Find 2 Star Hotels in Chestertown, MD from $60
Check availability on Chestertown 2 Star Hotels
Our top choices for Chestertown 2-star hotels
8.2 out of 10, Very Good, (1,001 reviews)
"Great place to stay."
Jennifer
$98 nightly
The price is $111
Aug 2 - Aug 3
Total with taxes and fees
7.4 out of 10, Good, (1,177 reviews)
"Staff was fantastic and let us check in early for just a nominal fee. Thank you for a great stay!"
Kyle
$65 nightly
The price is $73
Jul 26 - Jul 27
Total with taxes and fees
9.4 out of 10, Exceptional, (1,006 reviews)
"We have stayed here several times and this hotel has consistently been a wonderful stay for us!"
walter
$85 nightly
The price is $96
Aug 9 - Aug 10
Total with taxes and fees
8.0 out of 10, Very Good, (1,000 reviews)
"Always enjoy the staff when visiting this hotel... parking can be a little tight."
Butch
$110 nightly
The price is $130
Jul 29 - Jul 30
Total with taxes and fees
8.0 out of 10, Very Good, (1,000 reviews)
"Good hotel for the price"
Brenda
$98 nightly
The price is $109
Jul 30 - Jul 31
Total with taxes and fees
WoodSpring Suites Baltimore White Marsh - Nottingham
WoodSpring Suites Baltimore White Marsh - NottinghamNottingham
5.6 out of 10, (1,000 reviews)
"I loved the staff. They were ALL really nice to me.
Just a FANTASTIC group :)"
Toni
$85 nightly
The price is $98
Jul 30 - Jul 31
Total with taxes and fees
9.4 out of 10, Exceptional, (1,006 reviews)
"Nice hotel, very clean, helpful staff, great breakfast."
Adrienne
$106 nightly
The price is $122
Aug 23 - Aug 24
Total with taxes and fees
7.0 out of 10, Good, (998 reviews)
"Brandi—she is the best person I've ever met; the vibe she radiates is incredible."
Mariela
$71 nightly
The price is $80
Aug 16 - Aug 17
Total with taxes and fees
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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.
Historic Inns of Annapolis
58 State Circle Annapolis MD
$148 nightly
The price is $169 total per night from Aug 2 to Aug 3
$169 total
Aug 2 - Aug 3
Total with taxes and fees
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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 harbor.
Top Chestertown Hotel Reviews
Red Roof Inn & Suites Chestertown
10/10 Excellent
Find out more about Chestertown
When you've got to get away to a new or favorite destination without breaking the bank, Chestertown awaits with convenient 2 Star hotels and a change of scenery. Stay on your feet visiting top attractions that draw of visitors, or settle in for a hot cuppa nearby and watch the world around you. You're about to find out why both locals and travelers love this place.
The Ideal Accommodation at the Right Price
2 Star hotels are in high demand in Chestertown. You'll find the best deals right here, so book early and save on a great getaway. Thanks to several convenient locations and comfortable amenities, you'll find a place to stay that's just right for you. Stay here and be one of the first guests to review and share your thoughts. So, savor the comfort of a well-kept room and attentive hospitality. With our travel savings, the world is wide open to you one hotel at a time, and the journey starts in Chestertown.
Reserve Your Two-Star Hotel Today
Plan your trip to Chestertown now with Expedia's easy online travel booking and start relaxing before you even leave the house. Recently, traveling to this region has become cheaper due to more supply. Take advantage of the 2 Star Hotel availability and easy-going atmosphere.
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