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
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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.
A spacious indoor area with brick walls, multiple tables and chairs, and string lights.
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
Jennifer
NT$2,756
NT$4,242 total
includes taxes & fees
Nov 9 - Nov 10
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 gym with exercise equipment, weight racks, and a large mirror.
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
NT$2,359
NT$2,725 total
includes taxes & fees
Nov 2 - Nov 3
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 with a prominent sign, multiple parking spaces, and a covered entrance.
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
NT$2,562
NT$2,870 total
includes taxes & fees
Oct 25 - Oct 26
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 dining area with tables and chairs, a television mounted on the wall, and a patterned carpet.

4. Fairfield Inn & Suites by Marriott White Marsh

Fairfield Inn & Suites by Marriott White Marsh
Nottingham
United States
Angel
NT$3,735
NT$4,314 total
includes taxes & fees
Oct 26 - Oct 27
Fairfield Inn & Suites by Marriott White Marsh
An indoor swimming pool with clear water, a changing room, and exercise equipment.
A living room with a fireplace, a television mounted above it, and a coffee table with decorative items.
An outdoor patio area with wicker furniture and a small table, surrounded by brick buildings and a well-maintained garden.
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
Tina
NT$3,271
NT$3,778 total
includes taxes & fees
Oct 22 - Oct 23
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, a sofa, a coffee table, and bookshelves.
A living room with a fireplace, bookshelves, a sofa, and a coffee table.

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

Country Inn & Suites by Radisson, Baltimore North, MD
Rossville
United States
Malcolm
NT$2,869
NT$3,313 total
includes taxes & fees
Nov 16 - Nov 17
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 Fairfield by Marriott hotel with a modern design, featuring a covered entrance and multiple floors.
A modern living room with a stone fireplace, wooden ceiling, and a large TV mounted above it.

7. Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
Middletown
NT$3,856
NT$4,281 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Middletown
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 modern lounge area with a green sofa, red ottomans, a wooden bench, and a wooden table.
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
NT$3,271
NT$3,778 total
includes taxes & fees
Nov 1 - Nov 2
Home2 Suites by Hilton 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.
An indoor swimming pool with clear water, surrounded by lounge chairs and a sunbed.
A breakfast area with a chalkboard displaying breakfast items, a sign for hot breakfast items, and a bakery section with pastries.

9. Hampton Inn Baltimore Bayview Campus

Hampton Inn Baltimore Bayview Campus
Pulaski Industrial Area
United States
Ellyn
NT$4,126
NT$4,848 total
includes taxes & fees
Nov 1 - Nov 2
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 vending area with two beverage dispensers, a wall-mounted display of personal care items, and shelves stocked with snacks and beverages.
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
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 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.
A hotel lobby with a reception desk, seating area, and a decorative wall.

11. Garner Hotel Glen Burnie BWI Airport Area by IHG

Garner Hotel Glen Burnie BWI Airport Area by IHG
Glen Burnie
United States
gendell
NT$2,366
NT$2,697 total
includes taxes & fees
Nov 15 - Nov 16
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 dual-monitor workstation with two chairs, a desktop computer, and framed artwork on the wall.
A gym with treadmills, elliptical machines, and a weight machine.
A hotel room with two beds, a desk with a television, a chair, and a window with curtains.

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

Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Bel Air
United States
Vanessa
NT$2,887
NT$3,234 total
includes taxes & fees
Nov 1 - Nov 2
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 waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.
An outdoor event area with round tables and a view of the water.
A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

13. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Joseph
NT$4,890
NT$5,428 total
includes taxes & fees
Oct 26 - Oct 27
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 reception desk with a dark wood finish, a small potted plant, and a welcome mat.
A modern living room with a flat-screen TV, a desk with drawers, a sofa, and a coffee table.

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
NT$2,024
NT$2,267 total
includes taxes & fees
Oct 25 - Oct 26
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.
An indoor swimming pool with clear depth markers, lounge chairs, and umbrellas.
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.
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
Kenley
NT$3,162
NT$3,542 total
includes taxes & fees
Nov 1 - Nov 2
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 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.
A campfire in a stone fire pit by a lakeside at sunset.

16. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
Chestertown
United States
Sandra
NT$3,474
NT$3,972 total
includes taxes & fees
Oct 25 - Oct 26
The Lodge at Great Oak Landing
A patio with outdoor seating, overlooking a marina with boats.
A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.
An indoor swimming pool with clear views of boats and water.
A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

17. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
United States
Charles
NT$4,722
NT$5,241 total
includes taxes & fees
Oct 26 - Oct 27
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
Alifa
NT$4,054
NT$4,763 total
includes taxes & fees
Nov 8 - Nov 9
Courtyard by Marriott Baltimore Downtown/McHenry Row
An outdoor patio area with wicker furniture, a fire pit, and umbrellas.
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.
A modern living room with a stone accent wall, a flat-screen TV, and a dining area with wooden furniture.

19. Fairfield Inn & Suites by Marriott Aberdeen

Fairfield Inn & Suites by Marriott Aberdeen
Aberdeen
United States
Courtney
NT$3,586
NT$4,017 total
includes taxes & fees
Oct 18 - Oct 19
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.
An outdoor seating area with wicker furniture and potted plants.

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
NT$4,784
NT$6,426 total
includes taxes & fees
Nov 1 - Nov 2
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
NT$7,180
NT$8,185 total
Nov 1 - Nov 2
includes taxes & fees
8.8/10 Excellent! (1,000 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
NT$6,929
NT$8,516 total
Nov 15 - Nov 16
includes taxes & fees
9.4/10 Exceptional! (503 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 harbor.

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

Country Inn & Suites by Radisson, Baltimore North, MD

Country Inn & Suites by Radisson, Baltimore North, MD

8/10 Good
"Our stay was quite un eventful and very restful with the following exception; I had checked the wrong date on the arrival and called Expedia to correct it which they said they would do, then beyond that my brother in law passed away and we had to leave a day early, which the hotel was very understanding and only charged for the nights we stayed. BUT Expedia has not refunded any of the excessive charges for either of the two nights involved. They sent a letter saying the hotel would not accept refunding the two nights, which is completely not true as I have a copy of the bill from the hotel and it only covers the two nights we actually spent. At this time I can never trust Expedia again to book anything!"
Steve 3-night trip
Posted 4 days ago
Country Inn & Suites by Radisson, Baltimore North, MD

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 personalize your search based on what you want to spend per night.
  • Search for the lowest price per night right now from NT$8,185
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 accommodations 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 center, free WiFi and meeting rooms at this property type.

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