Photo by Patricia Knorr

Chester 3 Stars Hotels

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Check availability on Chester 3 Star Hotels

Tonight
Dec 21 - Dec 22
Tomorrow
Dec 22 - Dec 23
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4

Our top choices for Chester 3-star hotels

Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1904)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis
Egyptian cotton sheets, premium bedding, pillowtop beds, desk
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (965)
"Clean, spacious, quiet, convenient location. I’d stay there again. "
United States
Michael
The price is NT$2,872
NT$3,274 total
includes taxes & fees
Jan 11 - 2026/1/12
Sonesta ES Suites Annapolis
Hypo-allergenic bedding, desk, blackout drapes, iron/ironing board
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1005)
"Cookies and coffee at check in .excellent staff "
United States
Cheryl
The price is NT$3,131
NT$3,569 total
includes taxes & fees
Jan 11 - 2026/1/12
Country Inn & Suites by Radisson, Annapolis, MD
Indoor pool
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1004)
"Excellent from check in to check out, highly recommend!"
United States
Eric
The price is NT$3,314
NT$3,778 total
includes taxes & fees
Jan 3 - 2026/1/4
Crowne Plaza Annapolis by IHG
Suite, 1 Bedroom, Terrace | Living area | 42-inch LED TV with digital channels, TV
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Great value for stay with breakfast included "
United States
Aisling
The price is NT$2,821
NT$3,216 total
includes taxes & fees
Jan 4 - 2026/1/5
Hilton Garden Inn Annapolis Downtown
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (678)
"Great view, good ambiance all around"
United States
Dianne
The price is NT$3,472
NT$3,854 total
includes taxes & fees
Dec 28 - Dec 29
Hyatt Place Kent Narrows & Marina
Terrace/patio
The Tidewater Inn

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (842)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is NT$5,650
NT$6,215 total
includes taxes & fees
Jan 1 - 2026/1/2
The Tidewater Inn
Free daily self-serve breakfast
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1004)
"Great location and friendly staff. "
United States
Shana
The price is NT$3,193
NT$3,639 total
includes taxes & fees
Dec 28 - Dec 29
SpringHill Suites by Marriott Annapolis
Exterior
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1002)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is NT$2,651
NT$3,022 total
includes taxes & fees
Jan 5 - 2026/1/6
Courtyard by Marriott Annapolis
Hypo-allergenic bedding, down comforters, in-room safe, desk
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1001)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is NT$2,343
NT$2,672 total
includes taxes & fees
Jan 2 - 2026/1/3
Hilton Garden Inn Annapolis
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1002)
"Clean and friendly staff"
United States
Lisa
The price is NT$3,597
NT$3,993 total
includes taxes & fees
Dec 28 - Dec 29
Hilton Garden Inn Kent Island Marina
Property amenity
Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (167)
"Beautiful and very modern, breakfast was great"
United States
Dominic
The price is NT$3,472
NT$3,958 total
includes taxes & fees
Dec 25 - Dec 26
Fairfield Inn & Suites By Marriott Annapolis
Exterior
TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
3.0 star property
Annapolis
9.4 out of 10, Exceptional, (51)
"The staff was welcoming, the room was very clean and comfortable and tue pocation waa great."
United States
Karen
The price is NT$2,924
NT$3,334 total
includes taxes & fees
Jan 11 - 2026/1/12
TownePlace Suites by Marriott Annapolis
Exterior
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Tilghman
9.4 out of 10, Exceptional, (362)
"nice clean room staff very nice would stay again "
United States
mario
The price is NT$3,787
NT$4,166 total
includes taxes & fees
Dec 22 - Dec 23
Knapps Narrows Marina & Inn
Free daily buffet breakfast
Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (593)
"We only stayed one night but it was perfect. The room was very clean, the beds were comfortable, and the staff were very nice. "
United States
Nancy
The price is NT$4,229
NT$4,652 total
includes taxes & fees
Jan 6 - 2026/1/7
Holiday Inn Express Easton by IHG
Aerial view
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (129)
"Beautiful and peaceful property!"
United States
Jerry
The price is NT$4,508
NT$6,131 total
includes taxes & fees
Dec 24 - Dec 25
Kent Island Resort
Outdoor banquet area
The Tilghman Island Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (121)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is NT$6,470
NT$7,117 total
includes taxes & fees
Jan 18 - 2026/1/19
The Tilghman Island Inn
Property amenity
Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (55)
"had a great stay staff was fabulous room was perfect for our needs location was convenient to shopping and restaurants"
United States
karen c.
The price is NT$3,997
NT$4,557 total
includes taxes & fees
Dec 25 - Dec 26
Residence Inn By Marriott Annapolis
Front of property
Flag House Inn

Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.4 out of 10, Exceptional, (84)
"The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "
United States
Elizabeth
The price is NT$6,184
NT$7,050 total
includes taxes & fees
Dec 28 - Dec 29
Flag House Inn
Exterior
George Brooks House B&B

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is NT$5,366
NT$5,902 total
includes taxes & fees
Jan 1 - 2026/1/2
George Brooks House B&B
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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 Chester.
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD
The price is NT$2,355 per night from Jan 4 to Jan 5
NT$2,355
NT$2,685 total
Jan 4 - 2026/1/5
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
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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 Chester

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

See all hotels in Chester
Kent Narrows Maryland, USA, the narrows are just north of the Chesapeake bay and about an hour from Washington DC. Here the crabs are abundant and we had a great pick and peel crab dinner and Harrah's Crab house. Boats along this area go out each morning and pick the crabs out of the crab cages and get the catch of the day out in the Chesapeake bay . The Route 50 bridge is directly straight ahead, it the route into the Chesapeake bay bridge which is at least 3 miles long.
Photo by Patricia Knorr
Open Photo by Patricia Knorr

Top Chester Hotel Reviews

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

10/10 Excellent
"Decent stay. Decent rooms for the $$. Charging for parking when the property in not in downtown Annapolis and in the middle of a commercial office complex is a $$ grab. "
Michael 4-night trip
Posted 1 day ago
SpringHill Suites by Marriott Annapolis

Frequently asked questions

What are the best 3-star hotels in Chester?
Kent Island Resort is a preferred pick for travelers in Chester. This 3-star hotel is roughly 5 kilometers 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, favorite neighborhood and more.

  • Search for the lowest price per night right now from NT$2,685

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.

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