Beach Hotels in Chestertown, Maryland

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Check prices for these dates

Tonight
Nov 14 - Nov 15
Tomorrow
Nov 15 - Nov 16
Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29

Our top choices for Chestertown beach hotels

A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.

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, (130 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 P6,878
P7,863 total
includes taxes & fees
Nov 15 - Nov 16
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, (1,001 reviews)
The price is P5,431
P6,083 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Edgewood/Aberdeen-South
A modern restaurant with high ceilings, pendant lighting, and a mix of seating options including tables and booths.

3. Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air
3.0 star property
Bel Air
9.4 out of 10, Exceptional, (316 reviews)
The price is P6,442
P7,215 total
includes taxes & fees
Dec 3 - Dec 4
Hilton Garden Inn Bel Air
A modern restaurant with high tables and chairs, a bar area, and a television screen displaying a news program.

4. 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, (984 reviews)
The price is P6,821
P7,878 total
includes taxes & fees
Nov 22 - Nov 23
SpringHill Suites Baltimore White Marsh/Middle River
A hotel lobby with multiple seating areas, a coffee station, and a kitchen in the background.

5. 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, (1,224 reviews)
The price is P3,960
P4,435 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn & Suites Bel Air I-95 Exit 77A
A hotel with a prominent sign, multiple parking spaces, and a covered entrance.

6. 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, (1,143 reviews)
The price is P4,458
P4,993 total
includes taxes & fees
Nov 19 - Nov 20
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
A buffet area with multiple self-service stations, including trays of omelets and other prepared foods.

7. 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, (666 reviews)
The price is P5,158
P5,777 total
includes taxes & fees
Dec 11 - Dec 12
Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
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, (1,000 reviews)
The price is P5,617
P6,291 total
includes taxes & fees
Nov 30 - Dec 1
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, (432 reviews)
The price is P6,214
P6,960 total
includes taxes & fees
Nov 22 - Nov 23
Home2 Suites by Hilton Baltimore / Aberdeen, MD
An outdoor patio with seating, a fire pit, and a barbecue area.

10. TownePlace Suites by Marriott Edgewood Aberdeen

TownePlace Suites by Marriott Edgewood Aberdeen
3.0 star property
Aberdeen
9.0 out of 10, Wonderful, (121 reviews)
The price is P7,133
P7,989 total
includes taxes & fees
Nov 29 - Nov 30
TownePlace Suites by Marriott Edgewood Aberdeen
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

Frequently Asked Questions

What is Chestertown like for travelers who love the beach?

Known for its university life, Chestertown offers a lot for the traveler planning a getaway.

What's the best hotel for a beach vacation 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 to stay near the beach.

When's the best time for a beach vacation in Chestertown?

You can plan your beach trip with this snapshot of the seasons in Chestertown: The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Chestertown is 48 inches.

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 like 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 center. If you'd like to venture out around the area, you may want a rental car for your journey.