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

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Check availability on Chestertown Beach Resorts & Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Chestertown beach hotels

Private beach nearby, sun-loungers, beach volleyball

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.0 star property
Chestertown
8.0 out of 10, Very good, (94 reviews)
  • cleanliness
    Escape to waterfront tranquility with a private beach just 0.25 miles away, where sandy shores, volleyball courts, and loungers await.
The price is ₹10,356
₹11,840 total
includes taxes & fees
3 Aug - 4 Aug
The Lodge at Great Oak Landing
Free daily continental breakfast

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, (1,186 reviews)
The price is ₹6,003
₹6,723 total
includes taxes & fees
30 Jul - 31 Jul
Quality Inn & Suites Bel Air I-95 Exit 77A
Reception

Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South
2.5 star property
Edgewood
9.4 out of 10, Exceptional, (1,013 reviews)
The price is ₹8,178
₹9,159 total
includes taxes & fees
4 Aug - 5 Aug
Hampton Inn & Suites Edgewood/Aberdeen-South
Exterior

La Quinta Inn & Suites by Wyndham Aberdeen-APG

La Quinta Inn & Suites by Wyndham Aberdeen-APG
3.0 star property
Aberdeen
9.0 out of 10, Wonderful, (1,015 reviews)
The price is ₹8,477
₹9,494 total
includes taxes & fees
3 Aug - 4 Aug
La Quinta Inn & Suites by Wyndham Aberdeen-APG
Lobby

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
3.0 star property
Bel Air
8.8 out of 10, Excellent, (1,014 reviews)
The price is ₹8,544
₹9,569 total
includes taxes & fees
3 Aug - 4 Aug
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
In-room safe, desk, iron/ironing board, free WiFi

Super 8 by Wyndham Aberdeen MD

Super 8 by Wyndham Aberdeen MD
2.0 star property
Aberdeen
6.8 out of 10, (888 reviews)
The price is ₹5,380
₹6,026 total
includes taxes & fees
3 Aug - 4 Aug
Super 8 by Wyndham Aberdeen MD
Lobby lounge

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, (891 reviews)
The price is ₹11,211
₹12,949 total
includes taxes & fees
2 Aug - 3 Aug
SpringHill Suites Baltimore White Marsh/Middle River
Exterior

Holiday Inn Belcamp - Aberdeen Area by IHG

Holiday Inn Belcamp - Aberdeen Area by IHG
3.0 star property
Belcamp
8.4 out of 10, Very good, (801 reviews)
The price is ₹7,607
₹8,520 total
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Belcamp - Aberdeen Area by IHG
Free daily continental breakfast

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, (627 reviews)
The price is ₹8,534
₹9,558 total
includes taxes & fees
27 Aug - 28 Aug
Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
Combined shower/bathtub, free toiletries, hair dryer, towels

Ramada Hotel & Conference Center by Wyndham Edgewood

Ramada Hotel & Conference Center by Wyndham Edgewood
2.0 star property
Edgewood
6.6 out of 10, (557 reviews)
The price is ₹7,120
₹7,974 total
includes taxes & fees
29 Jul - 30 Jul
Ramada Hotel & Conference Center by Wyndham Edgewood
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.
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Choose what matters most at beach hotels in Chestertown

Pool
Breakfast included

Top Chestertown Hotel Reviews

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

10/10 Excellent
"Hotel was conveniently close to the Jetty. Couldn’t get into room for ice on second floor, had to go to 1st floor,(this was very late at night). No cart in lobby when we checked in. Had to lug everything upstairs without a cart. We found a luggage cart when we were walking to ice machine on first floor."
Carolyn 1-night trip
Posted 10 hours ago
Best Western Kent Narrows Inn

Frequently asked questions

What is Chestertown like for travellers who love the beach?
Known for its university life, Chestertown offers a lot for the traveller planning a getaway.
What's the best place to stay for a beach holiday in Chestertown?
The Lodge at Great Oak Landing is a top lodge with a seasonal outdoor pool and free WiFi, and it's located near a private beach .
When's the best time for a beach holiday in Chestertown?
You can plan your beach trip with this snapshot of year-round temperatures in Chestertown: The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Chestertown is 1232 mm.
What is there to see and do around Chestertown?
After arriving and checking into your hotel, you'll probably want to explore your surroundings. Beach lovers can head straight to Betterton Beach or Main Beach for some quality time by the water. Experience the area's university life, and make time for local attractions such as Washington College and Garfield Center for the Arts at the Prince Theater. For more things to see and do, consider visiting Chestertown Historic District or Rolphs Wharf Marina.
What's the best way to get to my beach hotel in Chestertown?
Here's some information to help you get to and around your beach accommodation in Chestertown more easily: To get to Chestertown, book a flight to Baltimore, MD (MTN-Martin State), the closest major airport, which is located 20.3 mi (32.7 km) from the city centre. If you'd like to venture out around the area, you may want to rent a car for your trip.