Title: 2 Stars Hotels in Chestertown, Maryland from CA $78 - Find Cheap Chestertown Hotels With 2 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

# 2 Stars Hotels in Chestertown, Maryland from CA $78

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## Check availability on Chestertown 2 Star Hotels

Tonight

[Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=7215&startDate=2025-12-28&endDate=2025-12-29&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=7215&startDate=2025-12-29&endDate=2025-12-30&adults=2&star=20&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=20&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=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chestertown 2-star hotels

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/314defe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/19c3b260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite (2 Queen Beds with Sofa bed)](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/65534781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/58057ff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Hotel & Conference Center

[](https://www.expedia.ca/Baltimore-Hotels-Best-Western-Plus-Hotel-Conference-Center.h10260.Hotel-Information)

Medford

7.8/10

Good

(1001)

"Clean room, great location, very friendly and helpful staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Beverly

CA $122

CA $143 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Baltimore-Hotels-Best-Western-Plus-Hotel-Conference-Center.h10260.Hotel-Information)

![Desk, free WiFi, bed sheets, alarm clocks](https://images.trvl-media.com/lodging/5000000/4870000/4862300/4862298/dd08388b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/5000000/4870000/4862300/4862298/22f9fe46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/5000000/4870000/4862300/4862298/0c88ebfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4870000/4862300/4862298/63592edd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn & Suites Bel Air I-95 Exit 77A

[](https://www.expedia.ca/Edgewood-Hotels-Quality-Inn-Suites-Bel-Air-I-95-Exit-77A.h4862298.Hotel-Information)

Edgewood

7.4/10

Good

(1010)

"Room was very nice. Staff is always very nice."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Peggy

CA $81

CA $91 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Edgewood-Hotels-Quality-Inn-Suites-Bel-Air-I-95-Exit-77A.h4862298.Hotel-Information)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1890000/1888500/1888500/8434bf12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/2000000/1890000/1888500/1888500/7c3be532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1890000/1888500/1888500/0dd46a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1890000/1888500/1888500/5d79a398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott White Marsh

[](https://www.expedia.ca/Baltimore-Hotels-Fairfield-Inn-Suites-By-Marriott-White-Marsh.h1888500.Hotel-Information)

Nottingham

8.6/10

Excellent

(1006)

"Great place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

brian

CA $135

CA $156 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Baltimore-Hotels-Fairfield-Inn-Suites-By-Marriott-White-Marsh.h1888500.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/20100/20063/b1bb9d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee service](https://images.trvl-media.com/lodging/1000000/30000/20100/20063/43f330d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/30000/20100/20063/1c55f3cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/20100/20063/c1cd1534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Americas Best Value Inn Edgewood

[](https://www.expedia.ca/Edgewood-Hotels-Hilltop-Motel.h20063.Hotel-Information)

Edgewood

5.6/10

(1005)

"I love staying here. The prices are always reasonable, the staff are always so nice & helpful. The area is kept clean there's stores close to this hotel all around so convient! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christeena

CA $70

CA $78 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Edgewood-Hotels-Hilltop-Motel.h20063.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/5000000/4620000/4617900/4617887/264f48e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/5000000/4620000/4617900/4617887/05b80e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Two queen studio suite](https://images.trvl-media.com/lodging/5000000/4620000/4617900/4617887/4152f194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/5000000/4620000/4617900/4617887/19cae57c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Edgewood/Aberdeen-South

[](https://www.expedia.ca/Edgewood-Hotels-Hampton-Inn-Suites-EdgewoodAberdeen-South.h4617887.Hotel-Information)

Edgewood

9.2/10

Wonderful

(1004)

"Room was great staff friendly"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melissa

CA $114

CA $128 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Edgewood-Hotels-Hampton-Inn-Suites-EdgewoodAberdeen-South.h4617887.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1400000/1395600/1395595/0fca1b7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1400000/1395600/1395595/9c87ac97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1400000/1395600/1395595/4e480368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1400000/1395600/1395595/9f4cdea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Aberdeen near APG

[](https://www.expedia.ca/Aberdeen-Hotels-Comfort-Inn-Suites-Aberdeen-Near-APG.h1395595.Hotel-Information)

Aberdeen

7.8/10

Good

(818)

"I love this property very quiet and it's convenient to the shopping center and if you want other food it's connected to an IHOP you don't have to go out in the elements "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shelia

CA $107

CA $119 total

includes taxes & fees

Jan 18 - Jan 19, 2026

[](https://www.expedia.ca/Aberdeen-Hotels-Comfort-Inn-Suites-Aberdeen-Near-APG.h1395595.Hotel-Information)

![Free continental breakfast](https://images.trvl-media.com/lodging/72000000/71540000/71532200/71532135/7b9d83b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71540000/71532200/71532135/ffece2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71540000/71532200/71532135/b93b2e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71540000/71532200/71532135/cfe3570f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express White Marsh by IHG

[](https://www.expedia.ca/Baltimore-Hotels-Holiday-Inn-Express-White-Marsh.h71532135.Hotel-Information)

