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

Chestertown 2 Stars Hotels

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Check availability on Chestertown 2 Star Hotels

Tonight
Sep 13 - Sep 14
Tomorrow
Sep 14 - Sep 15
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Chestertown 2-star hotels

A hotel lobby with a dining area, seating, and a staircase leading to an upper level.
A hotel hallway with a carpeted floor, doors on both sides, and a sign indicating room number 530.
A hotel room with a desk, chair, sofa, and ottoman, a bathroom with a sink and mirror, and a patterned carpet.
A hotel dining area with a large marble table, multiple chairs, a patterned rug, and a kitchen in the background.

1. Hampton Inn Baltimore/Glen Burnie

Hampton Inn Baltimore/Glen Burnie
Glen Burnie
United States
Jennifer
NT$3,389
NT$3,864 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn Baltimore/Glen Burnie
A lobby with a central seating area featuring sofas and armchairs, a coffee table, and potted plants.
A hotel with a modern design, featuring a prominent 'Best Western Plus' sign, a parking area, and a flagpole with a flag.
A spacious lobby with a reception desk, seating areas, and large windows offering views of the outdoors.
A bar area with wooden bar counters, multiple stools, and framed pictures on the walls.

2. Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center
Medford
United States
Wendy
NT$3,520
NT$4,136 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Plus Hotel & Conference Center
A modern hotel lobby with a long dining table, several chairs, and a bar area.
A hotel room with a kitchenette, a large mirror, a window with curtains, a desk, and a chair.
A hotel reception area with a wooden reception desk, a coffee station, and framed pictures on the wall.
A hotel pool area with a clear pool, lounge chairs, and a seating area with tables and chairs.

3. Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South
Edgewood
United States
walter
NT$2,673
NT$2,993 total
includes taxes & fees
Sep 29 - Sep 30
Hampton Inn & Suites Edgewood/Aberdeen-South
A hotel lobby with multiple seating areas, a coffee station, and a kitchen in the background.
A vending machine with snacks and a drink dispenser.
A lobby with a beige carpet, a reception desk, and two beige armchairs.
A wedding ceremony in front of a large, classical building with steps leading up to the entrance.

4. Quality Inn & Suites Bel Air I-95 Exit 77A

Quality Inn & Suites Bel Air I-95 Exit 77A
Edgewood
United States
Nina
NT$1,959
NT$2,194 total
includes taxes & fees
Sep 28 - Sep 29
Quality Inn & Suites Bel Air I-95 Exit 77A
A spacious interior with a staircase, a chandelier, a stone wall, and a Day's Inn snack bar.
A rectangular pool with a tiled edge, surrounded by a white fence and a yellow umbrella.
A compact hotel room with a flat-screen TV, a microwave, a refrigerator, a yellow chair, a desk, and a lamp.
A modern building with a large arched entrance, a sign for a restaurant, and a parking lot in front.

5. Days Inn by Wyndham Aberdeen

Days Inn by Wyndham Aberdeen
Aberdeen
United States
Luis
NT$2,074
NT$2,323 total
includes taxes & fees
Sep 20 - Sep 21
Days Inn by Wyndham Aberdeen
A modern restaurant with high tables and chairs, a bar area, and a television screen displaying a news program.
A hotel room with two beds, a bathroom, and a seating area.
An outdoor patio with brick walls, green chairs, and a fire pit.
A modern lobby with a bar area, seating arrangements, and a television screen.

6. SpringHill Suites Baltimore White Marsh/Middle River

SpringHill Suites Baltimore White Marsh/Middle River
Middle River
United States
Jennifer
NT$3,389
NT$3,914 total
includes taxes & fees
Sep 17 - Sep 18
SpringHill Suites Baltimore White Marsh/Middle River
A Hampton Inn with a 'Welcome' sign under a covered entrance, surrounded by greenery.
A patio area with a fire pit, outdoor seating, and umbrellas providing shade.
A hotel room with a desk, chair, television, and a painting on the wall.
A hotel room with a wooden cabinet, a sink, a mirror, a chair, and a table.

7. Hampton Inn Baltimore/White Marsh

Hampton Inn Baltimore/White Marsh
Nottingham
United States
Cassie
NT$3,218
NT$3,716 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn Baltimore/White Marsh
A lobby with a reception desk, a clock, and a wall-mounted deer head.
A laundry room with a stainless steel refrigerator, two white LG washing machines, and a small shelf.
An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

8. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
United States
Joshua
NT$3,681
NT$4,086 total
includes taxes & fees
Sep 28 - Sep 29
Best Western Kent Narrows Inn
A modern breakfast area with labeled dispensers for yogurt, eggs, and milk, a coffee machine, and a chalkboard menu.
A modern hotel room with a bed, a desk, a chair, a TV, and a window with a geometric curtain.
A large indoor swimming pool with clear pool rules and a capacity sign, surrounded by windows and a tiled floor.
A snack and beverage vending area with a sign for the Express Shop.

9. Holiday Inn Express White Marsh by IHG

Holiday Inn Express White Marsh by IHG
Nottingham
United States
Kevin
NT$3,576
NT$4,130 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express White Marsh by IHG
A hotel entrance with a clear sky, a parking lot, and a brick building with a covered entrance.
A hotel room with a bed, two bedside lamps, a sofa, a small table, and a painting on the wall.
A hotel sign with a red background and white lettering, a parking lot, and a building with a brick facade.
A hotel room with a bed, a couch, a painting, and a window with curtains.

10. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
Chestertown
United States
Linda
NT$2,278
NT$2,529 total
includes taxes & fees
Sep 20 - Sep 21
Red Roof Inn & Suites Chestertown
A hotel lobby with a sofa, armchairs, a glass coffee table, and a dining area with chairs and tables.
A hotel lobby with a bar area, a staircase, and a kitchen in the background.
A hotel room with a sofa, armchairs, a glass coffee table, a side table with a lamp, a mirror, and a view of the outside through a door.
A lobby with a reception desk, seating area, and a television screen.

11. Americas Best Value Inn Edgewood

Americas Best Value Inn Edgewood
Edgewood
United States
Chiffon
NT$2,057
NT$2,303 total
includes taxes & fees
Sep 14 - Sep 15
Americas Best Value Inn Edgewood
A hotel lobby with a reception desk, seating area, and a fireplace.
A spacious dining area with multiple tables and chairs, large windows, and a modern ceiling design.
A hotel lobby with two blue armchairs, a round mirror, a framed picture of a building, and a table with a lamp.
A modern living room with a gray sofa, a wooden coffee table, and framed pictures on the wall.

12. Comfort Inn & Suites Aberdeen near APG

Comfort Inn & Suites Aberdeen near APG
Aberdeen
United States
Mitchell
NT$2,263
NT$2,535 total
includes taxes & fees
Sep 20 - Sep 21
Comfort Inn & Suites Aberdeen near APG
A modern dining area with a central island, multiple tables, and chairs. There are signs for 'RISP' and 'SILVER' on the wall, and an 'EXIT' sign above a door.
A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.
A modern lounge area with seating, a fireplace, and a television.
A hotel room with two beds, a desk, a TV, and a window with curtains.

13. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Amy
NT$3,290
NT$3,652 total
includes taxes & fees
Oct 4 - Oct 5
Comfort Inn & Suites Chestertown
A compact kitchen with a built-in microwave, a sink, and a refrigerator.
A multi-story building with a central entrance featuring a brick facade and a wooden gable structure.
A hotel room with two beds, a TV, and a window with blinds.
A modern living room with a sofa, coffee table, and decorative items.

14. WoodSpring Suites Baltimore White Marsh - Nottingham

WoodSpring Suites Baltimore White Marsh - Nottingham
Nottingham
United States
Billy
NT$2,658
NT$3,070 total
includes taxes & fees
Sep 14 - Sep 15
WoodSpring Suites Baltimore White Marsh - Nottingham
A modern building with a covered entrance, stone pillars, and a parking lot with cars.
A reception area with two reception desks, a glass partition, and a wall with geometric patterns.
A modern restaurant with booths and tables, a TV screen displaying AT&T, and a wooden ceiling.
A hotel lobby with a sofa, armchairs, a small table, a desk with a computer, and a TV.

15. Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG
Middletown
United States
John
NT$3,196
NT$3,548 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express & Suites Middletown by IHG
A hotel room with two beds, a nightstand with a lamp, and a wooden headboard.
A home gym with an elliptical, a treadmill, and a stationary bike.
A hotel reception desk with a blue wall featuring the Holiday Inn Express logo, a check-in/out sign, and a 'No Pets' sign.
An aerial view of a sports complex with multiple soccer fields, parking areas, and buildings.

16. Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG

Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
Edgewood
United States
Dalton
NT$2,785
NT$3,119 total
includes taxes & fees
Sep 29 - Sep 30
Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG
A hotel room with a sofa, armchairs, a TV, a bed, and a large window.
A spacious lobby with a staircase, a reception desk, and a dining area.
A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.
A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

17. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
United States
Faezeh
NT$3,164
NT$3,512 total
includes taxes & fees
Oct 5 - Oct 6
Quality Inn Grasonville near Kent Island
Two Adirondack chairs facing a calm body of water with a clear sky above.
A reception desk with a modern design, a digital display, and a check-in counter.
A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.
A modern food court with a central island, various food stations, and a yogurt display.

18. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
jayne
NT$3,607
NT$4,004 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Express Annapolis East-Kent Island by IHG
A hotel with a covered entrance, parking lot, and handicap-accessible parking.

19. Extended Stay America Suites Baltimore Glen Burnie

Extended Stay America Suites Baltimore Glen Burnie
Glen Burnie
United States
Kiema
NT$2,626
NT$2,994 total
includes taxes & fees
Sep 14 - Sep 15
Extended Stay America Suites Baltimore Glen Burnie
A restaurant with wooden tables and chairs, large windows, and a fireplace.
A hotel room with two beds, a wooden headboard, a nightstand with a phone, and a framed picture on the wall.
A bar area with a long counter, multiple TVs, and a variety of bottles.
A reception area with a stone counter, a blue door, and a wall-mounted TV.

20. Travelodge by Wyndham Aberdeen

Travelodge by Wyndham Aberdeen
Aberdeen
United States
Dameon
NT$1,954
NT$2,189 total
includes taxes & fees
Sep 20 - Sep 21
Travelodge by Wyndham Aberdeen
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Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Chestertown.
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

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

4 Philadelphia Ct Rosedale MD
NT$2,304
NT$2,661 total
Sep 27 - Sep 28
includes taxes & fees
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Historic Inns of Annapolis

Historic Inns of Annapolis

58 State Circle Annapolis MD
NT$3,129
NT$4,649 total
Oct 12 - Oct 13
includes taxes & fees
Historic Inns of Annapolis
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

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

2112b Emmorton Park Rd Edgewood MD
NT$2,500
NT$2,800 total
Sep 14 - Sep 15
includes taxes & fees
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
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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

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

8/10 Good
"Tv didn’t work and the place needs some updating, new carpet and some new mattresses, staff is great."
Joseph 1-night trip
Posted 7 days ago
Red Roof Inn & Suites Chestertown

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