Title: 2 Stars Hotels in Chestertown, Maryland from CA $94 - Find Cheap Chestertown Hotels With 2 Stars | Expedia.ca

  

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# 2 Stars Hotels in Chestertown, Maryland from CA $94

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## Check availability on Chestertown 2 Star Hotels

Tonight

[Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=7215&startDate=2025-10-29&endDate=2025-10-30&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=7215&startDate=2025-10-30&endDate=2025-10-31&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7215&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7215&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Chestertown 2 Star Hotels

![Desk, free WiFi, bed sheets, alarm clocks](https://images.trvl-media.com/lodging/5000000/4870000/4862300/4862298/95fafc76.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)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/5000000/4870000/4862300/4862298/29162b24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4870000/4862300/4862298/8f6f9db7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Edgewood

7.4/10

Good

(1008)

"Nice place to stay"

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

Patrick

CA $88

CA $98 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Edgewood-Hotels-Quality-Inn-Suites-Bel-Air-I-95-Exit-77A.h4862298.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/cfe3570f.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)

### Holiday Inn Express White Marsh by IHG

Nottingham

9.6/10

Exceptional

(960)

"Excellent place "

![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg)

Julymar

CA $134

CA $155 total

includes taxes & fees

Nov 24 - Nov 25

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

![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)

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

### Americas Best Value Inn Edgewood

Edgewood

5.6/10

(998)

"Stayed 3 nights. The beds were comfortable, the rooms were clean. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Michelle

CA $84

CA $94 total

includes taxes & fees

Oct 30 - Oct 31

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

![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1890000/1888500/1888500/ad2aa516.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

Nottingham

8.6/10

Excellent

(1000)

"Great place to stay"

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

Teresa

CA $132

CA $152 total

includes taxes & fees

Nov 23 - Nov 24

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

![In-room safe, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/23100/23024/9caa403f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23100/23024/056aa897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23100/23024/d468abf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/23100/23024/0cbdb0f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Days Inn by Wyndham Aberdeen

Aberdeen

7.0/10

Good

(900)

"Was a great place to stay for 8 hours"

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

David

CA $93

CA $104 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Aberdeen-Hotels-Days-Inn-By-Wyndham-Aberdeen.h23024.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)

![Lobby](https://images.trvl-media.com/lodging/2000000/1400000/1395600/1395595/c6592633.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)

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

### Comfort Inn & Suites Aberdeen near APG

Aberdeen

7.8/10

Good

(790)

"The front desk staff were friendly and welcoming!"

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

Bonnie

CA $123

CA $138 total

includes taxes & fees

Nov 2 - Nov 3

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

![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)

![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1157600/1157600/f5577f13.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)

### Extended Stay America Suites Baltimore Glen Burnie

Glen Burnie

6.4/10

(772)

"Place was filthy "

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

Christopher

CA $119

CA $136 total

includes taxes & fees

Nov 9 - Nov 10

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

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/314defe9.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)

![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/20000/10300/10260/a9a9ef59.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

Medford

7.8/10

Good

(1000)

"Stayed here and went to Lil Duval show, very nice place...would absolutely stay again"

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

Stacey

CA $149

CA $175 total

includes taxes & fees

Nov 2 - Nov 3

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

![Exterior](https://images.trvl-media.com/lodging/24000000/23690000/23686900/23686806/59760786.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)

![Lobby lounge](https://images.trvl-media.com/lodging/24000000/23690000/23686900/23686806/d7725583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SpringHill Suites Baltimore White Marsh/Middle River

Middle River

9.0/10

Wonderful

(756)

"Great place to stay, better than any of the other hotels in the middle river area."

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

Ed

CA $171

CA $197 total

includes taxes & fees

Oct 30 - Oct 31

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

![Exterior](https://images.trvl-media.com/lodging/5000000/4620000/4617900/4617887/25ad1d72.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)

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

Edgewood

9.4/10

Exceptional

(1005)

"Would stay again"

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

Dena

CA $117

CA $131 total

includes taxes & fees

Nov 3 - Nov 4

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

![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)

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57100/57004/748fa5a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Baltimore/White Marsh

Nottingham

7.8/10

Good

(1013)

"Really enjoyed my stay, the staff were nice."

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

KaTerra

CA $125

CA $144 total

includes taxes & fees

Nov 23 - Nov 24

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

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

![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/028c45ea.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)

### Quality Inn

Grasonville

7.8/10

Good

(845)

"Great place and great staff"

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

Rhonda

CA $136

CA $151 total

includes taxes & fees

Nov 19 - Nov 20

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

![Property amenity](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/879c8a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Middletown

Middletown

9.2/10

Wonderful

(297)

"One of the best hotels I have ever stayed "

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

jean

CA $151

CA $167 total

includes taxes & fees

Nov 16 - Nov 17

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

![Full-size fridge, microwave, stovetop](https://images.trvl-media.com/lodging/16000000/15890000/15885600/15885512/7b4477b7.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)

![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)

### WoodSpring Suites Baltimore White Marsh - Nottingham

Nottingham

5.8/10

(1000)

"Clean hotel friendly staff"