Nottingham

9.6/10

Exceptional

(1003)

"We always stay here when we travel to Baltimore. Rooms are always spotless and front desk staff accommodates late check out to make it convenient for their guests and their travel plans. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melisa

CA $134

CA $155 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Baltimore-Hotels-Holiday-Inn-Express-White-Marsh.h71532135.Hotel-Information)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/24000000/23690000/23686900/23686806/ac399738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/24000000/23690000/23686900/23686806/aeda68aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/24000000/23690000/23686900/23686806/59760786.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23690000/23686900/23686806/418b3837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SpringHill Suites Baltimore White Marsh/Middle River

[](https://www.expedia.ca/Baltimore-Hotels-SpringHill-Suites-Baltimore-White-MarshMiddle-River.h23686806.Hotel-Information)

Middle River

9.0/10

Wonderful

(776)

"The room was clean and the staff were professional and pleasant."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eshe

CA $146

CA $169 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Baltimore-Hotels-SpringHill-Suites-Baltimore-White-MarshMiddle-River.h23686806.Hotel-Information)

![Gift shop](https://images.trvl-media.com/lodging/1000000/10000/2800/2759/526c2bf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2800/2759/5f964900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/1000000/10000/2800/2759/7a74c0dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/1000000/10000/2800/2759/01d6367e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Baltimore/Glen Burnie

[](https://www.expedia.ca/Baltimore-Hotels-Hampton-Inn-BaltimoreGlen-Burnie.h2759.Hotel-Information)

Glen Burnie

8.2/10

Very good

(1004)

"Staff and room excellent"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph

CA $122

CA $139 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Baltimore-Hotels-Hampton-Inn-BaltimoreGlen-Burnie.h2759.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/60000/56500/56432/w1822h1320x8y2-6d9bb9d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/60000/56500/56432/38c80911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/56500/56432/87321239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 Queen Bed, Accessible, Non Smoking (Mobility, Roll-In Shower)](https://images.trvl-media.com/lodging/1000000/60000/56500/56432/7b28496f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area

[](https://www.expedia.ca/Edgewood-Hotels-Wingate-By-Wyndham-Bel-Air-I-95-Exit-77A.h56432.Hotel-Information)

Edgewood

7.2/10

Good

(1000)

"The room was very comfortable and clean not very large though, perfect for my one night stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Russell K

CA $80

CA $90 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Edgewood-Hotels-Wingate-By-Wyndham-Bel-Air-I-95-Exit-77A.h56432.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1157600/1157600/711b46cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/2000000/1160000/1157600/1157600/02cb6f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1157600/1157600/f5577f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio, 2 Double Beds, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/2000000/1160000/1157600/1157600/c3a5ca1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Extended Stay America Suites Baltimore Glen Burnie

[](https://www.expedia.ca/Baltimore-Hotels-Extended-Stay-America-Suites-Baltimore-Glen-Burnie.h1157600.Hotel-Information)

Glen Burnie

6.4/10

(792)

"Happy with the room, and the service"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Richard

[](https://www.expedia.ca/Baltimore-Hotels-Extended-Stay-America-Suites-Baltimore-Glen-Burnie.h1157600.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/52c8cc19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/53ee3fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/fe97576e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/a0c80d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Middletown

[](https://www.expedia.ca/Middletown-Hotels-Fairfield-Inn-Suites-By-Marriott-Middletown.h81261283.Hotel-Information)

Middletown

9.2/10

Wonderful

(325)

"Clean room, great staff, recommended. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tom

CA $148

CA $164 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Middletown-Hotels-Fairfield-Inn-Suites-By-Marriott-Middletown.h81261283.Hotel-Information)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/3968d160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/c77ff2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/cc651796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/068178f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Kent Narrows Inn

[](https://www.expedia.ca/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information)

Grasonville

8.0/10

Very good

(1002)

"Nice place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tucker T

CA $114

CA $127 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57100/57004/932b25b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One queen bed suite non smoking](https://images.trvl-media.com/lodging/1000000/60000/57100/57004/d9f316c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/60000/57100/57004/b83d6711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/60000/57100/57004/e0847094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Baltimore/White Marsh

[](https://www.expedia.ca/Baltimore-Hotels-Hampton-Inn-BaltimoreWhite-Marsh.h57004.Hotel-Information)

Nottingham

7.6/10

Good

(1002)

"Room was big and spacious. Bed was nice. Staff was kind and welcoming. Breakfast was well stocked and tasty. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rebecca

CA $130

CA $150 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Baltimore-Hotels-Hampton-Inn-BaltimoreWhite-Marsh.h57004.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/a1387f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/da06d995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/9a7a154a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/b0d84a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Inn & Suites Chestertown

[](https://www.expedia.ca/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information)

Chestertown

8.6/10

Excellent

(861)

