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Find 3 Star Hotels in Chester, MD from $104

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

Exterior
Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
10.0 out of 10, Exceptional, (1)
"New and modern hotel with All the amenities including an electric charging plug for electric vehicles."
The price is $144
$164 total
includes taxes & fees
May 27 - May 28
Fairfield Inn & Suites By Marriott Annapolis
Porch
Hummingbird Inn
3.5 star property
10.0 out of 10, Exceptional, (63)
"Wonderful stay at this cozy B&B. Proprietors are kind and helpful, and make an amazing breakfast. Rooms are bright and spacious with all the necessary amenities. Looking forward to visiting again during summer months. "
The price is $313
$344 total
includes taxes & fees
May 26 - May 27
Hummingbird Inn
Lake
Inn at Huntingfield Creek
3.5 star property
10.0 out of 10, Exceptional, (44)
"Lovely property with wonderful owners and staff, including three very welcoming dogs. We had a perfect weekend getaway."
The price is $230
$255 total
includes taxes & fees
May 22 - May 23
Inn at Huntingfield Creek
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Garden View Double Queen First Level - Not Dog Friendly | View from room
The Tilghman Island Inn
3.5 star property
9.8 out of 10, Exceptional, (51)
"Lovely place! "
The price is $265
$292 total
includes taxes & fees
May 22 - May 23
The Tilghman Island Inn
Chesapeake Suite | Frette Italian sheets, premium bedding, memory foam beds, free minibar
Flag House Inn
3.5 star property
9.8 out of 10, Exceptional, (48)
"Very close to downtown!"
The price is $299
$341 total
includes taxes & fees
May 26 - May 27
Flag House Inn
Beach nearby
Inn at Horn Point
3.0 star property
9.6 out of 10, Exceptional, (18)
"I booked the trip to celebrate an anniversary weekend away with my husband. The property came up through a Yelp review so I checked it out. I was impressed with the location, the detail to cleanliness, and the commitment to the environment. Once I booked the room, the innkeepers were very helpful in offering things to do and places to eat, as well as offering to help make our anniversary stay more memorable. Once we arrived, Cory took the time to greet us as we came in and share some of the...
The price is $351
$400 total
includes taxes & fees
May 28 - May 29
Inn at Horn Point
Terrace/patio
Hyatt Place Kent Narrows & Marina
3.0 star property
9.4 out of 10, Exceptional, (309)
"Thanks "
The price is $173
$192 total
includes taxes & fees
May 28 - May 29
Hyatt Place Kent Narrows & Marina
Street view
The Oxford Inn
3.0 star property
9.4 out of 10, Exceptional, (222)
"the dining is SUPERB"
The price is $175
$193 total
includes taxes & fees
May 22 - May 23
The Oxford Inn
Exterior
Knapps Narrows Marina & Inn
3.0 star property
9.4 out of 10, Exceptional, (307)
"Excellent Inn and Marina. Perfect for boaters and people fishing the area. It’s also a nice place outside of St Michaels. The two main restaurants in the area need attention. The breakfast restaurant on the island “Two if by Sea” is excellent!"
The price is $180
$198 total
includes taxes & fees
May 24 - May 25
Knapps Narrows Marina & Inn
Aerial view
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (68)
"Quiet and beautiful. The staff was very professional and friendly. I felt like I was home. Looking forward to my next visit!!!"
The price is $308
$384 total
includes taxes & fees
Jun 2 - Jun 3
Kent Island Resort
Ecotours
Sandaway Suites & Beach
3.0 star property
9.2 out of 10, Wonderful, (115)
"I took a solo trip and picked the perfect spot. This family owned inn is great for a family trip, a romantic getaway, or for a quiet escape by yourself. The owners are such a welcoming family and made me feel very like VIP. I will be going back and recommend Sandaway to anyone looking for that getaway in the Eastern Shore. Thank you Gibson Family for a wonderful experience!"
The price is $230
$253 total
includes taxes & fees
May 22 - May 23
Sandaway Suites & Beach
Porch
Parsonage Inn
3.5 star property
9.2 out of 10, Wonderful, (119)
"The owners were great hosts"
The price is $230
$253 total
includes taxes & fees
May 22 - May 23
Parsonage Inn
Exterior
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1609)
"Quiet, clean, staff were nice. Close to USNA"
The price is $144
$187 total
includes taxes & fees
May 28 - May 29
Historic Inns of Annapolis
Indoor pool
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Breakfast was very limited "
The price is $104
$119 total
includes taxes & fees
Jun 17 - Jun 18
Country Inn & Suites by Radisson, Annapolis, MD
Exterior
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Beautiful , updated , modern and very clean. I like the space and the thoughtfulness that they brought into the rooms, they had a couple of plates, plastic forks and spoons in the microwavez Very quiet, comfy beds and good amount of parking spaces even on a busy weekend. Good distance to the town center, downtown and shopping area and very close to restaurants and fast food places, breakfast was pretty good as well. I would come back and stay here again. Thank you and keep it up. "
The price is $139
$158 total
includes taxes & fees
May 26 - May 27
SpringHill Suites by Marriott Annapolis
In-room safe, desk, blackout drapes, iron/ironing board
Holiday Inn Express Easton, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (520)
"It was nice"
The price is $129
$142 total
includes taxes & fees
May 26 - May 27
Holiday Inn Express Easton, an IHG Hotel
Terrace/patio
Hilton Garden Inn Kent Island
3.0 star property
9.0 out of 10, Wonderful, (771)
"Great location and friendly staff."
The price is $169
$188 total
includes taxes & fees
May 28 - May 29
Hilton Garden Inn Kent Island
View from property
Laurel Grove Inn on the South
3.5 star property
9.0 out of 10, Wonderful, (505)
"It was a short stay. We are local and wanted a nice place to stay while we were having noisy plumbing repairs done at home. Tiffany, the inn keeper, Was very accommodating for my elderly wheelchair-bound mother. Views of the river were beautiful. I look forward to coming sometime when I can stay and perhaps kayak the river."
The price is $185
$211 total
includes taxes & fees
Jun 16 - Jun 17
Laurel Grove Inn on the South
Outdoor pool
Black Walnut Point Inn
3.5 star property
9.0 out of 10, Wonderful, (53)
"Wife and I stayed 3 days for 41st anniversary. Bob and Tracy are wonderful hosts. "
The price is $178
$196 total
includes taxes & fees
May 22 - May 23
Black Walnut Point Inn
Pool
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1001)
"Very convenient to shopping and dining options "
The price is $111
$127 total
includes taxes & fees
May 26 - May 27
Crowne Plaza Annapolis, an IHG Hotel

