Photo by Patricia Knorr

Find 3 Star Hotels in Chester, MD from AED 244

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Check availability on Chester 3 Star Hotels

Tonight
1 Dec - 2 Dec
Tomorrow
2 Dec - 3 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Compare Chester 3 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1910)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
Historic Inns of Annapolis
Egyptian cotton sheets, premium bedding, pillowtop beds, desk
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3.0 star property
Edgewater
8.8 out of 10, Excellent, (959)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is AED 305
AED 348 total
includes taxes & fees
21 Dec - 22 Dec
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

3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1015)
"Wonderful country inn!"
United States
Jennifer
The price is AED 306
AED 348 total
includes taxes & fees
21 Dec - 22 Dec
Country Inn & Suites by Radisson, Annapolis, MD
Indoor pool
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 star property
Annapolis
8.8 out of 10, Excellent, (1014)
"Clean, easy parking, nice staff but over priced breakfast"
United States
Gabrielle
The price is AED 394
AED 449 total
includes taxes & fees
7 Dec - 8 Dec
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

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1013)
"Clean room, great staff, great breakfast "
United States
Susanne
The price is AED 267
AED 305 total
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Annapolis Downtown
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
Grasonville
9.4 out of 10, Exceptional, (668)
"My favorite hotel "
United States
Jen
The price is AED 426
AED 473 total
includes taxes & fees
3 Dec - 4 Dec
Hyatt Place Kent Narrows & Marina
Terrace/patio
The Tidewater Inn

The Tidewater Inn

3.0 star property
Easton
8.8 out of 10, Excellent, (839)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is AED 621
AED 683 total
includes taxes & fees
29 Dec - 30 Dec
The Tidewater Inn
Free daily self-serve breakfast
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1004)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
The price is AED 372
AED 424 total
includes taxes & fees
8 Dec - 9 Dec
SpringHill Suites by Marriott Annapolis
Exterior
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1003)
"Wonderful stay. "
United States
Angela
The price is AED 356
AED 406 total
includes taxes & fees
7 Dec - 8 Dec
Courtyard by Marriott Annapolis
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

3.0 star property
Annapolis
8.2 out of 10, Very Good, (1001)
"I had a lovely stay."
United States
Kalynn
The price is AED 238
AED 271 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Annapolis
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1008)
"Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay"
United States
Roberta
The price is AED 438
AED 486 total
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Kent Island Marina
Property amenity
Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
Annapolis
9.0 out of 10, Wonderful, (160)
"Beautiful and very modern, breakfast was great"
United States
Dominic
The price is AED 433
AED 494 total
includes taxes & fees
7 Dec - 8 Dec
Fairfield Inn & Suites By Marriott Annapolis
Exterior
TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis

3.0 star property
Annapolis
9.4 out of 10, Exceptional, (44)
"Pet friendly."
United States
Sam
The price is AED 340
AED 388 total
includes taxes & fees
29 Dec - 30 Dec
TownePlace Suites by Marriott Annapolis
Exterior
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
9.4 out of 10, Exceptional, (358)
"Yes. room was spotless and staff was awesome!"
United States
Frank
The price is AED 441
AED 485 total
includes taxes & fees
2 Dec - 3 Dec
Knapps Narrows Marina & Inn
Free daily buffet breakfast
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 AED 482
AED 530 total
includes taxes & fees
1 Jan - 2 January 2026
Holiday Inn Express Easton by IHG
Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (127)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is AED 396
AED 566 total
includes taxes & fees
7 Dec - 8 Dec
Kent Island Resort
Outdoor banquet area
The Tilghman Island Inn

The Tilghman Island Inn

3.5 star property
Tilghman
9.6 out of 10, Exceptional, (119)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is AED 735
AED 808 total
includes taxes & fees
4 Dec - 5 Dec
The Tilghman Island Inn
Property amenity
Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis

3.0 star property
Annapolis
9.0 out of 10, Wonderful, (54)
"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 AED 465
AED 530 total
includes taxes & fees
14 Dec - 15 Dec
Residence Inn By Marriott Annapolis
Front of property
Flag House Inn

Flag House Inn

3.5 star property
Historic District
9.4 out of 10, Exceptional, (81)
"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 AED 672
AED 766 total
includes taxes & fees
2 Dec - 3 Dec
Flag House Inn
Exterior
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 AED 562
AED 618 total
includes taxes & fees
1 Jan - 2 January 2026
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 AED 214 per night from Dec 21 to Dec 22
AED 214
AED 244 total
21 Dec - 22 Dec
includes taxes & fees
8.6/10 Excellent! (1,027 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

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"Evening bar staff was exceptional, as was the crew at the check-in desk. Excellent recommendations for places to eat. This hotel is within walking distance of everything we wanted to see and do. So much history here, cool stores, venues, and not far from the bay."
Jan Michael 2-night trip
Posted 1 day ago
Hilton Garden Inn Annapolis Downtown

Frequently asked questions

What are the best 3-star hotels in Chester?
Recharge your batteries in comfortable surroundings at Kent Island Resort. Situated roughly 5 kilometers west of downtown Chester, this 3-star hotel comes highly recommended by travelers.
How much does it cost to stay in a 3-star hotel in Chester?
Try Expedia's filters to find an affordable 3-star hotel for your upcoming Chester getaway. Simply set your ideal budget with our handy pricing tool. You can also choose your amenities, preferred neighborhood and lots more.

  • Search for the lowest price per night right now from AED 244

What is the difference between a 4-star and 3-star hotel in Chester?
Relaxation is easy in 3-star hotels in Chester. On top of comfortable surroundings, these more cost-effective lodgings come with an array of welcome amenities like complimentary WiFi, coffee and tea maker and on-site gym. A 4-star hotel offers a more sophisticated experience with upmarket features such as an on-site spa, outdoor or indoor pool and spacious rooms. Regardless of your desired hotel category or how much you want to spend, we have the right option for you.

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