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

Chestertown 3 Stars Hotels

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Check availability on Chestertown 3 Star Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Chestertown 3-star hotels

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.
An aerial view of a coastal town with a marina, houses, and a bridge in the background.
A marina with multiple boats docked during sunset.
A historic brick building with a red roof, multiple windows, and a central staircase.

1. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
United States
Shennetta
HK$834
HK$1,219 total
includes taxes & fees
12 Oct - 13 Oct
Historic Inns of Annapolis
A modern kitchen with a built-in coffee station, a toaster, and a variety of food items on display.
A reception area with two reception desks, a cityscape mural, and a clock on the wall.
A hotel room with two beds, a desk, a TV, a lamp, and a window with curtains.
A modern hotel lobby with a seating area, a reception desk, and a dining area.

2. La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Rossville
United States
Brandi
HK$552
HK$638 total
includes taxes & fees
27 Sept - 28 Sept
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
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.
A hotel lobby with a reception desk, seating area, and a large screen.
A wedding ceremony in front of a large, classical building with steps leading up to the entrance.
A hotel with a prominent sign, multiple parking spaces, and a covered entrance.

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

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Edgewood
United States
Jenri
HK$620
HK$694 total
includes taxes & fees
27 Sept - 28 Sept
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
A lobby with a reception desk, seating area, and a fireplace.
A hotel room with a large bed, a wooden headboard, a desk with a chair, and a patterned carpet.
A kitchenette with a microwave, refrigerator, and shelves stocked with snacks and beverages.
A hotel room with a seating area featuring green and purple chairs, a small white table, and a lamp. A framed artwork is on the wall, and there is a window with curtains.

4. Fairfield Inn & Suites by Marriott White Marsh

Fairfield Inn & Suites by Marriott White Marsh
Nottingham
United States
Mary
HK$793
HK$916 total
includes taxes & fees
27 Sept - 28 Sept
Fairfield Inn & Suites by Marriott White Marsh
An indoor swimming pool with clear water, a changing room, and exercise equipment.
An outdoor patio area with wicker furniture and a small table, surrounded by brick buildings and a well-maintained garden.
A spacious lobby with a fireplace, comfortable seating, and large windows.
A hotel entrance with a covered walkway, brick facade, and multiple windows.

5. Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh
Nottingham
United States
Genevieve
HK$765
HK$884 total
includes taxes & fees
30 Sept - 1 Oct
Hilton Garden Inn Baltimore/White Marsh
A Country Inn & Suites hotel with a covered entrance, multiple floors, and a brick facade.
An indoor swimming pool with clear glass walls, white lounge chairs, and a clock on the wall.
A living room with a fireplace, bookshelves, a sofa, and a coffee table.
A living room with a fireplace, a sofa, a coffee table, and bookshelves.

6. Country Inn & Suites by Radisson, Baltimore North, MD

Country Inn & Suites by Radisson, Baltimore North, MD
Rossville
United States
Christopher
HK$704
HK$813 total
includes taxes & fees
18 Oct - 19 Oct
Country Inn & Suites by Radisson, Baltimore North, MD
A modern building with a patio area featuring outdoor seating and a fire pit.
A modern living room with a stone accent wall, a flat-screen TV, a dining area with a table and chairs, and a sofa with cushions.
A modern living room with a stone fireplace, wooden ceiling, and a large TV mounted above it.
A Fairfield by Marriott hotel with a modern design, featuring a covered entrance and multiple floors.

7. Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
Middletown
United States
Sharon
HK$933
HK$1,036 total
includes taxes & fees
27 Sept - 28 Sept
Fairfield Inn & Suites by Marriott Middletown
An outdoor patio area with seating, a fire pit, and string lights.
A modern lounge area with a green sofa, red ottomans, a wooden bench, and a wooden table.
A multi-story hotel with a modern design, featuring a covered entrance and a parking area.
A breakfast bar with a 'Good Morning' sign, a 'Inspired Table' sign, and a 'Caution Hot' sign.

8. Home2 Suites by Hilton Baltimore/White Marsh

Home2 Suites by Hilton Baltimore/White Marsh
Nottingham
United States
Rhande
HK$894
HK$1,032 total
includes taxes & fees
18 Oct - 19 Oct
Home2 Suites by Hilton Baltimore/White Marsh
A hotel room with two beds, a desk with a television, a chair, and a microwave.
Two EV charging stations labeled 'EV INSTITUTE' with a sign indicating 'ELECTRIC VEHICLE CHARGING' nearby.
A Hampton Inn hotel with a modern facade, a welcoming entrance, and an American flag.
A conference room with rows of chairs, a whiteboard, a coffee station, and a painting on the wall.

