Minimap with link to location map
Filters
Price
Rating
Distance from Center
Rating (according to Stars)
Facilities

Check availability






Hotels in Chestertown

Enjoy your stay and find the best Hotels in Chestertown at affordable prices

Searching for a hotel in Chestertown (Maryland)? You will find a wide selection of hotels in Chestertown and the surrounding region at great rates, starting from $52.97 per night. From cheap budget hotels to family hotels and premium hotels for business travel and more upscale. Choose a hotel for more info about the offer.

Hotels in Chestertown and region (50 miles)
Driftwood Inn in Chestertown, USA

Driftwood Inn

Motel in Chestertown, Maryland , 609 Washington Avenue
This motel is located just a 6-minute walk from Washington College.
  • Parking
  • Pets allowed
  • Family rooms

Okay 91 Reviews 5.7

from $63.50 Show details »

Comfort Inn & Suites Chestertown in Chestertown, USA

Comfort Inn & Suites Chestertown

Hotel in Chestertown, Maryland , 150 Scheeler Road
Comfort Inn & Suites Chestertown is less than 1 mile from Washington College.
  • Parking
  • Pets allowed
  • Fitness centre

Good 250 Reviews 7.6

from $122.64 Show details »

Inn at Haven Harbour in Rock Hall, USA

Inn at Haven Harbour

Resort in Rock Hall near Chestertown, Maryland , 20880 Rock Hall Avenue
Inn at Haven Harbour has free bikes, seasonal outdoor swimming pool, a fitness centre and garden in Rock Hall.
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Family rooms

Fabulous 70 Reviews 8.6

from $245.04 Show details »

Quality Inn in Grasonville, USA

Quality Inn

Hotel in Grasonville near Chestertown, Maryland , 101 VFW Avenue
The Quality Inn hotel is located on the Eastern Shore, offering easy access to Route 50 and Route 301.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 191 Reviews 7.5

from $110.50 Show details »

Best Western Kent Narrows Inn in Grasonville, USA

Best Western Kent Narrows Inn

Hotel in Grasonville near Chestertown, Maryland , 3101 main street
Located in Grasonville in the Maryland Region, 1.2 km from Chesapeake Exploration Center, Best Western Kent Narrows Inn features a hot tub and fitness...
  • Parking
  • Pets allowed
  • Sauna
  • Fitness centre
  • Family rooms

Good 502 Reviews 7.7

from $127.68 Show details »

Hyatt Place Kent Narrows And Marina in Grasonville, USA

Hyatt Place Kent Narrows And Marina

Hotel in Grasonville near Chestertown, Maryland , 3028 Kent Narrow Way S
Hyatt Place Kent Narrows And Marina features accommodation in Grasonville.

Superb 246 Reviews 9.0

from $233.92 Show details »

Hilton Garden Inn Kent Island in Grasonville, USA

Hilton Garden Inn Kent Island

Hotel in Grasonville near Chestertown, Maryland , 3206 Main Street
Located on the Chesapeake Bay, this Kent Island hotel is 4-minutes from downtown Grasonville, Maryland.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

Very good 247 Reviews 8.3

from $186.43 Show details »

Motel Edgewood in Edgewood, USA

Motel Edgewood

Motel in Edgewood near Chestertown, Maryland , 2209 Pulaski Highway
2 miles to Edgewater Park 2 miles to Edgewater Village Shopping Center 6.4 miles to Bush Declaration Natural Resources Management Area 20 miles north ...
  • Parking

Okay 99 Reviews 5.8

from $54.50 Show details »

Home2 Suites by Hilton Baltimore/Aberdeen MD in Aberdeen, USA

Home2 Suites by Hilton Baltimore/Aberdee...

Hotel in Aberdeen near Chestertown, Maryland , 20 Newton Road
Offering a free hot breakfast and a fitness centre, Home2 Suites by Hilton Baltimore is located in Aberdeen, Maryland.
  • Parking
  • Pets allowed
  • Fitness centre
  • Swimming pool
  • Swimming Pool

Good 134 Reviews 7.9

from $188.55 Show details »

Holiday Inn - Belcamp - Aberdeen Area, an IHG Hotel in Belcamp, USA

Holiday Inn - Belcamp - Aberdeen Area, a...

Hotel in Belcamp near Chestertown, Maryland , 1326 Policy Drive
This Belcamp, Maryland hotel is located 6 miles from downtown Aberdeen and Ripken Stadium.
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Breakfast in the room

Very good 261 Reviews 8.0

from $95.20 Show details »

Bay Side Inn & Suites in Aberdeen, USA

Bay Side Inn & Suites

Hotel in Aberdeen near Chestertown, Maryland , 424 S Philadelphia Blvd
This hotel is located 4 miles from the Aberdeen Proving Grounds and boasts free Wi-Fi access and rooms with fully equipped kitchens.
  • Parking

Okay 7 Reviews 5.7

from $70.00 Show details »

Springhill Suites Baltimore White Marsh/Middle River in Middle River, USA

Springhill Suites Baltimore White Marsh/...

