Find 3 Star Hotels in Chestertown, MD from $74

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Check availability on Chestertown 3 Star Hotels

Tonight
Nov 27 - Nov 28
Tomorrow
Nov 28 - Nov 29
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

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

Free daily buffet breakfast
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

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

3.0 star property
Rossville
7.0 out of 10, Good, (1073)
"Easy check in and out. "
United States
Andrew
$64 nightly
The price is $74
Dec 7 - Dec 8
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1905)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
$154 nightly
The price is $175
Dec 7 - Dec 8
Total with taxes and fees
Historic Inns of Annapolis
Exterior
Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh

3.0 star property
Nottingham
7.8 out of 10, Good, (1009)
"Good Location and friendly staff....."
United States
Sheldon
$88 nightly
The price is $101
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Baltimore/White Marsh
Studio Suite, 1 King Bed with Sofa bed, Non Smoking | Free WiFi, bed sheets
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

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

3.0 star property
Edgewood
8.2 out of 10, Very Good, (1004)
"Very good hotel for the price clean and comfortable "
Canada
Randy
$79 nightly
The price is $88
Nov 28 - Nov 29
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Exterior
Country Inn & Suites by Radisson, Baltimore North, MD

Country Inn & Suites by Radisson, Baltimore North, MD

3.0 star property
Rossville
7.2 out of 10, Good, (1004)
"The reason I booked this hotel was because it had a hot tub and pool. These were both closed for "the season" without notification. If I knew that, I would have booked elsewhere. Everything else was just ok."
Canada
Brian
$83 nightly
The price is $96
Dec 22 - Dec 23
Total with taxes and fees
Country Inn & Suites by Radisson, Baltimore North, MD
Exterior
Hampton Inn Baltimore Bayview Campus

Hampton Inn Baltimore Bayview Campus

3.5 star property
Pulaski Industrial Area
8.8 out of 10, Excellent, (1008)
"Great stay as always!"
United States
Eunice
$103 nightly
The price is $121
Dec 28 - Dec 29
Total with taxes and fees
Hampton Inn Baltimore Bayview Campus
Property amenity
Courtyard by Marriott Baltimore Downtown/McHenry Row

Courtyard by Marriott Baltimore Downtown/McHenry Row

3.0 star property
Locust Point
9.0 out of 10, Wonderful, (697)
"Parking was easy. The property is very nice and the personel very friendly."
United States
Katia
$110 nightly
The price is $129
Dec 22 - Dec 23
Total with taxes and fees
Courtyard by Marriott Baltimore Downtown/McHenry Row
Free daily buffet breakfast
Garner Hotel Glen Burnie BWI Airport Area by IHG

Garner Hotel Glen Burnie BWI Airport Area by IHG

3.0 star property
Glen Burnie
6.6 out of 10, (1003)
"The staff was very pleasant, check in was smooth and the room was clean and comfortable."
United States
Theresa
$71 nightly
The price is $81
Dec 7 - Dec 8
Total with taxes and fees
Garner Hotel Glen Burnie BWI Airport Area by IHG
Exterior
La Quinta Inn & Suites by Wyndham Aberdeen-APG

La Quinta Inn & Suites by Wyndham Aberdeen-APG

3.0 star property
Aberdeen
9.0 out of 10, Wonderful, (1013)
"The room was nice the bed comfy, the staff was friendly "
United States
Kenya
$93 nightly
The price is $104
Nov 29 - Nov 30
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Aberdeen-APG
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
Grasonville
9.4 out of 10, Exceptional, (664)
"My favorite hotel "
United States
Jen
$116 nightly
The price is $129
Nov 30 - Dec 1
Total with taxes and fees
Hyatt Place Kent Narrows & Marina
Reception
Residence Inn by Marriott Baltimore White Marsh

Residence Inn by Marriott Baltimore White Marsh

3.0 star property
Nottingham
8.4 out of 10, Very Good, (557)
"I was very pleased with the stay."
United States
Sandra
$110 nightly
The price is $127
Dec 14 - Dec 15
Total with taxes and fees
Residence Inn by Marriott Baltimore White Marsh
Lobby
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

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

3.0 star property
Bel Air
8.8 out of 10, Excellent, (1007)
"The room was very nice as well as the staff. The guy at the desk let us check in early which was super helpful for us! Would definitely recommend and come back to again! "
United States
Sara
$83 nightly
The price is $93
Dec 26 - Dec 27
Total with taxes and fees
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Outdoor dining
Home2 Suites by Hilton Baltimore/White Marsh

Home2 Suites by Hilton Baltimore/White Marsh

3.0 star property
Nottingham
8.0 out of 10, Very Good, (1006)
"Clean and staff was nice "
United States
Sarah
$95 nightly
The price is $110
Dec 21 - Dec 22
Total with taxes and fees
Home2 Suites by Hilton Baltimore/White Marsh
Reception
Hilton Garden Inn Bel Air

Hilton Garden Inn Bel Air

3.0 star property
Bel Air
9.2 out of 10, Wonderful, (225)
"Friendly staff, clean hotel "
United States
Kelly
$95 nightly
The price is $107
Dec 7 - Dec 8
Total with taxes and fees
Hilton Garden Inn Bel Air
View from room
The Inn at Henderson's Wharf, an Ascend Collection Hotel