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

Sheri

CA $114

CA $132 total

includes taxes & fees

Oct 30 - Oct 31

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

![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)

![Lobby](https://images.trvl-media.com/lodging/1000000/60000/56500/56432/5bd2f8c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Edgewood

7.2/10

Good

(1011)

"I found the staff to be very friendly, I believe that it is a family owned / operated establishment and while the inside of the hotel "

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

Natasha

CA $95

CA $106 total

includes taxes & fees

Oct 30 - Oct 31

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

![Exterior](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/82e4e131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/6af27243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/3cc8ea80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/ba82ee09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Middletown by IHG

Middletown

9.2/10

Wonderful

(634)

"This was a great relaxing stay"

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

Pamela

CA $166

CA $184 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Wilmington-Hotels-Holiday-Inn-Express-And-Suites-Middletown.h34796045.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)

![Exterior](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/cbce9d0c.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)

### Red Roof Inn & Suites Chestertown

Chestertown

7.2/10

Good

(409)

"We had a great stay with our two Pups.. The room was very nice and comfortable and very clean."

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

Cynthia

CA $112

CA $124 total

includes taxes & fees

Nov 4 - Nov 5

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

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

![In-room safe, desk, laptop workspace, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/10000/2800/2759/01d6367e.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)

![Reception](https://images.trvl-media.com/lodging/1000000/10000/2800/2759/7ad7fd33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Baltimore/Glen Burnie

Glen Burnie

8.2/10

Very good

(1000)

"Clean room and staff"

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

dominique

CA $148

CA $169 total

includes taxes & fees

Nov 16 - Nov 17

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

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/160d338a.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)

![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)

### Best Western Kent Narrows Inn

Grasonville

8.0/10

Very good

(1002)

"Clean room and good location to biking trail."

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

Cynthia

CA $128

CA $142 total

includes taxes & fees

Nov 16 - Nov 17

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

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23500/23490/1e53a39c.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)

### Americas Best Value Inn Baltimore

Pulaski Industrial Area

6.8/10

(999)

"Super staff and service. Good location and easy to reach. All basic facilities available. Friendly staff and easy check in. No breakfast(only coffee). "

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

Anoop

CA $125

CA $146 total

includes taxes & fees

Oct 30 - Oct 31

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

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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%2F2Star-Chestertown-Hotels.s20-0-d7215.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F2Star-Chestertown-Hotels.s20-0-d7215.Travel-Guide-Filter-Hotels)

## Explore similar 3-star hotels

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

![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

CA $145

CA $213 total

Nov 9 - Nov 10

includes taxes & fees

8.8/10 Excellent! (1,866 reviews)

[](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.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?impolicy=resizecrop&rw=402&ra=fit)

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

4 Philadelphia Ct, Rosedale, MD

CA $104

CA $120 total

Nov 23 - Nov 24

includes taxes & fees

7/10 Good! (1,034 reviews)

[](https://expedia.ca/Baltimore-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Baltimore-N-White-Marsh.h3897.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 $128

CA $148 total

Nov 23 - Nov 24

includes taxes & fees

7.8/10 Good! (1,005 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=30%2F10%2F2025&endDate=31%2F10%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=30%2F10%2F2025&endDate=31%2F10%2F2025&regionId=7215&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F10%2F2025&endDate=31%2F10%2F2025&regionId=7215&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F10%2F2025&endDate=31%2F10%2F2025&regionId=7215&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F10%2F2025&endDate=31%2F10%2F2025&regionId=7215&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F10%2F2025&endDate=31%2F10%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=2025-11-12&endDate=2025-11-13&adults=2&regionId=7215)

![Eastern Shore small towns in Maryland, USA. Traveling the Eastern Shore points o f Maryland this weekend, we came across this local church with gravestones. We found several of these local churches along with the many farms and inlets leading to the Chesapeake bay.](https://images.trvl-media.com/place/7215/39d32fed-717d-4f49-ae4c-a7eb875f5cb2.jpg?impolicy=fcrop&w=730&h=1102&p=1&q=high)

Photo by Patricia Knorr

## Top Chestertown Hotel Reviews

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

### Americas Best Value Inn Edgewood

10/10 Excellent

"Staff"

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

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

### Red Roof Inn & Suites Chestertown

10/10 Excellent

"Well received by front desk attendant. Clean room! "

[](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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-   [Historical Society of Kent County Maryland](https://www.expedia.ca/Historical-Society-Of-Kent-County-Maryland-Chestertown.d553248621561000400.Vacation-Attraction)
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-   [Wilmer Park](https://www.expedia.ca/Wilmer-Park-Chestertown.d553248621561000402.Vacation-Attraction)

-   [Car rental Centreville](https://www.expedia.ca/Car-Rentals-In-Centreville.d88125.Car-Rental-Guide)

-   [Centreville Vacation Rentals](https://www.expedia.ca/Centreville-Vacation-Rentals.d88125.Travel-Guide-VacationRentals)

-   [Book 2 Star Hotels in Chestertown on Expedia.com](https://www.expedia.com/2Star-Chestertown-Hotels.s20-0-d7215.Travel-Guide-Filter-Hotels)