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

3 Stars Hotels in Chestertown, Maryland from CA $99

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Check availability on Chestertown 3 Star Hotels

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Chestertown 3-star hotels

A modern kitchen with a built-in coffee station, a toaster, and a variety of food items on display.
A modern hotel lobby with a seating area, a reception desk, and a dining area.
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.

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

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Rossville
United States
Brandi
CA $99
CA $114 total
includes taxes & fees
Sep 27 - Sep 28
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
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 spacious indoor area with brick walls, multiple tables and chairs, and string lights.

2. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
United States
Shennetta
CA $139
CA $206 total
includes taxes & fees
Oct 12 - Oct 13
Historic Inns of Annapolis
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 spacious lobby with a television, multiple seating options, a coffee station, and a large pillar.
A wedding ceremony in front of a large, classical building with steps leading up to the 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
CA $105
CA $117 total
includes taxes & fees
Sep 24 - Sep 25
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
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 restaurant with a long counter, multiple seating areas, and pendant lighting.
A Fairfield by Marriott hotel with a modern design, featuring a covered entrance and multiple floors.

4. Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
Middletown
United States
Sharon
CA $167
CA $185 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn & Suites by Marriott Middletown
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 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.
A hotel dining area with tables and chairs, a television mounted on the wall, and a patterned carpet.

5. Fairfield Inn & Suites by Marriott White Marsh

Fairfield Inn & Suites by Marriott White Marsh
Nottingham
United States
Mary
CA $142
CA $164 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn & Suites by Marriott White Marsh
An indoor swimming pool with clear water, a changing room, and exercise equipment.
A hotel entrance with a covered walkway, brick facade, and multiple windows.
An outdoor patio area with wicker furniture and a small table, surrounded by brick buildings and a well-maintained garden.
A living room with a fireplace, a television mounted above it, and a coffee table with decorative items.

6. Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh
Nottingham
United States
Genevieve
CA $137
CA $158 total
includes taxes & fees
Sep 30 - Oct 1
Hilton Garden Inn Baltimore/White Marsh
A hotel room with two beds, a desk with a television, a chair, and a microwave.
A conference room with rows of chairs, a whiteboard, a coffee station, and a painting on the wall.
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.

7. Hampton Inn Baltimore Bayview Campus

Hampton Inn Baltimore Bayview Campus
Pulaski Industrial Area
United States
Amy
CA $183
CA $215 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn Baltimore Bayview Campus
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 reception desk with a dark wood finish, a small potted plant, and a welcome mat.
A hotel room with a desk, chair, and a bed. There is a window with curtains, a lamp, and a mirror on the wall.

8. 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
CA $88
CA $99 total
includes taxes & fees
Sep 29 - Sep 30
Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
A hotel entrance with a clear sign reading "LA QUINTA".
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.
A vending area with two beverage dispensers, a wall-mounted display of personal care items, and shelves stocked with snacks and beverages.

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

La Quinta Inn & Suites by Wyndham Aberdeen-APG
Aberdeen
United States
robin
CA $137
CA $154 total
includes taxes & fees
Oct 4 - Oct 5
La Quinta Inn & Suites by Wyndham Aberdeen-APG
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.
An outdoor event area with round tables and a view of the water.
A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

10. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Karen
CA $213
CA $237 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Place Kent Narrows & Marina
A hotel lobby with a reception desk, seating area, and a television screen displaying an advertisement.
A hotel room with two beds, a desk, a TV, a lamp, and a window with curtains.
A hotel reception area with a counter displaying a coffee machine, a glass with a beverage, and a signboard advertising hotel amenities.
A banquet hall with rows of tables, white chairs, and red drapery.

11. Garner Hotel Glen Burnie BWI Airport Area by IHG

Garner Hotel Glen Burnie BWI Airport Area by IHG
Glen Burnie
United States
gendell
CA $107
CA $122 total
includes taxes & fees
Sep 27 - Sep 28
Garner Hotel Glen Burnie BWI Airport Area by IHG
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, a sofa, a coffee table, and bookshelves.
A living room with a fireplace, bookshelves, a sofa, and a coffee table.

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

Country Inn & Suites by Radisson, Baltimore North, MD
Rossville
United States
Christopher
CA $126
CA $145 total
includes taxes & fees
Oct 18 - Oct 19
Country Inn & Suites by Radisson, Baltimore North, MD
A Courtyard by Marriott hotel with a modern facade, large windows, and a well-lit entrance area.
A modern hotel lobby with grey upholstered chairs, a round wooden table, and a flat-screen TV mounted on a wooden panel wall.
An outdoor patio with a fire feature, seating, and a view of the sky.
A modern bar area with a long counter, multiple stools, and a well-lit space with a wooden accent wall and a large window.

13. Courtyard by Marriott Baltimore Downtown/McHenry Row

Courtyard by Marriott Baltimore Downtown/McHenry Row
Locust Point
United States
Karen
CA $188
CA $221 total
includes taxes & fees
Oct 11 - Oct 12
Courtyard by Marriott Baltimore Downtown/McHenry Row
An outdoor patio area with seating, a fire pit, and string lights.
A multi-story hotel with a modern design, featuring a covered entrance and a parking area.
A swimming pool with a tiled deck, red chairs, and a view of the outdoors.
A modern lounge area with a green sofa, red ottomans, a wooden bench, and a wooden table.

