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
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Chestertown beach hotels

A campfire in a stone fire pit by a lakeside at sunset.

1. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
8.0 out of 10, Very good, (124 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 Rp1.952.640
Rp2.232.454 total
includes taxes & fees
2 Nov - 3 Nov
The Lodge at Great Oak Landing
A modern hotel lobby with a long dining table, several chairs, and a bar area.

2. Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South
2.5 star property
Edgewood
9.4 out of 10, Exceptional, (1,007 reviews)
The price is Rp1.546.553
Rp1.732.139 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn & Suites Edgewood/Aberdeen-South
A wedding ceremony in front of a large, classical building with steps leading up to the entrance.

3. 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, (1,229 reviews)
The price is Rp1.166.625
Rp1.306.627 total
includes taxes & fees
11 Nov - 12 Nov
Quality Inn & Suites Bel Air I-95 Exit 77A
A hotel entrance with a clear sign reading "LA QUINTA".

4. City Express by Marriott Aberdeen

City Express by Marriott Aberdeen
3.0 star property
Aberdeen
9.0 out of 10, Wonderful, (1,005 reviews)
The price is Rp1.717.600
Rp1.923.712 total
includes taxes & fees
29 Oct - 30 Oct
City Express by Marriott Aberdeen
A modern hotel room with a desk, office chair, sofa, two armchairs, and a large window offering a view of the outdoors.

5. 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, (660 reviews)
The price is Rp1.505.205
Rp1.685.829 total
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
A modern restaurant with high tables and chairs, a bar area, and a television screen displaying a news program.

6. 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, (968 reviews)
The price is Rp1.942.259
Rp2.243.308 total
includes taxes & fees
1 Nov - 2 Nov
SpringHill Suites Baltimore White Marsh/Middle River
A modern restaurant with high ceilings, pendant lighting, and a mix of seating options including tables and booths.

7. Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air
3.0 star property
Bel Air
9.2 out of 10, Wonderful, (312 reviews)
The price is Rp1.957.673
Rp2.192.595 total
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Bel Air
A spacious living area with a staircase, a fireplace, a sofa, and a dining area.

8. 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, (1,008 reviews)
The price is Rp1.615.829
Rp1.809.729 total
includes taxes & fees
3 Nov - 4 Nov
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
An outdoor patio with a stone fire pit, wicker furniture, and a view of the interior.

9. Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD
3.0 star property
Aberdeen
8.8 out of 10, Excellent, (430 reviews)
The price is Rp1.769.613
Rp1.981.965 total
includes taxes & fees
22 Nov - 23 Nov
Home2 Suites by Hilton Baltimore / Aberdeen, MD
A hotel room with a bed, a desk with a chair, a sofa, and a coffee table. There is a TV on the desk and a window with curtains.

10. La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
3.0 star property
Edgewood
8.2 out of 10, Very good, (1,142 reviews)
The price is Rp1.439.012
Rp1.611.694 total
includes taxes & fees
24 Nov - 25 Nov
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
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

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 2 restaurants and a seasonal outdoor pool, and it's located near a private beach . Great Oak Manor is another good option for your stay near the 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 River Arts Chestertown. For more things to see and do, consider visiting Historical Society of Kent County Maryland or Chestertown Historic District.
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.