-Flights-To-Chestertown.d7215.Travel-Guide-Flights)[Chestertown Car Rentals](https://expedia.ca/Car-Rentals-In-Chestertown.d7215.Car-Rental-Guide)[Chestertown Vacation Packages](https://expedia.ca/Chestertown.d7215.Destination-Travel-Guides) ![Eastern Shore Maryland, USA is between the Chesapeake bay and Delaware Bay. There are so many farms and fresh produce in this area just 20 minutes from the surrounding water ways. There are also small venues to eat and all have great crabs and crab bisque.](https://images.trvl-media.com/place/7215/6507b0e9-7981-44e0-9a0d-e95b6eb38908.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Patricia Knorr # 3 Stars Hotels in Chestertown, Maryland from CA $102 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chestertown 3 Star Hotels Tonight [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7215&startDate=2025-12-27&endDate=2025-12-28&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=7215&startDate=2025-12-28&endDate=2025-12-29&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7215&startDate=2026-01-02&endDate=2026-01-04&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=7215&startDate=2026-01-09&endDate=2026-01-11&adults=2&star=30&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chestertown 3-star hotels ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/3900/3897/8051c714.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3900/3897/dfe0704f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/3900/3897/bb9281c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3900/3897/5b523daa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh [](https://www.expedia.ca/Baltimore-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Baltimore-N-White-Marsh.h3897.Hotel-Information) Rossville 7.0/10 Good (1104) "Staff was great and so was breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terri CA $89 CA $102 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Baltimore-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Baltimore-N-White-Marsh.h3897.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/5c9aedf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/be7252cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/c1b842f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Inns of Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) Historic District 9.0/10 Wonderful (1897) " Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lewis [](https://www.expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/440000/433700/433663/09307c3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/440000/433700/433663/b77a7385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/440000/433700/433663/6e9faa08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast for a fee](https://images.trvl-media.com/lodging/1000000/440000/433700/433663/6428fe21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Baltimore/White Marsh [](https://www.expedia.ca/Baltimore-Hotels-Hilton-Garden-Inn-BaltimoreWhite-Marsh.h433663.Hotel-Information) Nottingham 7.8/10 Good (1005) "Very nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tina CA $144 CA $166 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Baltimore-Hotels-Hilton-Garden-Inn-BaltimoreWhite-Marsh.h433663.Hotel-Information) ![Studio Suite, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916020/f387b1aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916020/076885b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916020/5673e9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916020/326b1394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A [](https://www.expedia.ca/Edgewood-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Bel-AirI-95-Exit-77A.h1916020.Hotel-Information) Edgewood 8.2/10 Very good (1006) "Quiet location, clean and convenient. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Louis J CA $94 CA $106 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Edgewood-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Bel-AirI-95-Exit-77A.h1916020.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2410000/2410000/2410000/7de3cb16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/3000000/2410000/2410000/2410000/12e4e2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2410000/2410000/2410000/114f1de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2410000/2410000/2410000/0c8b9f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Baltimore North, MD [](https://www.expedia.ca/Baltimore-Hotels-Country-Inn-Suites-By-Radisson.h2410000.Hotel-Information) Rossville 7.2/10 Good (1000) "It’s my second time staying here and it simply does not disappoint . Clean , quiet , friendly staff and they are very accommodating . Would recommend . " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie CA $109 CA $126 total includes taxes & fees Jan 25 - Jan 26, 2026 [](https://www.expedia.ca/Baltimore-Hotels-Country-Inn-Suites-By-Radisson.h2410000.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23840000/23830900/23830804/e92cee9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/24000000/23840000/23830900/23830804/c2e0423c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/24000000/23840000/23830900/23830804/07e31512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/24000000/23840000/23830900/23830804/6a2a39d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Baltimore Bayview Campus [](https://www.expedia.ca/Baltimore-Hotels-Hampton-Inn-Baltimore-Bayview-Campus.h23830804.Hotel-Information) Pulaski Industrial Area 8.8/10 Excellent (1002) "Amazing Hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Franklin CA $167 CA $196 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Baltimore-Hotels-Hampton-Inn-Baltimore-Bayview-Campus.h23830804.