"Everything was well!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ahmed

CA $138

CA $153 total

includes taxes & fees

Jan 25 - Jan 26, 2026

[](https://www.expedia.ca/Chestertown-Hotels-Comfort-Inn-Suites.h1700736.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/16000000/15890000/15885600/15885512/017640bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Queen Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/16000000/15890000/15885600/15885512/1b18bc27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/16000000/15890000/15885600/15885512/e4085255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laundry room](https://images.trvl-media.com/lodging/16000000/15890000/15885600/15885512/e0084fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### WoodSpring Suites Baltimore White Marsh - Nottingham

[](https://www.expedia.ca/Baltimore-Hotels-WoodSpring-Suites-Baltimore-White-Marsh-Nottingham.h15885512.Hotel-Information)

Nottingham

5.8/10

(1002)

"Clean hotel friendly staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sheri

CA $105

CA $122 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Baltimore-Hotels-WoodSpring-Suites-Baltimore-White-Marsh-Nottingham.h15885512.Hotel-Information)

![Vending machine](https://images.trvl-media.com/lodging/1000000/10000/3600/3501/67ba1637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/10000/3600/3501/8ce80f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3600/3501/40aac8ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, free cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/1000000/10000/3600/3501/5025c1b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Roof Inn Edgewood

[](https://www.expedia.ca/Edgewood-Hotels-Red-Roof-Inn-Edgewood.h3501.Hotel-Information)

Edgewood

7.2/10

Good

(848)

"Room was runned down,staff was excellent,amenities ok,"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alane

CA $91

CA $102 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Edgewood-Hotels-Red-Roof-Inn-Edgewood.h3501.Hotel-Information)

![Suite, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/17533737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/799945fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/25360cf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/8b9992bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Roof Inn & Suites Chestertown

[](https://www.expedia.ca/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information)

Chestertown

7.2/10

Good

(423)

"Professional staff, warm greetings clean room "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dr. Nicholas and Mrs. Karen

CA $98

CA $109 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information)

![Suite, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/ead5e21d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/b2a10ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/76d50f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/48d9bd9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Grasonville near Kent Island

[](https://www.expedia.ca/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information)

Grasonville

7.8/10

Good

(863)

"room was nice breakfast was good and the staff was very friendly and helpful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Esai

CA $115

CA $128 total

includes taxes & fees

Jan 19 - Jan 20, 2026

[](https://www.expedia.ca/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23500/23490/7b6759f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/23500/23490/2991ec9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/23500/23490/7c652bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23500/23490/27a359d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Americas Best Value Inn Baltimore

[](https://www.expedia.ca/Baltimore-Hotels-Americas-Best-Value-Inn-Baltimore.h23490.Hotel-Information)

Pulaski Industrial Area

6.8/10

(1000)

"Service was great..staff very friendly..room was clean....surprisingly I slept well which I normally don't do in any hotel..i was relaxed there"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

theresa

CA $105

CA $123 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Baltimore-Hotels-Americas-Best-Value-Inn-Baltimore.h23490.Hotel-Information)

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## Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Chestertown.

![La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh](https://images.trvl-media.com/lodging/1000000/10000/3900/3897/8051c714_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

4 Philadelphia Ct Rosedale MD

CA $89

CA $102 total

Jan 4 - Jan 5, 2026

includes taxes & fees

7/10 Good! (1,102 reviews)

[](https://expedia.ca/Baltimore-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Baltimore-N-White-Marsh.h3897.Hotel-Information)

![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Historic Inns of Annapolis

58 State Circle Annapolis MD

[Get rates](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true&regionId=7215)

8.8/10 Excellent! (1,907 reviews)

[](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

![Hilton Garden Inn Baltimore/White Marsh](https://images.trvl-media.com/lodging/1000000/440000/433700/433663/09307c3d_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hilton Garden Inn Baltimore/White Marsh

5015 Campbell Boulevard Baltimore MD

CA $144

CA $166 total

Jan 2 - Jan 3, 2026

includes taxes & fees

7.8/10 Good! (1,006 reviews)

[](https://expedia.ca/Baltimore-Hotels-Hilton-Garden-Inn-BaltimoreWhite-Marsh.h433663.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&regionId=7215&star=20)

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&regionId=7215&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&regionId=7215&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&regionId=7215&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&regionId=7215&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F12%2F2025&endDate=30%2F12%2F2025&regionId=7215&star=20&star=20&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&regionId=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

![Americas Best Value Inn Edgewood](https://images.trvl-media.com/lodging/1000000/30000/20100/20063/b1bb9d9d_y.jpg)

### Americas Best Value Inn Edgewood

10/10 Excellent

"Quiet and clean "

[](https://expedia.ca/Edgewood-Hotels-Hilltop-Motel.h20063.Hotel-Information)

![Red Roof Inn & Suites Chestertown](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/17533737_y.jpg)

### Red Roof Inn & Suites Chestertown

10/10 Excellent

"room was clean but the shower curtain was in tatters. multiple rings torn off"

[](https://expedia.ca/Chestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information)

## Find out more about Chestertown

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Chestertown, Chestertown you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in Chestertown are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Chestertown.

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