14. Home2 Suites by Hilton Baltimore/White Marsh

Home2 Suites by Hilton Baltimore/White Marsh
Nottingham
United States
Rhande
CA $160
CA $185 total
includes taxes & fees
Oct 18 - Oct 19
Home2 Suites by Hilton Baltimore/White Marsh
A spacious living area with a staircase, a fireplace, a sofa, and a dining area.
A dual-monitor workstation with two chairs, a desktop computer, and framed artwork on the wall.
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.

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

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Bel Air
United States
Vanessa
CA $128
CA $143 total
includes taxes & fees
Sep 27 - Sep 28
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
A patio with outdoor seating, overlooking a marina with boats.
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.
A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.

16. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
United States
roney
CA $206
CA $229 total
includes taxes & fees
Oct 5 - Oct 6
Hilton Garden Inn Kent Island Marina
A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.
A marina with docked boats, a wooden walkway with railings, and a sign indicating 'D DOCK'.
A spacious room with a large window, a seating area with a sofa and armchairs, a small table with a plant, and a display of various items including a mannequin and shelves with products.
A large brick building with a symmetrical facade, multiple chimneys, and a central entrance.

17. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
Chestertown
United States
Jane
CA $151
CA $173 total
includes taxes & fees
Sep 24 - Sep 25
The Lodge at Great Oak Landing
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 hotel with a flat roof, multiple floors, and a prominent entrance.
A restaurant interior with multiple tables and booths, wooden flooring, and artwork on the walls.

18. Fairfield Inn & Suites by Marriott Aberdeen

Fairfield Inn & Suites by Marriott Aberdeen
Aberdeen
United States
Courtney
CA $162
CA $181 total
includes taxes & fees
Sep 28 - Sep 29
Fairfield Inn & Suites by Marriott Aberdeen
A large brick building with a waterfront view, a flag, and a dock with boats.
A dining area with round tables set for a meal, featuring white tablecloths, chairs, and floral centerpieces.
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.

19. 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
CA $247
CA $326 total
includes taxes & fees
Oct 18 - Oct 19
The Inn at Henderson's Wharf, an Ascend Collection Hotel
A hotel room with a large bed, a sofa, a TV, and a wall-mounted artwork.
A modern hotel with a blue and white facade, a covered entrance, and a parking lot.
A pool area with chairs and a changing room.
An outdoor patio area with a sectional sofa, lounge chairs, and a round table.

20. SpringHill Suites by Marriott Edgewood/Aberdeen

SpringHill Suites by Marriott Edgewood/Aberdeen
Bel Air
United States
Bierca
CA $163
CA $182 total
includes taxes & fees
Oct 4 - Oct 5
SpringHill Suites by Marriott Edgewood/Aberdeen
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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
CA $336
CA $383 total
Sep 30 - Oct 1
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
CA $268
CA $334 total
Oct 19 - Oct 20
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

10/10 Excellent
"worth the price. aesthetically maybe a little “outdated” but it was clean. decent breakfast (scrambled eggs, sausage links, pancakes, cold cereal, coffee tea, juice, toast, yogurt) only complaint is parking but that’s not the hotels fault."
Charles 1-night trip
Posted 9 hours 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 1 day ago
Fairfield Inn & Suites by Marriott White Marsh
Country Inn & Suites by Radisson, Baltimore North, MD

Country Inn & Suites by Radisson, Baltimore North, MD

10/10 Excellent
"Great customer service at front desk,change my room to a suite due to smoke smell withoit any problem"
Francis A 2-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Baltimore North, MD
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 2 days ago
Hilton Garden Inn Baltimore/White Marsh
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

8/10 Good
"No free breakfast but the one I had to pay for was good"
Darlene 1-night trip
Posted 4 days ago
Hilton Garden Inn Kent Island Marina

Find out more about Chestertown

The top 3 Stars hotels in Chestertown, Chestertown may offer some of the best discounts and rates, but these properties are anything but average. Travelers love Chestertown 3 Stars hotels for their top quality services, just-like-home amenities, and wallet-friendly prices. You can even get access to fantastic perks like delectable restaurants, so-cool cocktail bars, and spacious fitness centres.

Use the travel tools at Expedia.ca to find a cheap deal on a 3 Stars upscale hotel in Chestertown for a first-class experience, or book an inexpensive rate on one of the cheap 3 Stars hotels in Chestertown neighbourhoods near the city’s best attractions. We’ll even help you find vacation packages to go with your three star hotel in Chestertown. From last-minute work trips to long-awaited family getaways, we offer all the essentials you need to enjoy your jaunt through Chestertown.

Frequently asked questions

How much does it cost to stay in a 3-star hotel in Chestertown?
To score a reasonably priced 3-star hotel in Chestertown, use Expedia's handy filter tool. Decide on your budget, pick your desired amenities and lots more. Additionally, you can arrange your search results so the least expensive options are shown first.
  • Search for the lowest price per night right now from CA $334
What is the difference between a 4-star and 3-star hotel in Chestertown?
Reserve a room at a 3-star hotel and you can look forward to clean and comfortable rooms and amenities such as complimentary WiFi, gym equipment and coffee and tea making facilities. These properties may also offer a bar and restaurant. Upgrade your Chestertown getaway by locking in a 4-star hotel. With things like a spa, round-the-clock room service and deluxe toiletries, you'll experience a heightened level of relaxation and comfort.
What is the difference between a 3-star hotel and a motel in Chestertown?
A motel is a good option if you're planning to tour around Chestertown. These getaways are usually located close to airports and highways, feature on-site parking and come with basic amenities and services. Spend your stay at a 3-star hotel and you'll be more centrally located. With a larger choice of rooms and welcome conveniences like a fitness centre, lobby and free WiFi, you can expect to pay extra for hotel lodgings.

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