Photo by Patricia Knorr

Find 2 Star Hotels in Chester, MD from $80

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Compare Chester 2 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

St Michaels Inn

2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1002)
"clean and comfy, friendly staff"
United States
Tamara
$108 nightly
The price is $119
Nov 30 - Dec 1
Total with taxes and fees
St Michaels Inn

Best Western Annapolis

2.5 star property
Annapolis
7.8 out of 10, Good, (1010)
"Clean room, nice staff and plenty of parking "
United States
Chauntese
$70 nightly
The price is $80
Nov 30 - Dec 1
Total with taxes and fees
Best Western Annapolis

Hampton Inn & Suites Annapolis

2.5 star property
Annapolis
8.2 out of 10, Very Good, (1009)
"I had a great experience at my stay at Hampton "
United States
Idris O
$86 nightly
The price is $98
Dec 4 - Dec 5
Total with taxes and fees
Hampton Inn & Suites Annapolis

Candlewood Suites Annapolis by IHG

2.5 star property
Annapolis
8.8 out of 10, Excellent, (169)
"Nice staff, clean room, comfortable bed. "
United States
Jayne
$79 nightly
The price is $90
Dec 20 - Dec 21
Total with taxes and fees
Candlewood Suites Annapolis by IHG

Best Western Kent Narrows Inn

2.5 star property
Grasonville
8.0 out of 10, Very Good, (1006)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
$92 nightly
The price is $102
Dec 8 - Dec 9
Total with taxes and fees
Best Western Kent Narrows Inn

Quality Inn

2.5 star property
Easton
7.6 out of 10, Good, (820)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
$81 nightly
The price is $89
Dec 14 - Dec 15
Total with taxes and fees
Quality Inn

Best Western Plus Easton Inn & Suites

2.5 star property
Easton
9.2 out of 10, Wonderful, (1002)
"Friendly check in and room was nice and updated "
United States
Gerald
$129 nightly
The price is $142
Nov 30 - Dec 1
Total with taxes and fees
Best Western Plus Easton Inn & Suites

Quality Inn

2.5 star property
Grasonville
7.8 out of 10, Good, (855)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
$85 nightly
The price is $94
Dec 14 - Dec 15
Total with taxes and fees
Quality Inn

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
9.2 out of 10, Wonderful, (925)
"nice, clean, up to date, budget friendly hotel"
United States
mike
$79 nightly
The price is $88
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG

Hampton Inn Easton

2.5 star property
Easton
9.0 out of 10, Wonderful, (550)
"Super pet friendly, fresh cookies, and very clean rooms. "
United States
Megan
$112 nightly
The price is $123
Dec 25 - Dec 26
Total with taxes and fees
Hampton Inn Easton

Village Inn Annapolis MD

2.0 star property
Annapolis
6.2 out of 10, (506)
"The room was very nice, clean and quiet. Great location"
United States
William
$75 nightly
The price is $86
Nov 28 - Nov 29
Total with taxes and fees
Village Inn Annapolis MD

Red Roof Inn Annapolis

2.0 star property
Annapolis
7.0 out of 10, Good, (406)
"Stayed one night. Did the job."
United States
Steven
$72 nightly
The price is $82
Nov 30 - Dec 1
Total with taxes and fees
Red Roof Inn Annapolis

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
Annapolis
8.2 out of 10, Very Good, (1002)
"Staff at front desk were incredibly friendly and helpful!"
United States
Nina
$75 nightly
The price is $86
Dec 19 - Dec 20
Total with taxes and fees
Holiday Inn Express & Suites Annapolis by IHG

Anchored Inn at Hidden Harbour Marina

2.5 star property
Deale
9.4 out of 10, Exceptional, (469)
"Overnight stay - all went as expected"
United States
William
$152 nightly
The price is $173
Dec 7 - Dec 8
Total with taxes and fees
Anchored Inn at Hidden Harbour Marina

The Wildset

2.5 star property
St. Michaels
9.8 out of 10, Exceptional, (406)
"The breakfast bar had the same thing every day. It was all very fresh and healthy. The staff was always great. They did a lot to make you feel comfortable and enjoy your stay. Everything was very clean. "
United States
Adriana
$219 nightly
The price is $241
Dec 2 - Dec 3
Total with taxes and fees
The Wildset

Fairfield Inn & Suites by Marriott Easton

2.5 star property
Easton
9.6 out of 10, Exceptional, (364)
"Great hotel, very clean & quiet. "
United States
Janet
$173 nightly
The price is $190
Dec 14 - Dec 15
Total with taxes and fees
Fairfield Inn & Suites by Marriott Easton

Econo Lodge Easton Route 50

2.5 star property
Easton
6.6 out of 10, (384)
"Staff was great"
United States
Andre
$81 nightly
The price is $89
Dec 4 - Dec 5
Total with taxes and fees
Econo Lodge Easton Route 50

134 Prince - Luxury Boutique Hotel

2.5 star property
Annapolis
9.8 out of 10, Exceptional, (30)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
United States
Ian
$203 nightly
The price is $232
Nov 30 - Dec 1
Total with taxes and fees
134 Prince - Luxury Boutique Hotel

Wylder Tilghman Island

2.0 star property
Tilghman
8.8 out of 10, Excellent, (89)
"Very relaxing stay."
United States
Anne
$161 nightly
The price is $177
Dec 2 - Dec 3
Total with taxes and fees
Wylder Tilghman Island

86 State Circle - Luxury Boutique Hotel

2.0 star property
Historic District
10.0 out of 10, Exceptional, (3)
"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."
Norway
Jo
$360 nightly
The price is $411
Nov 30 - Dec 1
Total with taxes and fees
86 State Circle - Luxury Boutique Hotel
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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!

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

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Chester Motel Guide

Planning a getaway with only a few bucks to spare? Expedia can help! With the inexpensive rates at the top motels in Chester, Maryland you can put together the vacation of your dreams without spending every penny of your yearly travel budget.

These smaller places are ideal if you need a home base that lets you easily explore the local sights; many of the best motels in Chester are located near major freeways and public transportation. Plus, when you book a cheap deal on a motel in Chester, you’ll find quiet rooms, complimentary toiletries, and comfortable sleeping areas, so you can unwind after a long day.

No matter which motel you choose, don't forget to use the travel tools at Expedia to search for local discounts, compare rates on the hottest motels, and plan your next vacation. You won't believe how budget-friendly an amazing getaway can be.

Also, feel free to check out the motels near me page to find the cheapest deals on motels near your current location.

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