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/43000000/42120000/42119100/42119031/fba8c798.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42120000/42119100/42119031/c35aa4df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/43000000/42120000/42119100/42119031/bd8b7105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/43000000/42120000/42119100/42119031/44c7f55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Baltimore Downtown/McHenry Row [](https://www.expedia.ca/Holabird-Industrial-Park-Hotels-Courtyard-By-Marriott-Baltimore-DowntownMcHenry-Row.h42119031.Hotel-Information) Locust Point 9.0/10 Wonderful (707) "We were there to catch a cruise ship and the hotel was very near." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn CA $159 CA $187 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Holabird-Industrial-Park-Hotels-Courtyard-By-Marriott-Baltimore-DowntownMcHenry-Row.h42119031.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21100/21017/66aa9e6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/30000/21100/21017/c97041ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/21100/21017/baeb2b5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/21100/21017/72a1d011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Garner Hotel Glen Burnie BWI Airport Area by IHG [](https://www.expedia.ca/Baltimore-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Baltimore-S-Glen-Burnie.h21017.Hotel-Information) Glen Burnie 6.8/10 (1002) "The room was spotless the the staff was very nice " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Breon CA $104 CA $118 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Baltimore-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Baltimore-S-Glen-Burnie.h21017.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40500/40450/6adbaac3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/40500/40450/a5912d87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/40500/40450/a7c447e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/50000/40500/40450/a8370cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Aberdeen-APG [](https://www.expedia.ca/Aberdeen-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Aberdeen-APG.h40450.Hotel-Information) Aberdeen 9.0/10 Wonderful (1002) "Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $122 CA $137 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Aberdeen-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Aberdeen-APG.h40450.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/35e0cb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/9e72db94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/e60ed5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77980000/77974900/77974873/8890e17f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Kent Narrows & Marina [](https://www.expedia.ca/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information) Grasonville 9.6/10 Exceptional (680) "The staff are the absolute best. Our room was perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah CA $159 CA $176 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Grasonville-Hotels-Hyatt-Place-Kent-Narrows-Marina.h77974873.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/920000/915700/915682/00231c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/920000/915700/915682/9f59a81e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/920000/915700/915682/3d0843c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/1000000/920000/915700/915682/75ffb0f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Baltimore White Marsh [](https://www.expedia.ca/Baltimore-Hotels-Residence-Inn-By-Marriott-Baltimore-White-Marsh.h915682.Hotel-Information) Nottingham 8.4/10 Very good (566) "Clean rooms and friendly staff. Would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $150 CA $173 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Baltimore-Hotels-Residence-Inn-By-Marriott-Baltimore-White-Marsh.h915682.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/891500/891451/1c3a6583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/900000/891500/891451/e8c3ab14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/891500/891451/96c882ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/900000/891500/891451/feb5f933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD [](https://www.expedia.ca/Bel-Air-Hotels-Country-Inn-Suites-By-Radisson.h891451.Hotel-Information) Bel Air 8.8/10 Excellent (1001) "We found the overall hotel and surrounding area very nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacquelyn CA $108 CA $121 total includes taxes & fees Jan 17 - Jan 18, 2026 [](https://www.expedia.ca/Bel-Air-Hotels-Country-Inn-Suites-By-Radisson.h891451.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/6000000/6000000/5992000/5991951/e611db61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/6000000/6000000/5992000/5991951/ff19ca12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/6000000/6000000/5992000/5991951/0072ddc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/6000000/6000000/5992000/5991951/5447d770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Baltimore/White Marsh [](https://www.expedia.ca/Baltimore-Hotels-Home2-Suites-By-Hilton-BaltimoreWhite-Marsh.h5991951.Hotel-Information) Nottingham 8.0/10 Very good (1002) "Great helpful staff. Loved the suite. Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $133 CA $154 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Baltimore-Hotels-Home2-Suites-By-Hilton-BaltimoreWhite-Marsh.h5991951.