The Inn at Henderson's Wharf, an Ascend Collection Hotel

3.0 star property
Fells Point
9.2 out of 10, Wonderful, (751)
"Really lovely stay- clean and very helpful staff! "
United States
Sean
$152 nightly
The price is $179
Dec 28 - Dec 29
Total with taxes and fees
The Inn at Henderson's Wharf, an Ascend Collection Hotel
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, (1003)
"Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay"
United States
Roberta
$119 nightly
The price is $132
Dec 4 - Dec 5
Total with taxes and fees
Hilton Garden Inn Kent Island Marina
Exterior
Holiday Inn Belcamp - Aberdeen Area by IHG

Holiday Inn Belcamp - Aberdeen Area by IHG

3.0 star property
Belcamp
8.4 out of 10, Very Good, (736)
"Room was very nice and clean, the pool was amazing, my grandchildren loved the stay very much , ill definitely use holiday inn again "
United States
Anna
$83 nightly
The price is $93
Dec 1 - Dec 2
Total with taxes and fees
Holiday Inn Belcamp - Aberdeen Area by IHG
Restaurant
Homewood Suites by Hilton Bel Air

Homewood Suites by Hilton Bel Air

3.0 star property
Bel Air
8.8 out of 10, Excellent, (432)
"We had a great stay here! The room was clean and the beds were very comfortable, even the pull out sofa. The breakfast buffet had a good number of options. All of the staff we encountered were so friendly and helpful. My kids enjoyed the pool, and the hot tub was the cleanest - I even went in! We would stay here again the next time we are in the area! "
United States
Holly
$95 nightly
The price is $107
Dec 7 - Dec 8
Total with taxes and fees
Homewood Suites by Hilton Bel Air
Terrace/patio
Home2 Suites by Hilton Baltimore / Aberdeen, MD

Home2 Suites by Hilton Baltimore / Aberdeen, MD

3.0 star property
Aberdeen
8.8 out of 10, Excellent, (336)
"The breakfast menu was okay but not great. The overall hotel was very nice and the staff were friendly."
United States
Gregory
$95 nightly
The price is $107
Dec 4 - Dec 5
Total with taxes and fees
Home2 Suites by Hilton Baltimore / Aberdeen, MD
Property amenity
SpringHill Suites by Marriott Edgewood/Aberdeen

SpringHill Suites by Marriott Edgewood/Aberdeen

3.0 star property
Bel Air
8.8 out of 10, Excellent, (361)
"Staff was very courteous "
United States
Tina
$110 nightly
The price is $123
Dec 5 - Dec 6
Total with taxes and fees
SpringHill Suites by Marriott Edgewood/Aberdeen
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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
$146 nightly
The price is $167 total per night from Dec 18 to Dec 19
$167 total
Dec 18 - Dec 19
Total with taxes and fees
8.8/10 Excellent! (876 reviews)
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PoolSpaHot tubBreakfast includedWaterpark
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
Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA

Top Chestertown Hotel Reviews

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

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

10/10 Excellent
"Hot water wasn’t hot enough "
Heidi 2-night trip
Posted 3 days ago
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

Find out more about Chestertown

Three Star Hotel Guide for Chestertown

There’s a reason the top 3 star hotels in Chestertown, Maryland are so incredibly popular: They combine comforting amenities and just-for-you service with some of the best rates and discounts the area has to offer. When you book a stay at a three star hotel in Chestertown, you’ll get access to perfect little perks like on-site restaurants and cocktail bars, well-appointed fitness centers, and spacious rooms.

Search for a cheap deal on a 3 star upscale hotel in Chestertown for the most elegant experience, or grab a low rate on one of the cheap 3 star hotels in Chestertown near the local attractions, if you want something a touch more unassuming. Whatever your traveling style, make sure to use the search tools at Expedia to track down prices, read more about amenities, and score a few local discounts.

From business trips to family getaways, the Chestertown 3 star hotels offer a fantastic home base for any type of vacation.

Frequently asked questions

How much does it cost to stay in a 3-star hotel in Chestertown?
Make use of Expedia's sort and search filters to find a good-value 3-star hotel for your upcoming Chestertown getaway. Just set your maximum rate with our handy pricing tool. You can also choose the amenities you'd like, desired neighborhood and a lot more.

  • Search for the lowest price per night right now from $167

What is the difference between a 4-star and 3-star hotel in Chestertown?
Book a stay at a 3-star hotel and you can expect comfortable and well-kept rooms and amenities such as free WiFi, gym equipment and coffee and tea facilities. These stays may also feature a restaurant and bar on-site. Elevate your Chestertown getaway by picking a 4-star hotel. With things like a day spa, round-the-clock room service and luxury toiletries, you'll experience a heightened sense of comfort.
What is the difference between a 3-star hotel and a motel in Chestertown?
One of the benefits of choosing a motel in or close to Chestertown is affordable rates. This means extra bucks in your pocket for activities and tours. Often set near highways and airport terminals, and with ample parking, this property type is popular among road trippers. When you check in to a 3-star hotel, you'll get more than just a cozy room to chill out in. You'll also usually have access to conveniences like business services and free WiFi.

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