Find 2 Star Hotels in Chestertown, MD from $63
Upfront pricingOur total price for your stay includes taxes and fees
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Check availability on Chestertown 2 Star Hotels
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Aug 20 - Aug 21Tomorrow
Aug 21 - Aug 22This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Our top choices for Chestertown 2-star hotels
1. Best Western Plus Hotel & Conference Center
Best Western Plus Hotel & Conference CenterMedford
Wendy
$107 nightly
$125 total
Sep 7 - Sep 8
Total with taxes and fees
$59 nightly
$67 total
Sep 3 - Sep 4
Total with taxes and fees
3. Hampton Inn & Suites Edgewood/Aberdeen-South
Hampton Inn & Suites Edgewood/Aberdeen-SouthEdgewood
walter
$84 nightly
$94 total
Aug 30 - Aug 31
Total with taxes and fees
$106 nightly
$122 total
Sep 20 - Sep 21
Total with taxes and fees
5. WoodSpring Suites Baltimore White Marsh - Nottingham
WoodSpring Suites Baltimore White Marsh - NottinghamNottingham
Toni
$84 nightly
$97 total
Aug 23 - Aug 24
Total with taxes and fees
6. SpringHill Suites Baltimore White Marsh/Middle River
SpringHill Suites Baltimore White Marsh/Middle RiverMiddle River
Jennifer
$107 nightly
$124 total
Aug 30 - Aug 31
Total with taxes and fees
$69 nightly
$77 total
Aug 22 - Aug 23
Total with taxes and fees
$127 nightly
$141 total
Aug 27 - Aug 28
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
$132 nightly
$150 total
Aug 27 - Aug 28
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct Rosedale MD
$68 nightly
$78 total
Aug 30 - Aug 31
Total with taxes and fees
7/10 Good! (1,235 reviews)
La Quinta Inn & Suites by Wyndham Aberdeen-APG
793 W Bel Air Ave Aberdeen MD
$87 nightly
$97 total
Aug 30 - Aug 31
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.
See all hotels in Chestertown
Top Chestertown Hotel Reviews
Red Roof Inn & Suites Chestertown
10/10 Excellent
"Very nice hotel. Have stayed here every year for the Pirates and Wenches Festival in Rock Hall."
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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