9. Hampton Inn Baltimore Bayview Campus

Hampton Inn Baltimore Bayview Campus
Pulaski Industrial Area
United States
Katie
HK$1,021
HK$1,200 total
includes taxes & fees
4 Oct - 5 Oct
Hampton Inn Baltimore Bayview Campus
A hotel entrance with a clear sign reading "LA QUINTA".
A hotel lobby with multiple dining tables and chairs, a reception area with a counter and a television, and large windows with red curtains.
A hotel lobby with seating areas, a TV on the wall, and patterned curtains.
A modern hotel lobby with a reception desk, two computer workstations, a seating area, and a decorative vase on a table.

10. La Quinta Inn & Suites by Wyndham Aberdeen-APG

La Quinta Inn & Suites by Wyndham Aberdeen-APG
Aberdeen
United States
robin
HK$767
HK$859 total
includes taxes & fees
2 Oct - 3 Oct
La Quinta Inn & Suites by Wyndham Aberdeen-APG
A hotel lobby with a reception desk, seating area, and a television screen displaying an advertisement.
A hotel lobby with a reception desk, seating area, and a decorative wall.
A banquet hall with rows of tables, white chairs, and red drapery.
A hotel reception area with a counter displaying a coffee machine, a glass with a beverage, and a signboard advertising hotel amenities.

11. Garner Hotel Glen Burnie BWI Airport Area by IHG

Garner Hotel Glen Burnie BWI Airport Area by IHG
Glen Burnie
United States
gendell
HK$573
HK$653 total
includes taxes & fees
25 Oct - 26 Oct
Garner Hotel Glen Burnie BWI Airport Area by IHG
A spacious living area with a staircase, a fireplace, a sofa, and a dining area.
A Country Inn & Suites hotel with a brick facade, multiple windows, and a sign indicating the entrance.
A hotel room with two beds, a desk with a television, a chair, and a window with curtains.
A dual-monitor workstation with two chairs, a desktop computer, and framed artwork on the wall.

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

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Bel Air
United States
Vanessa
HK$722
HK$809 total
includes taxes & fees
25 Oct - 26 Oct
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.
An outdoor event area with round tables and a view of the water.

13. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Karen
HK$1,192
HK$1,323 total
includes taxes & fees
4 Oct - 5 Oct
Hyatt Place Kent Narrows & Marina
An indoor swimming pool with clear glass walls, a tiled floor, and a bench near the pool.
A hotel room with a living area, a desk with a computer, a bed, and a wardrobe.
A hotel room with a desk, chair, and a bed. There is a window with curtains, a lamp, and a mirror on the wall.
A reception desk with a dark wood finish, a small potted plant, and a welcome mat.

14. Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area

Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
Edgewood
United States
Bryon
HK$493
HK$553 total
includes taxes & fees
30 Sept - 1 Oct
Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
An outdoor patio with a stone fire pit, wicker furniture, and a view of the interior.
A multi-story hotel with a modern facade, featuring a prominent 'HOME 2' sign. The entrance is accessible via a covered walkway, and the building is equipped with large windows and a flagpole.
An indoor swimming pool with clear depth markers, lounge chairs, and umbrellas.
A modern restaurant with a bar area, seating, and a counter with a menu display.

15. Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD
Aberdeen
United States
Adam
HK$765
HK$857 total
includes taxes & fees
4 Oct - 5 Oct
Home2 Suites by Hilton Baltimore / Aberdeen, MD
A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.
A large brick building with a symmetrical facade, multiple chimneys, and a central entrance.
A campfire in a stone fire pit by a lakeside at sunset.
A marina with docked boats, a wooden walkway with railings, and a sign indicating 'D DOCK'.

16. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
Chestertown
United States
Jane
HK$847
HK$968 total
includes taxes & fees
27 Sept - 28 Sept
The Lodge at Great Oak Landing
A patio with outdoor seating, overlooking a marina with boats.
A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.
An indoor swimming pool with clear views of boats and water.
A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.

17. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
United States
roney
HK$1,151
HK$1,278 total
includes taxes & fees
5 Oct - 6 Oct
Hilton Garden Inn Kent Island Marina
A Courtyard by Marriott hotel with a modern facade, large windows, and a well-lit entrance area.
An outdoor patio with a fire feature, seating, and a view of the sky.
A modern hotel lobby with grey upholstered chairs, a round wooden table, and a flat-screen TV mounted on a wooden panel wall.
A modern bar area with a long counter, multiple stools, and a well-lit space with a wooden accent wall and a large window.

