A boat docked at a pier during twilight with a city skyline in the background.

Chester 3 Stars Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chester 3 Star Hotels

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Chester 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 marina with multiple boats docked during sunset.
An aerial view of a coastal town with a marina, houses, and a bridge in the background.
A spacious indoor area with brick walls, multiple tables and chairs, and string lights.

1. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
United States
Ashley
HK$834
HK$1,219 total
includes taxes & fees
18 Oct - 19 Oct
Historic Inns of Annapolis
An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.
A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.
A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.
A multi-story hotel with a brick facade, large windows, and an American flag.

2. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
United States
Cynthia
HK$863
HK$984 total
includes taxes & fees
4 Oct - 5 Oct
Crowne Plaza Annapolis by IHG
A modern lobby with a seating area, a fireplace, and a bookshelf.
A restaurant with a yellow cushioned bench, wooden tables, and chairs.
A modern bar area with a long counter, bar stools, and shelves stocked with various bottles.
A hotel room with two beds, a desk with a computer, a TV, and a large window with a view of trees.

3. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
Annapolis
United Kingdom
petra
HK$963
HK$1,098 total
includes taxes & fees
28 Oct - 29 Oct
Hilton Garden Inn Annapolis Downtown
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.
A modern lobby with a reception desk, seating area, and a patterned rug.
A gym with treadmills, weight machines, and dumbbells.
A patio area with a stone fire pit, outdoor furniture, and a covered seating area.

4. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
United States
Philip
HK$714
HK$814 total
includes taxes & fees
28 Oct - 29 Oct
Sonesta ES Suites Annapolis
A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.
A modern Courtyard by Marriott hotel with a well-lit entrance, landscaped garden, and a clear sky.
An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.
Bar (on property)

5. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
Annapolis
United States
Jim
HK$891
HK$1,015 total
includes taxes & fees
7 Oct - 8 Oct
Courtyard by Marriott Annapolis
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.
A hotel pool area with two pools, chairs, and a sunshade.
A hotel reception area with a reception desk, a television, and seating area.
A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".

6. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
United States
Lisa
HK$1,012
HK$1,154 total
includes taxes & fees
19 Oct - 20 Oct
SpringHill Suites by Marriott Annapolis
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.
A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.
A swimming pool with a tiled edge, wooden chairs, and tables around it.
A spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.

7. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
United States
Leslie
HK$747
HK$851 total
includes taxes & fees
20 Oct - 21 Oct
Country Inn & Suites by Radisson, Annapolis, MD
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.
A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.
An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".
A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

8. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
HK$1,483
HK$1,631 total
includes taxes & fees
27 Oct - 28 Oct
The Tidewater Inn
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.
Marina

9. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Karen
HK$1,192
HK$1,324 total
includes taxes & fees
25 Oct - 26 Oct
Hyatt Place Kent Narrows & Marina
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.
A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A reception area with two reception desks, a wall-mounted sign reading "Holiday Inn Express," and a telephone on the right side.

10. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
Easton
United States
Emily
HK$1,051
HK$1,156 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express Easton by IHG
A modern lobby with a reception desk, seating area, and potted plants.
A Hilton Garden Inn with a large building and a smaller entrance building.
A modern hotel lobby with a sectional sofa, ottomans, round tables, potted plants, and a large window.
A modern bar area with a wooden counter, bar stools, and a wine display.

11. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
United States
Glenn
HK$794
HK$905 total
includes taxes & fees
12 Oct - 13 Oct
Hilton Garden Inn Annapolis
A patio with outdoor seating, overlooking a marina with boats.
A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.
A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.
An indoor swimming pool with clear views of boats and water.

12. 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
12 Oct - 13 Oct
Hilton Garden Inn Kent Island Marina
An outdoor patio with tables, chairs, and a fire feature.
A modern living room with a fireplace, a sofa, and a coffee table.
A modern lounge area with a sofa, round tables, and chairs, featuring geometric wall decor and large windows.
A modern dining area with multiple tables and chairs, large windows with a view of greenery, and decorative wall mirrors.

13. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
Annapolis
United States
Imola
HK$1,059
HK$1,207 total
includes taxes & fees
27 Oct - 28 Oct
Fairfield Inn & Suites By Marriott Annapolis
A circular fire pit surrounded by outdoor seating with a brick wall and a multi-story building in the background.
A compact hotel room with a kitchenette, a desk with two chairs, a sofa, and a bed.
A modern kitchen with a white countertop, stainless steel appliances, and wooden cabinets.
A reception desk with a 'HELLO' sign and 'Annapolis' text, wooden paneling, and hanging pendant lights.

14. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
Annapolis
United States
Nkusu Lauren
HK$973
HK$1,109 total
includes taxes & fees
28 Oct - 29 Oct
TownePlace Suites by Marriott Annapolis
A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.
A hotel with a covered entrance, multiple floors, and a parking lot.
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.
A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

15. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
United States
Amanda
HK$1,060
HK$1,166 total
includes taxes & fees
4 Oct - 5 Oct
Fairfield Inn & Suites by Marriott Easton
An outdoor patio with tables, chairs, and a fire feature.
A modern dining area with wooden tables and leather chairs, large windows with a view of greenery, and decorative wall mirrors.
A modern lounge area with a sofa, round tables, and chairs, featuring geometric wall decor and large windows.
A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

16. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
Annapolis
United States
Francis
HK$1,192
HK$1,359 total
includes taxes & fees
27 Oct - 28 Oct
Residence Inn By Marriott Annapolis
A lakeside view with sailboats, grassy areas, and white Adirondack chairs.
A waterfront bar with outdoor seating, a view of the water, and American flags.
A bottle of Merlot wine and two glasses on a wooden tray by a window overlooking a lake.
A large, two-story house with a balcony, situated on a grassy lawn with autumn leaves, near a body of water.

17. Sandaway Suites & Beach

Sandaway Suites & Beach
Oxford
United States
Amber
HK$2,353
HK$2,589 total
includes taxes & fees
7 Oct - 8 Oct
Sandaway Suites & Beach
An outdoor seating area with tables and chairs, overlooking a body of water and greenery.
A modern lounge area with a fireplace, seating, and a view of the outdoors.
A large building with a swimming pool, dock, and green surroundings.
A waterfront property with a dock, a sailboat, and a building with a red roof.

18. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
William
HK$1,451
HK$1,596 total
includes taxes & fees
1 Oct - 2 Oct
The Tilghman Island Inn
A large, two-story barn-style building with a covered front porch and a garage.
A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.
A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.
A large, two-story white house with a porch and multiple windows.

19. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
HK$1,138
HK$1,527 total
includes taxes & fees
28 Oct - 29 Oct
Kent Island Resort
A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.
A sailboat docked at a waterfront with buildings in the background.
A dining room with a fireplace, wooden chairs, a chandelier, and framed artwork on the walls.
A neatly made bed with white bedding, a striped pillow, and a vase with white flowers on a bedside table.

20. Flag House Inn

Flag House Inn
Historic District
United States
Nathan
HK$1,783
HK$2,032 total
includes taxes & fees
4 Oct - 5 Oct
Flag House Inn
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Chester.
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD
HK$705
HK$804 total
4 Oct - 5 Oct
includes taxes & fees
DoubleTree by Hilton Hotel Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

126 West St Annapolis MD
HK$1,151
HK$1,313 total
26 Oct - 27 Oct
includes taxes & fees
9.4/10 Exceptional! (1,014 reviews)
Graduate by Hilton Annapolis
The Westin Annapolis

The Westin Annapolis

100 Westgate Cir Annapolis MD
HK$1,561
HK$1,780 total
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
The Westin Annapolis
Still don't see what you're looking for?
See all properties in Chester.
You can also use these popular filters to refine your search.
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 Chester

Chester awaits: its island views, sunny weather, golf and more!

See all hotels in Chester
A boat docked at a pier during twilight with a city skyline in the background.
Photo by Patricia Knorr

Top Chester Hotel Reviews

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"Best spot at Kent Narrows."
Karen 1-night trip
Posted 5 hours ago
Hyatt Place Kent Narrows & Marina
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"The staff were super friendly."
Jim 1-night trip
Posted 1 day ago
Courtyard by Marriott Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"We stayed in the 2 bedroom and there was plenty of room. Loved that each bedroom had a bathroom. It felt more lime staying in an apartment having your own entrance. Not having to worry about breakfast was a plus, really liked that it was included. The staff was very helpful. We did use the exercise room that was small but good enough for a quick workout to start the day. We would most definitely stay again."
kelly 2-night trip
Posted 2 days ago
Sonesta ES Suites Annapolis

Frequently asked questions

What are the best 3-star hotels in Chester?
Kent Island Resort is a preferred pick for travellers in Chester. This 3-star hotel is roughly 5 kilometres west of the downtown area.
How much does it cost to stay in a 3-star hotel in Chester?
Take advantage of Expedia's sort and search filters to secure a reasonably priced 3-star hotel for your upcoming Chester getaway. Just set your ideal budget with our easy-to-use pricing tool. You can also choose your amenities, favourite neighbourhood and more.
  • Search for the lowest price per night right now from HK$804
What is the difference between a 4-star and 3-star hotel in Chester?
Relaxation is easy in 3-star hotels in Chester. In addition to pleasant surroundings, these more affordable properties include a variety of welcome amenities like WiFi, in-room coffee maker and a gym. A 4-star hotel offers a more sophisticated experience with upgraded features such as a day spa, indoor or outdoor pool and spacious rooms. No matter your preferred hotel category or budget, Expedia has what you're searching for.

Explore a world of travel with Expedia