An aerial view of a town with a river, buildings, and surrounding greenery.

2 Stars Hotels in Chestertown, Maryland from CA $93

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Our top choices for Chestertown 2-star hotels

Hampton Inn Baltimore/Glen Burnie

Hampton Inn Baltimore/Glen Burnie
2.5 star property
Glen Burnie
8.2 out of 10, Very good, (1,009 reviews)
"Excellent place to stay."
United States
Pushpa
The price is CA $139
CA $158 total
includes taxes & fees
Jul 12 - Jul 13
Hampton Inn Baltimore/Glen Burnie

Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center
2.5 star property
Medford
8.0 out of 10, Very good, (1,001 reviews)
"Everything was great for our stay. Would definitely recommend to anyone. They even have a kitty!"
United States
Nathan
The price is CA $148
CA $173 total
includes taxes & fees
Jul 12 - Jul 13
Best Western Plus Hotel & Conference Center

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

Quality Inn & Suites Bel Air I-95 Exit 77A
2.5 star property
Edgewood
7.4 out of 10, Good, (1,164 reviews)
"Great value for the price so wasn’t surprised to see limited items for breakfast. Good safe location in business park."
United States
Christopher
The price is CA $89
CA $99 total
includes taxes & fees
Jul 2 - Jul 3
Quality Inn & Suites Bel Air I-95 Exit 77A

Red Roof Inn Baltimore South - Glen Burnie

Red Roof Inn Baltimore South - Glen Burnie
2.0 star property
Ferndale
6.6 out of 10, (381 reviews)
"Staff was nice"
United States
Helen
The price is CA $120
CA $137 total
includes taxes & fees
Jul 13 - Jul 14
Red Roof Inn Baltimore South - Glen Burnie

WoodSpring Suites Baltimore White Marsh - Nottingham

WoodSpring Suites Baltimore White Marsh - Nottingham
2.5 star property
Nottingham
5.6 out of 10, (1,000 reviews)
"Everything was excellent. We had a great stay .we'll stay again next visit."
United States
John
The price is CA $120
CA $139 total
includes taxes & fees
Jul 7 - Jul 8
WoodSpring Suites Baltimore White Marsh - Nottingham

Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South
2.5 star property
Edgewood
9.4 out of 10, Exceptional, (1,003 reviews)
"Convenient location, clean room and delicious breakfast"
United States
Connie
The price is CA $127
CA $142 total
includes taxes & fees
Jul 12 - Jul 13
Hampton Inn & Suites Edgewood/Aberdeen-South

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,000 reviews)
"Good hotel for the price"
United States
Brenda
The price is CA $178
CA $197 total
includes taxes & fees
Jul 5 - Jul 6
Best Western Kent Narrows Inn

Holiday Inn Express White Marsh by IHG

Holiday Inn Express White Marsh by IHG
2.5 star property
Nottingham
9.4 out of 10, Exceptional, (1,005 reviews)
"We will definitely be back very clean staff was really nice and the breakfast was good"
United States
Channel
The price is CA $166
CA $192 total
includes taxes & fees
Jul 5 - Jul 6
Holiday Inn Express White Marsh by IHG

Americas Best Value Inn Edgewood

Americas Best Value Inn Edgewood
2.0 star property
Edgewood
6.0 out of 10, (1,000 reviews)
"Great place to stay "
United States
Crystal D
The price is CA $83
CA $93 total
includes taxes & fees
Jul 13 - Jul 14
Americas Best Value Inn Edgewood

Red Roof Inn Aberdeen

Red Roof Inn Aberdeen
2.0 star property
Aberdeen
6.4 out of 10, (1,000 reviews)
"Ordinarily you probably wouldn't think to highly of a Red Roof. However, it was surprisingly clean and well maintained. The bed was extremely comfortable. I'd stay here again."
United States
Adam
The price is CA $85
CA $95 total
includes taxes & fees
Jul 2 - Jul 3
Red Roof Inn Aberdeen

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (929 reviews)
"Great visit"
United States
Danielle
The price is CA $148
CA $165 total
includes taxes & fees
Jul 26 - Jul 27
Comfort Inn & Suites Chestertown

Extended Stay America Suites Baltimore Glen Burnie

Extended Stay America Suites Baltimore Glen Burnie
2.5 star property
Glen Burnie
6.4 out of 10, (818 reviews)
"My room smelled like cigarettes. There were bugs and hair in the shower upon arrival and my shoes stuck to the floor."
United States
Nikia
The price is CA $121
CA $138 total
includes taxes & fees
Jul 2 - Jul 3
Extended Stay America Suites Baltimore Glen Burnie

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (927 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is CA $142
CA $158 total
includes taxes & fees
Jul 13 - Jul 14
Quality Inn Grasonville near Kent Island

SpringHill Suites Baltimore White Marsh/Middle River

SpringHill Suites Baltimore White Marsh/Middle River
2.5 star property
Middle River
9.0 out of 10, Wonderful, (874 reviews)
"Breakfast was decent, hotel room was clean and staff was nice. "
United States
Shayla
The price is CA $165
CA $190 total
includes taxes & fees
Jul 5 - Jul 6
SpringHill Suites Baltimore White Marsh/Middle River

Quality Inn Smyrna

Quality Inn Smyrna
2.5 star property
Smyrna
7.6 out of 10, Good, (1,000 reviews)
"Great place for an overnight stay"
United States
Chrystal
The price is CA $128
CA $142 total
includes taxes & fees
Jul 14 - Jul 15
Quality Inn Smyrna

Ramada Hotel & Conference Center by Wyndham Edgewood

Ramada Hotel & Conference Center by Wyndham Edgewood
2.0 star property
Edgewood
6.6 out of 10, (543 reviews)
"Room was clean, staff was great"
United States
Chris
The price is CA $125
CA $139 total
includes taxes & fees
Jul 13 - Jul 14
Ramada Hotel & Conference Center by Wyndham Edgewood

Hampton Inn Baltimore/White Marsh

Hampton Inn Baltimore/White Marsh
2.5 star property
Nottingham
7.8 out of 10, Good, (1,002 reviews)
"Clean and quiet, with great front desk staff! It's a nice place for a memorable stay."
United States
Francois
The price is CA $150
CA $173 total
includes taxes & fees
Jul 7 - Jul 8
Hampton Inn Baltimore/White Marsh

Days Inn by Wyndham Aberdeen

Days Inn by Wyndham Aberdeen
2.0 star property
Aberdeen
7.0 out of 10, Good, (989 reviews)
"It's better than Red Roof but definitely spend the money for better if with the Family"
United States
Christopher
The price is CA $101
CA $113 total
includes taxes & fees
Jul 5 - Jul 6
Days Inn by Wyndham Aberdeen

Comfort Inn & Suites Aberdeen near APG

Comfort Inn & Suites Aberdeen near APG
2.5 star property
Aberdeen
8.0 out of 10, Very good, (926 reviews)
"Room was clean and staff were friendly! Will definitely stay here again."
United States
Krithivasan
The price is CA $113
CA $127 total
includes taxes & fees
Jul 7 - Jul 8
Comfort Inn & Suites Aberdeen near APG

Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG

Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
2.5 star property
Edgewood
9.0 out of 10, Wonderful, (612 reviews)
"Hotel was clean and staff were kind and friendly."
United States
Efua
The price is CA $132
CA $148 total
includes taxes & fees
Jul 5 - Jul 6
Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
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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.

A lakeside town with a marina, a bridge, and a mix of residential and commercial buildings.

Top Chestertown Hotel Reviews

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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