18. Courtyard by Marriott Baltimore Downtown/McHenry Row

Courtyard by Marriott Baltimore Downtown/McHenry Row
Locust Point
United States
Karen
HK$1,052
HK$1,236 total
includes taxes & fees
11 Oct - 12 Oct
Courtyard by Marriott Baltimore Downtown/McHenry Row
An outdoor patio area with wicker furniture, a fire pit, and umbrellas.
A modern reception area with a wooden reception desk, a digital screen, and a wall-mounted decorative piece.
A modern living room with a stone accent wall, a flat-screen TV, and a dining area with wooden furniture.
A modern hotel with a flat roof, multiple floors, and a prominent entrance.

19. Fairfield Inn & Suites by Marriott Aberdeen

Fairfield Inn & Suites by Marriott Aberdeen
Aberdeen
United States
Courtney
HK$904
HK$1,013 total
includes taxes & fees
28 Sept - 29 Sept
Fairfield Inn & Suites by Marriott Aberdeen
A large brick building with a waterfront view, a flag, and a dock with boats.
An outdoor seating area with wicker furniture and potted plants.
A large brick building with a courtyard and marina.
A spacious living area with leather sofas, a coffee table, and a TV mounted on the wall.

20. The Inn at Henderson's Wharf, an Ascend Collection Hotel

The Inn at Henderson's Wharf, an Ascend Collection Hotel
Fells Point
United States
Georges
HK$1,382
HK$1,820 total
includes taxes & fees
18 Oct - 19 Oct
The Inn at Henderson's Wharf, an Ascend Collection Hotel
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Chestertown.
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

80 Compromise St Annapolis MD
HK$1,993
HK$2,272 total
12 Oct - 13 Oct
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
Annapolis Waterfront Hotel, Autograph Collection
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

180 Pier One Road Stevensville MD
HK$1,500
HK$1,864 total
19 Oct - 20 Oct
includes taxes & fees
9.4/10 Exceptional! (495 reviews)
The Inn at Chesapeake Bay Beach Club
Hudson house

Hudson house

3037 Hudson St Baltimore MD
Get rates
7.6/10 Good! (5 reviews)
Hudson house
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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.

Learn more about Chestertown

Colonial charm meets Chesapeake Bay beauty in this historic waterfront town where 18th-century buildings house art galleries and boutiques. Rent kayaks to explore the Chester River or time your visit for the Downrigging Weekend Festival when tall ships transform the harbour.

See all hotels in Chestertown
A lakeside town with a marina, a bridge, and a mix of residential and commercial buildings.

Top Chestertown Hotel Reviews

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

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

8/10 Good
"room was clean, and the breakfast was as expected. The only bad thing was that treadmill in the gym was out of service, which I found disappointing."
Steven 1-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Fairfield Inn & Suites by Marriott White Marsh

Fairfield Inn & Suites by Marriott White Marsh

10/10 Excellent
"Large rooms, refrigerator and microwave, good breakfast. Plenty of parking."
Mary 1-night trip
Posted 3 days ago
Fairfield Inn & Suites by Marriott White Marsh
Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh

10/10 Excellent
"I arrived early for check in and the desk clerk worked hard to get me in my room early before I had to leave for an event. She was very on top of things and friendly. I waited in the lobby while the room was being prepared and it was clean and comfortable. Later when I returned, we had a drink at the bar and the service was once again, great, with a friendly bartender (who remembered me from another stay). I looks as if the rooms have been refreshed since my last stay - clean and well designed. I slept like a log on the very comfortable bed! Basically, it was the least problematic hotel stay I may have ever had."
Barbara 1-night trip
Posted 4 days ago
Hilton Garden Inn Baltimore/White Marsh

Frequently asked questions

How much does it cost to stay in a 3-star hotel in Chestertown?
Experience the ideal combination of comfort, affordability and quality at a 3-star hotel in Chestertown with our filter tools. Enter your travel dates and then personalise your search based on what you want to spend per night.
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What is the difference between a 4-star and 3-star hotel in Chestertown?
The big difference between a 3- and 4-star hotel in Chestertown is the level of service and availability of creature comforts. Three-star hotels are usually lower priced and offer the services and conveniences required to be comfy, such as WiFi, breakfast and a gym. You can expect a bit more at a 4-star hotel — think upmarket décor, luxury bathroom products and extras like spa centers.
What is the difference between a 3-star hotel and a motel in Chestertown?
Motels generally offer cheaper rates than hotels, which makes them excellent if you're touring around Chestertown on a budget. A sought-after option for overnight trips, these roadside accommodation come with simply furnished rooms, basic services and ample parking. Book a 3-star hotel and you can expect to pay extra for additional space, privacy and amenities. Guests can take advantage of things like a fitness centre, free WiFi and meeting rooms at this property type.

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