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Find 3 Star Hotels in Chestertown, MD from $88

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

Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1863)
"Perfect location…terrific staff…spacious room with a king sized bed! "
$155 nightly
The price is $176
Oct 19 - Oct 20
Total with taxes and fees
Historic Inns of Annapolis
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Free daily buffet breakfast

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

3.0 star property
7.0 out of 10, Good, (1027)
"Had a nice stay "
$76 nightly
The price is $88
Oct 9 - Oct 10
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
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

3.0 star property
8.2 out of 10, Very Good, (1001)
"Our stay was very good enjoyed the continental breakfast and how close the hotel was to other amenities "
$80 nightly
The price is $89
Oct 5 - Oct 6
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Hilton Garden Inn Baltimore/White Marsh
Exterior

Hilton Garden Inn Baltimore/White Marsh

3.0 star property
7.8 out of 10, Good, (1027)
"Nice clean hotel with very friendly staff"
$102 nightly
The price is $117
Oct 2 - Oct 3
Total with taxes and fees
Hilton Garden Inn Baltimore/White Marsh
La Quinta Inn & Suites by Wyndham Aberdeen-APG
Exterior

La Quinta Inn & Suites by Wyndham Aberdeen-APG

3.0 star property
9.0 out of 10, Wonderful, (1016)
"Loved our stay! Will visit again soon!!! "
$90 nightly
The price is $101
Oct 8 - Oct 9
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Aberdeen-APG
Country Inn & Suites by Radisson, Baltimore North, MD
Exterior

Country Inn & Suites by Radisson, Baltimore North, MD

3.0 star property
7.2 out of 10, Good, (1000)
"I have been staying here for some time now and I've always been happy and every time I come in they always remember me very welcoming very helpful above and beyond service and always ask how the families doing how I'm doing it's like being home when you're away from home very happy with the place very clean rooms very nice affordable prices and staff does an amazing job working hard on keeping the place clean amazing breakfast rooms are always clean the whole place and the staff and give it a 10...
$99 nightly
The price is $115
Oct 2 - Oct 3
Total with taxes and fees
Country Inn & Suites by Radisson, Baltimore North, MD
Courtyard by Marriott Baltimore Downtown/McHenry Row
Property amenity

Courtyard by Marriott Baltimore Downtown/McHenry Row

3.0 star property
9.0 out of 10, Wonderful, (669)
"I liked that it was conveniently next to a grocery store. I also liked that the rooms were spacious and appeared to be soundproof. "
$134 nightly
The price is $158
Oct 19 - Oct 20
Total with taxes and fees
Courtyard by Marriott Baltimore Downtown/McHenry Row
Hampton Inn Baltimore Bayview Campus
Exterior

Hampton Inn Baltimore Bayview Campus

3.5 star property
9.0 out of 10, Wonderful, (1001)
"We’ve stayed here two times already and always enjoyed it! Clean rooms, friendly staff, free parking and many shopping options close by!"
$130 nightly
The price is $153
Oct 15 - Oct 16
Total with taxes and fees
Hampton Inn Baltimore Bayview Campus
Hyatt Place Kent Narrows & Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (633)
"Great location and rooms. Great place!"
$149 nightly
The price is $165
Oct 26 - Oct 27
Total with taxes and fees
Hyatt Place Kent Narrows & Marina
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Lobby

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

3.0 star property
8.8 out of 10, Excellent, (1016)
"We found the overall hotel and surrounding area very nice. "
$87 nightly
The price is $97
Oct 8 - Oct 9
Total with taxes and fees
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Home2 Suites by Hilton Baltimore/White Marsh
Outdoor dining

Home2 Suites by Hilton Baltimore/White Marsh

3.0 star property
8.0 out of 10, Very Good, (1009)
"Rooms are spacious and clean."
$110 nightly
The price is $127
Oct 21 - Oct 22
Total with taxes and fees
Home2 Suites by Hilton Baltimore/White Marsh
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Hotel was great, beautiful location near the water"
$158 nightly
The price is $175
Oct 16 - Oct 17
Total with taxes and fees
Hilton Garden Inn Kent Island Marina
Garner Hotel Glen Burnie BWI Airport Area by IHG
Free daily buffet breakfast