Hotel in Middle River near Chestertown, Maryland , 6110 Greenleigh Avenue
Featuring 3-star accommodation, Springhill Suites Baltimore White Marsh/Middle River is located in Middle River, 22 km from Towson University and 23 k...
  • Parking

Very good 239 Reviews 8.2

from $139.00 Show details »

Wingate by Wyndham Bel Air I-95 Exit 77A - APG Area in Edgewood, USA

Wingate by Wyndham Bel Air I-95 Exit 77A...

Hotel in Edgewood near Chestertown, Maryland , 1807 Edgewood Rd.
This non-smoking hotel is located near Interstate 95, MD 24 and US Hwy 40 providing our guests with quick and easy access to Baltimore as well as Aber...
  • Parking
  • Fitness centre
  • Indoor pool
  • Swimming pool
  • Swimming Pool

Okay 302 Reviews 5.9

from $52.97 Show details »

Americas Best Value Inn Edgewood, MD in Edgewood, USA

Americas Best Value Inn Edgewood, MD

Hotel in Edgewood near Chestertown, Maryland , 1709 Edgewood Road
Located directly off Interstate 95 in Edgewood, Maryland, this hotel boasts an on-site restaurant.
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool
  • Internet facilities

Poor 129 Reviews 3.7

from $65.45 Show details »

TownePlace Suites by Marriott Edgewood Aberdeen in Belcamp, USA

TownePlace Suites by Marriott Edgewood A...

Hotel in Belcamp near Chestertown, Maryland , 1357 Belcamp Road
TownePlace Suites by Marriott Edgewood Aberdeen is set in Belcamp, within 41 km of Fells Point and 41 km of Harbor East Marina.

Very good 19 Reviews 8.5

from $140.00 Show details »

Red Roof Inn Edgewood in Edgewood, USA

Red Roof Inn Edgewood

Motel in Edgewood near Chestertown, Maryland , 2116 Emmorton Park Rd
Featuring 2-star accommodation, Red Roof Inn Edgewood is situated in Edgewood, 34 km from Clifton Park and 35 km from Towson University.
  • Parking
  • Pets allowed

Pleasant 233 Reviews 7.0

from $78.99 Show details »

Hilton Garden Inn Bel Air, Md in Bel Air, USA

Hilton Garden Inn Bel Air, Md

Hotel in Bel Air near Chestertown, Maryland , 4160 Philadelphia Road
Boasting a terrace and a bar, Hilton Garden Inn Bel Air, Md is situated in Bel Air, 39 km from Clifton Park and 40 km from Towson University.
  • Restaurant
  • Bar
  • Fitness centre
  • Breakfast in the room
  • Indoor pool

Fabulous 90 Reviews 8.7

from $169.08 Show details »

Extended Stay America Suites - Baltimore - Bel Air - Aberdeen in Riverside, USA

Extended Stay America Suites - Baltimore...

Hotel in Riverside near Chestertown, Maryland , 1361 James Way
This Extended Stay America - Baltimore - Bel Air - Aberdeen is located in Bel Air and especially designed for longer stays, with all rooms featuring a...
  • Parking
  • Pets allowed
  • Family rooms

Pleasant 158 Reviews 7.0

from $96.89 Show details »

Country Inn & Suites by Radisson, Bel Air-Aberdeen, MD in Bel Air, USA

Country Inn & Suites by Radisson, Bel Ai...

Hotel in Bel Air near Chestertown, Maryland , 1435 Handlir Drive
Located off of Interstate 95, this Country Inn & Suites in Bel Air, Maryland is 8.5 km from the Aberdeen town centre.
  • Parking
  • Restaurant
  • Fitness centre
  • Family rooms
  • Allergy-free room

Very good 382 Reviews 8.3

from $105.95 Show details »

Homewood Suites by Hilton Bel Air in Riverside, USA

Homewood Suites by Hilton Bel Air

Hotel in Riverside near Chestertown, Maryland , 4170 Philadelphia Road
This Bel Air Holiday Inn is just off I-95 and 25 miles from downtown Baltimore.
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Swimming pool

Good 74 Reviews 7.9

from $160.64 Show details »

La Quinta Inn & Suites Bel Air in Bel Air, USA

La Quinta Inn & Suites Bel Air

Hotel in Bel Air near Chestertown, Maryland , 2112B Emmorton Park Rd
Located off of Interstate 95, this Edgewood La Quinta Inn is 15 miles from the Havre de Grace Maritime Museum and serves a continental breakfast daily...
  • Parking
  • Pets allowed

Good 560 Reviews 7.6

from $67.00 Show details »

Quality Inn & Suites Bel Air I-95 Exit 77A in Bel Air, USA

Quality Inn & Suites Bel Air I-95 Exit 7...