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 3-star hotels. See all 4-star hotels in Chester.
Graduate Annapolis

Graduate Annapolis

126 West St, Annapolis, MD
The price is $212 per night from Jun 2 to Jun 3
$212
$242 total
includes taxes & fees
Jun 2 - Jun 3
9.2/10 Wonderful! (1,054 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.

Three Star Hotel Guide for Chester

There’s a reason the top 3 star hotels in Chester, 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 Chester, 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 Chester for the most elegant experience, or grab a low rate on one of the cheap 3 star hotels in Chester 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 Chester 3 star hotels offer a fantastic home base for any type of vacation.

Frequently asked questions

What are the best 3-star hotels in Chester?
Recharge your batteries in comfortable surroundings at Kent Island Resort. Situated roughly 3 mi 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 $118

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.
What is the difference between a 3-star hotel and a motel in Chester?
A motel is a good option if you’re gearing up to travel around Chester. These escapes are usually found near major roads and airports, offer ample parking and come with basic services and amenities. Spend your stay at a 3-star hotel and you’ll be more centrally located. With a wider range of rooms and more amenities such as a gym, lobby and conference rooms, you can expect to pay more for hotel accommodations.
Do any 3-star hotels in Chester have a pool?
Get your bathing suit ready at Kent Island Resort. Offering a pool and other handy amenities, it’s one of our leading 3-star Chester getaways.
Do any 3-star hotels in Chester have WiFi?
Planning your Chester activities is simple thanks to the WiFi at Kent Island Resort. Jump online at this 3-star hotel and you can easily research local restaurants, bars and tourist attractions.
What 3-star hotels in Chester have parking?
Have a look at Kent Island Resort. This 3-star option in Chester comes with a space for your vehicle, so you won’t have to deal with the worry of looking for parking. Escape from the city for a day and explore different places. White House and Washington Monument are just two of the amazing sights that are easy to get to by car from Chester.

Recent reviews of Chester hotels
Expedia verified reviews

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

5/5 Excellent
"All was good for our stay. There is a charge for parking which I did not see indicated on the website before booking. "
A verified traveler stayed at Hilton Garden Inn Annapolis
Posted 2 days ago
Hilton Garden Inn Annapolis