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/66000000/65330000/65328000/65327947/a4c59418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/66000000/65330000/65328000/65327947/71bdd057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/66000000/65330000/65328000/65327947/96859422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/66000000/65330000/65328000/65327947/1f3f9838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Bel Air [](https://www.expedia.ca/Bel-Air-Hotels-Hilton-Garden-Inn-Bel-Air.h65327947.Hotel-Information) Bel Air 9.2/10 Wonderful (234) "Wonderful staff! So nice, clean and comfortable. Will definitely stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $133 CA $149 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Bel-Air-Hotels-Hilton-Garden-Inn-Bel-Air.h65327947.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/890000/890000/889993/38664fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/890000/889993/69872362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/890000/890000/889993/d1715c4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (USD 19.90 per person)](https://images.trvl-media.com/lodging/1000000/890000/890000/889993/b358be96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Henderson's Wharf, an Ascend Collection Hotel [](https://www.expedia.ca/Baltimore-Hotels-The-Inn-At-Hendersons-Wharf.h889993.Hotel-Information) Fells Point 9.2/10 Wonderful (758) "Lovely hotel, staff are so welcoming & professional … would definitely stay at this place again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fiona CA $208 CA $272 total includes taxes & fees Jan 23 - Jan 24, 2026 [](https://www.expedia.ca/Baltimore-Hotels-The-Inn-At-Hendersons-Wharf.h889993.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/367a733a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/66a1e121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/d03cf3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1230000/1222200/1222176/6468097d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Kent Island Marina [](https://www.expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information) Grasonville 9.0/10 Wonderful (1001) "Clean and friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa CA $156 CA $173 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Grasonville-Hotels-Hilton-Garden-Inn-Kent-Island.h1222176.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/898500/898446/86a9f017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/900000/898500/898446/840fad18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Accessible (Additional Living Area)](https://images.trvl-media.com/lodging/1000000/900000/898500/898446/47917a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/900000/898500/898446/e7c2a28a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Belcamp - Aberdeen Area by IHG [](https://www.expedia.ca/Belcamp-Hotels-Holiday-Inn-Belcamp-Aberdeen-Area.h898446.Hotel-Information) Belcamp 8.4/10 Very good (741) "the room was spotless and the breakfast was very nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carl CA $97 CA $109 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Belcamp-Hotels-Holiday-Inn-Belcamp-Aberdeen-Area.h898446.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774553/996623d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774553/418e7e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774553/f0204afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774553/968713a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Bel Air [](https://www.expedia.ca/Bel-Air-Hotels-Homewood-Suites-By-Hilton-Bel-Air.h2774553.Hotel-Information) Bel Air 8.8/10 Excellent (441) "We had a great stay here! The room was clean and the beds were very comfortable, even the pull out sofa. The breakfast buffet had a good number of options. All of the staff we encountered were so friendly and helpful. My kids enjoyed the pool, and the hot tub was the cleanest - I even went in! We would stay here again the next time we are in the area! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly CA $128 CA $143 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Bel-Air-Hotels-Homewood-Suites-By-Hilton-Bel-Air.h2774553.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6710000/6708100/6708043/48ed0abe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6710000/6708100/6708043/ae4c61bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/7000000/6710000/6708100/6708043/7074520f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![50-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/7000000/6710000/6708100/6708043/18db37ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Baltimore / Aberdeen, MD [](https://www.expedia.ca/Aberdeen-Hotels-Home2-Suites-By-Hilton-BaltimoreAberdeen.h6708043.Hotel-Information) Aberdeen 8.8/10 Excellent (339) "Clean room, friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie CA $98 CA $109 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Aberdeen-Hotels-Home2-Suites-By-Hilton-BaltimoreAberdeen.h6708043.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/700000/696300/696211/95ae72cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/700000/696300/696211/d1bf2404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/700000/696300/696211/aa69ca75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/700000/696300/696211/73223236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Edgewood/Aberdeen [](https://www.expedia.ca/Bel-Air-Hotels-SpringHill-Suites-By-Marriott-EdgewoodAberdeen.h696211.Hotel-Information) Bel Air 8.8/10 Excellent (364) "I usually like staying at SpringHill Suites locations. While this location was absolutely clean, quiet and the staff was great, the facility itself was a bit run down- cracks in the sink, etc. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katharine CA $150 CA $168 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Bel-Air-Hotels-SpringHill-Suites-By-Marriott-EdgewoodAberdeen.h696211.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F3Star-Chestertown-Hotels.s30-0-d7215.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F3Star-Chestertown-Hotels.s30-0-d7215.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Chestertown. ![Annapolis Waterfront Hotel, Autograph Collection](https://images.trvl-media.com/lodging/1000000/10000/5100/5075/2011e31d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Annapolis Waterfront Hotel, Autograph Collection 80 Compromise St Annapolis MD CA $301 CA $343 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.8/10 Excellent! (886 reviews) [](https://expedia.ca/Annapolis-Hotels-Annapolis-Waterfront-Hotel.h5075.Hotel-Information) ![The Inn at Chesapeake Bay Beach Club](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/986ce82e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Inn at Chesapeake Bay Beach Club 180 Pier One Road Stevensville MD CA $226 CA $285 total Jan 4 - Jan 5, 2026 includes taxes & fees 9.4/10 Exceptional! (432 reviews) [](https://expedia.ca/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information) Still don't see what you're looking for? [See all properties in Chestertown.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025®ionId=7215&star=30) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025®ionId=7215&star=30&star=30&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025®ionId=7215&star=30&star=30&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025®ionId=7215&star=30&star=30&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025®ionId=7215&star=30&star=30&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025®ionId=7215&star=30&star=30&amenities=WATER_PARK) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## 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](https://www.expedia.ca/Hotel-Search?startDate=2026-01-11&endDate=2026-01-12&adults=2®ionId=7215) ![Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA](https://images.trvl-media.com/place/7215/2810851e-b7cc-4dfb-bf7e-dc0611ab1b49.jpg?impolicy=fcrop&w=900&h=314&p=1&q=high) ## Top Chestertown Hotel Reviews ![La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916020/f387b1aa_y.jpg) ### La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A 10/10 Excellent "Yes great time!!!" [](https://expedia.ca/Edgewood-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Bel-AirI-95-Exit-77A.h1916020.Hotel-Information) ![Hilton Garden Inn Baltimore/White Marsh](https://images.trvl-media.com/lodging/1000000/440000/433700/433663/09307c3d_y.jpg) ### Hilton Garden Inn Baltimore/White Marsh 10/10 Excellent "The chef was amazing" [](https://expedia.ca/Baltimore-Hotels-Hilton-Garden-Inn-BaltimoreWhite-Marsh.h433663.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh](https://images.trvl-media.com/lodging/1000000/10000/3900/3897/8051c714_y.jpg) ### La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh 10/10 Excellent "Muy buenos " [](https://expedia.ca/Baltimore-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Baltimore-N-White-Marsh.h3897.Hotel-Information) ![Courtyard by Marriott Baltimore Downtown/McHenry Row](https://images.trvl-media.com/lodging/43000000/42120000/42119100/42119031/fba8c798_y.jpg) ### Courtyard by Marriott Baltimore Downtown/McHenry Row 10/10 Excellent "The gentleman who checked us in was wonderful & so helpful. There were so many checking in at one time & he got everyone checked in quickly, calmly & pleasantly. He even took the time to address a request that we had messaged the hotel previously. Awesome job!" [](https://expedia.ca/Holabird-Industrial-Park-Hotels-Courtyard-By-Marriott-Baltimore-DowntownMcHenry-Row.h42119031.Hotel-Information) ## Find out more about Chestertown The top 3 Stars hotels in Chestertown, Chestertown may offer some of the best discounts and rates, but these properties are anything but average. Travelers love Chestertown 3 Stars hotels for their top quality services, just-like-home amenities, and wallet-friendly prices. You can even get access to fantastic perks like delectable restaurants, so-cool cocktail bars, and spacious fitness centres. Use the travel tools at Expedia.ca to find a cheap deal on a 3 Stars upscale hotel in Chestertown for a first-class experience, or book an inexpensive rate on one of the cheap 3 Stars hotels in Chestertown neighbourhoods near the city’s best attractions. We’ll even help you find vacation packages to go with your three star hotel in Chestertown. From last-minute work trips to long-awaited family getaways, we offer all the essentials you need to enjoy your jaunt through Chestertown. ## Frequently asked questions ### How much does it cost to stay in a 3-star hotel in Chestertown? > - Search for the lowest price per night right now from CA $285 ### What is the difference between a 4-star and 3-star hotel in Chestertown? ### What is the difference between a 3-star hotel and a motel in Chestertown? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [1 Star Hotels in Holabird Industrial Park ](https://www.expedia.ca/1Star-Holabird-Industrial-Park-Baltimore-Hotels.s10-n553248635976387003-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Graceland Park ](https://www.expedia.ca/3Star-Graceland-Park-Baltimore-Hotels.s30-n553248635976385043-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Pleasant View Gardens ](https://www.expedia.ca/3Star-Pleasant-View-Gardens-Baltimore-Hotels.s30-n553248635976385030-0.Travel-Guide-Filter-Hotels) - 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