Hotel in Bel Air near Chestertown, Maryland , 2112 A Emmorton Park Rd
Set in Bel Air, 34 km from Clifton Park, Quality Inn & Suites Bel Air I-95 Exit 77A offers accommodation with free WiFi and free private parking.
  • Parking
  • Refrigerator
  • Microwave
  • Heating
  • Shower

Pleasant 470 Reviews 7.0

from $75.08 Show details »

Candlewood Suites Aberdeen-Bel Air, an IHG Hotel in Riverside, USA

Candlewood Suites Aberdeen-Bel Air, an I...

Hotel in Riverside near Chestertown, Maryland , 4216 Philadelphia Road
This Bel Air hotel offers all-suite accommodations with a kitchenette and free Wi-Fi.
  • Parking
  • Pets allowed
  • Fitness centre
  • Family rooms
  • Outdoor pool

Good 151 Reviews 7.4

from $89.00 Show details »

SpringHill Suites Edgewood Aberdeen in Bel Air, USA

SpringHill Suites Edgewood Aberdeen

Hotel in Bel Air near Chestertown, Maryland , 1420 Handlir Drive
Located alongside Interstate 95 and just outside of quant Riverside, Springhill Suites Edgewood has an indoor pool area and onsite fitness facilities.
  • Parking
  • Fitness centre
  • Pay-per-view channels
  • Air conditioning
  • Hairdryer

Very good 49 Reviews 8.1

from $152.00 Show details »

Hampton Inn & Suites Aberdeen/APG South in Edgewood, USA

Hampton Inn & Suites Aberdeen/APG South

Hotel in Edgewood near Chestertown, Maryland , 2110 Emmorton Park Road
This modern hotel features flat-screen TV’s and plush bedding with granite counter tops in the bathrooms.
  • Fitness centre
  • Family rooms
  • Tea/Coffee maker
  • Telephone
  • Air conditioning

Fabulous 324 Reviews 8.6

from $128.14 Show details »

Number of Hotels in Chestertown 244
Number of guest ratings 374
Average price per night $164.97
Lowest price per night $52.97
Highest price per night $1.109.33

Most popular Hotels in Chestertown

The most popular Hotels in Chestertown based on average guest rating (Top 10).

Cheapest Hotels in Chestertown

The cheapest Hotels in Chestertown based on room rate per night (Top 10).

Most booked Hotels in Chestertown

The most booked Hotels in Chestertown based on popularity with guests (Top 10).

How to find the best hotel in Chestertown (Maryland)

Finding the best hotel in Chestertown depends on your individual needs and preferences. First, consider your budget. Deciding how much you are willing to spend can help you narrow down your search and avoid overspending. Keep in mind that higher prices may not always equate to better quality or value.

Next, think about the location. Do you want to stay in the heart of Chestertown, or would you prefer a quieter area outside of town? Consider factors like proximity to attractions, transportation, and safety when choosing a location.

After that, consider the type of hotel you want to stay in. Do you prefer a boutique hotel with personalized service, or a large chain hotel with more amenities? Think about whats most important to you, whether it is a pool, a gym, or a great restaurant.

It is also important to read reviews from other travelers to get an idea of the hotels reputation. Look for comments about cleanliness, service, and overall experience to get a better sense of what to expect.

Don't be afraid to contact the hotel directly with any questions or concerns. A good hotel should be happy to answer your questions and make your stay as comfortable as possible.

Hotels in Chestertown - which one to choose?

One of the most common types of hotels in Chestertown and surrounding region are budget or economy hotels, who offer affordable accommodation for travelers on a tight budget, and extended-stay hotels, which are designed for guests who need to stay for an extended period of time, such as business travelers or those relocating to a new city.

Another popular type of hotel is the boutique hotel. These hotels are smaller in size and typically feature unique and personalized decor and amenities, often designed to appeal to a specific target market or theme. Boutique hotels in Chestertown are often independently owned and operated, and they are known for their distinctive character and personalized service.

If you want the carefree package maybe the luxury hotel in Chestertown ist the right choice for you. These hotels are known for their high-end amenities and exceptional service, and are often located in prime locations such as city centers or scenic destinations. Luxury hotels typically feature upscale restaurants, fitness centers, spas, and other lavish facilities, and they are designed to cater to guests who are seeking a luxurious and indulgent experience.

Resort hotels are another common type of accommodation, particularly in tropical and beach destinations. These hotels offer a wide range of amenities, including pools, spas, restaurants, and outdoor activities such as water sports and golf. They are designed to provide guests with a complete vacation experience, with everything they need to relax and have fun in one location.

Accommodation data and pictures provided by Booking.com