Find 2 Star Hotels in Chestertown, MD from $69
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Check availability on Chestertown 2 Star Hotels
Tonight
Sep 6 - Sep 7Tomorrow
Sep 7 - Sep 8Next weekend
Sep 11 - Sep 13In two weeks
Sep 18 - Sep 20Our top choices for Chestertown 2-star hotels
$107 nightly
$122 total
Sep 27 - Sep 28
Total with taxes and fees
2. Best Western Plus Hotel & Conference Center
Best Western Plus Hotel & Conference CenterMedford
Wendy
$111 nightly
$131 total
Sep 14 - Sep 15
Total with taxes and fees
3. Hampton Inn & Suites Edgewood/Aberdeen-South
Hampton Inn & Suites Edgewood/Aberdeen-SouthEdgewood
walter
$85 nightly
$95 total
Sep 29 - Sep 30
Total with taxes and fees
$62 nightly
$69 total
Sep 14 - Sep 15
Total with taxes and fees
$70 nightly
$79 total
Sep 13 - Sep 14
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
Sep 13 - Sep 14
Total with taxes and fees
$102 nightly
$117 total
Sep 13 - Sep 14
Total with taxes and fees
$116 nightly
$129 total
Sep 28 - Sep 29
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.
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct Rosedale MD
$72 nightly
$83 total
Sep 21 - Sep 22
Total with taxes and fees
7/10 Good! (1,240 reviews)
Historic Inns of Annapolis
58 State Circle Annapolis MD
$147 nightly
$168 total
Sep 28 - Sep 29
Total with taxes and fees
9/10 Wonderful! (1,996 reviews)
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
2112b Emmorton Park Rd Edgewood MD
$79 nightly
$88 total
Sep 7 - Sep 8
Total with taxes and fees
8.2/10 Very Good! (1,136 reviews)
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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
"Vending machines were out of order, only ice machine was on first floor. Otherwise it was as expected for a red roof inn and last minute booking. Our neighbors had 4 young children that were very loud and running up and down the hallway when I first arrived but they were surprisingly calm later that evening so wasn’t an issue. Over all stay was fine and I accomplished what I came there for. Breakfast would be a huge plus and of they reopened the pool that’s been closed since Covid would certainly make for a much better review. Staff was amazing as always. Friendly and accommodating."
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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