Garner Hotel Glen Burnie BWI Airport Area by IHG

3.0 star property
6.6 out of 10, (1001)
"Very clean and the staff were very friendly!"
$89 nightly
The price is $102
Oct 5 - Oct 6
Total with taxes and fees
Garner Hotel Glen Burnie BWI Airport Area by IHG
The Inn at Henderson's Wharf, an Ascend Collection Hotel
View from room

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

3.0 star property
9.2 out of 10, Wonderful, (733)
"Clean, convenient, personable staff."
$183 nightly
The price is $215
Oct 19 - Oct 20
Total with taxes and fees
The Inn at Henderson's Wharf, an Ascend Collection Hotel
Holiday Inn Belcamp - Aberdeen Area by IHG
Exterior

Holiday Inn Belcamp - Aberdeen Area by IHG

3.0 star property
8.4 out of 10, Very Good, (724)
"It was a good location. Workers are super friendly and attentive. "
$88 nightly
The price is $99
Oct 5 - Oct 6
Total with taxes and fees
Holiday Inn Belcamp - Aberdeen Area by IHG
Residence Inn by Marriott Baltimore White Marsh
Reception

Residence Inn by Marriott Baltimore White Marsh

3.0 star property
8.4 out of 10, Very Good, (546)
"I was very pleased with the stay."
$110 nightly
The price is $127
Oct 12 - Oct 13
Total with taxes and fees
Residence Inn by Marriott Baltimore White Marsh
Hilton Garden Inn Bel Air
Reception

Hilton Garden Inn Bel Air

3.0 star property
9.2 out of 10, Wonderful, (214)
"The staff was amazing"
$135 nightly
The price is $151
Oct 12 - Oct 13
Total with taxes and fees
Hilton Garden Inn Bel Air
Hilton Garden Inn Aberdeen
Exterior

Hilton Garden Inn Aberdeen

3.0 star property
8.6 out of 10, Excellent, (624)
"Close to restaurants, friendly staff, nice room, food was great"
$115 nightly
The price is $129
Oct 8 - Oct 9
Total with taxes and fees
Hilton Garden Inn Aberdeen
SpringHill Suites by Marriott Edgewood/Aberdeen
Property amenity

SpringHill Suites by Marriott Edgewood/Aberdeen

3.0 star property
8.8 out of 10, Excellent, (355)
"Location was great and staff very nice"
$134 nightly
The price is $150
Oct 12 - Oct 13
Total with taxes and fees
SpringHill Suites by Marriott Edgewood/Aberdeen
The Lodge at Great Oak Landing
Private beach nearby, sun loungers, beach volleyball

The Lodge at Great Oak Landing

3.5 star property
7.8 out of 10, Good, (70)
"Everything was perfect. The staff is super friendly, the room was clean and fresh. The beds were super comfy, the food is amazing and the chef was super nice!! Great friendly atmosphere. I’m definitely going back!!"
$132 nightly
The price is $147
Oct 6 - Oct 7
Total with taxes and fees
The Lodge at Great Oak Landing
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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
$220 nightly
The price is $251 total per night from Oct 19 to Oct 20
$251 total
Oct 19 - Oct 20
Total with taxes and fees
8.8/10 Excellent! (868 reviews)
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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
Somewhere over the rainbow... Terrific view on the plane back to the North.
Photo by Assya A
Open Photo by Assya A

Top Chestertown Hotel Reviews

Courtyard by Marriott Baltimore Downtown/McHenry Row

Courtyard by Marriott Baltimore Downtown/McHenry Row

10/10 Excellent
"Didn’t have made to order breakfast. They’re many shops nearby. Room was clean and fresh. "
Renee 3-night trip
Posted 1 day ago
Courtyard by Marriott Baltimore Downtown/McHenry Row

Find out more about Chestertown

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 $251

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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Explore a world of travel with Expedia