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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar
Property grounds
First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (106)
"Amazing and neat and very private "
United States
Alexander M.
The price is HK$770
HK$1,235 total
includes taxes & fees
20 Nov - 21 Nov
First Floor Studio Apartment in Historic Chestertown
Exterior
Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River

Millington
9.6 out of 10, Exceptional, (19)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is HK$529
HK$972 total
includes taxes & fees
19 Nov - 20 Nov
Guest Suite for up to 2 in a Victorian on the Chester River
Fridge, microwave, oven, stovetop
Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC

Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC

Greektown
10.0 out of 10, Exceptional, (7)
"The house was clean and the beds were comfortable. "
United States
Karen B.
The price is HK$1,049
HK$1,751 total
includes taxes & fees
19 Nov - 20 Nov
Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC
Beach
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Rock Hall
10.0 out of 10, Exceptional, (17)
"I loved the welcome basket! This place was extremely clean and had all the amenities that we needed. Much larger in person than even in the pictures. Walkable to town! "
United States
Tracy S.
The price is HK$916
HK$2,213 total
includes taxes & fees
19 Nov - 20 Nov
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Outdoor pool, a heated pool
Waterfront Oasis of Annapolis Star

Waterfront Oasis of Annapolis Star

Annapolis
10.0 out of 10, Exceptional, (81)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is HK$1,609
HK$3,217 total
includes taxes & fees
1 Dec - 2 Dec
Waterfront Oasis of Annapolis Star
Beach
Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach

Worton
10.0 out of 10, Exceptional, (25)
"If you’re looking for a relaxing scenic getaway as a couple or a family …this retreat is it! The views from the dock were amazing and it was very peaceful. The kids loved playing on the sandy beach area by the dock! We also explored some beach areas nearby. The place was beautiful and perfect for our family of 4! The hosts were great and very helpful!"
United States
Andrea M.
The price is HK$1,360
HK$2,421 total
includes taxes & fees
20 Nov - 21 Nov
Waterfront Retreat with Private Dock and Beach
Exterior detail
1-bedroom apartment just 8 minutes drive to Oriole Park at Camden Yards

1-bedroom apartment just 8 minutes drive to Oriole Park at Camden Yards

Ellwood Park/Monument
1-bedroom apartment just 8 minutes drive to Oriole Park at Camden Yards
Marina
Cozy Fells Point Gem / In The Heart of Fells Point

Cozy Fells Point Gem / In The Heart of Fells Point

Fells Point
9.8 out of 10, Exceptional, (198)
"Great place all around "
United States
Sophia F.
The price is HK$482
HK$1,607 total
includes taxes & fees
30 Nov - 1 Dec
Cozy Fells Point Gem / In The Heart of Fells Point
Interior
Townhouse Basement - Apartment D

Townhouse Basement - Apartment D

2.0 star property
Belair - Edison
The price is HK$311
HK$584 total
includes taxes & fees
19 Nov - 20 Nov
Townhouse Basement - Apartment D
Interior
Close to Hospital & White Marsh! Rosedale Townhome

Close to Hospital & White Marsh! Rosedale Townhome

3.0 star property
Nottingham
The price is HK$1,632
HK$3,883 total
includes taxes & fees
30 Nov - 1 Dec
Close to Hospital & White Marsh! Rosedale Townhome
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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Top Chestertown Hotel Reviews

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

10/10 Excellent
"Good location. Very pricey but not much competition "
jason 2-night trip
Posted 23 hours ago
Comfort Inn & Suites Chestertown

Find out more about Chestertown

Chestertown Apartments information

Number of reviews
376
Accommodation
93 Apartments
Lowest Price
HK$584
Highest Price
HK$3,883

Frequently asked questions

What's it like to stay at an apartment in Chestertown?
You can search through 5 apartments in Chestertown for your stay.
Why would you choose an apartment over a traditional hotel room?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for couples who want a more local feel, and also for families wanting the conveniences of home.
What's the best apartment I should consider for a stay in Chestertown?
Below is a top apartment in the area to consider: Trendy Baltimore Townhome: 2 Mi to Downtown!: Located in Baltimore , 27.5 mi/44.3 km from Chestertown. Includes a balcony . Free parking and a marina are on site .
How many apartments can I expect to find in Chestertown?
Expedia has 5 apartments to book in Chestertown.
What can I expect from the weather in Chestertown?
Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay 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 should I see and do in Chestertown?
Cultural attractions include Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater, whereas Northern Chesapeake Bay and Chesapeake Bay are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Chestertown Historic District and Rolphs Wharf Marina.
What's the best way to get to and around Chestertown?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Baltimore, MD (MTN-Martin State), which is located 20.3 mi (32.7 km) away from the heart of the city. Otherwise, you can search for flights to Easton, MD (ESN-Easton - Newnam), which is 28.2 mi (45.3 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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