Find 2 Star Hotels in Chester, MD from $89

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Our top choices for Chester 2-star hotels

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,000 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
$99 nightly
The price is $110
Apr 19 - Apr 20
Total with taxes and fees
Best Western Kent Narrows Inn

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (227 reviews)
"Hotel was clean staff was friendly"
United States
Kim
$97 nightly
The price is $111
Apr 13 - Apr 14
Total with taxes and fees
Candlewood Suites Annapolis by IHG

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1,005 reviews)
"Great hotel cool staff "
United States
Calvert
$101 nightly
The price is $115
Apr 13 - Apr 14
Total with taxes and fees
Hampton Inn & Suites Annapolis

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,000 reviews)
" Great place,great location, was in town for St Michael Chocolate fest "
United States
Katherine
$126 nightly
The price is $138
Apr 12 - Apr 13
Total with taxes and fees
St Michaels Inn

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,001 reviews)
"Fresh breakfast with a good variety, friendly staff that gave me an upgrade, clean cozy hotel, safe well-lighted parking area"
United States
Irene
$109 nightly
The price is $120
Apr 9 - Apr 10
Total with taxes and fees
Best Western Plus Easton Inn & Suites

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (431 reviews)
"Best HOTEL EVER!!!"
United States
Ama
$239 nightly
The price is $263
Apr 9 - Apr 10
Total with taxes and fees
The Wildset

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (982 reviews)
"Very nice hotel, good breakfast selection, clean rooms."
United States
Linda
$116 nightly
The price is $129
Apr 20 - Apr 21
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (854 reviews)
"Room was clean and staff was friendly and helpful."
United States
Constantine
$81 nightly
The price is $89
Apr 15 - Apr 16
Total with taxes and fees
Quality Inn

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1,000 reviews)
"Everything was absolutely great there! Had an amazing stay"
United States
Jaran
$110 nightly
The price is $125
Apr 26 - Apr 27
Total with taxes and fees
Holiday Inn Express & Suites Annapolis by IHG

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
"Staff was great and recommended good food spots to try. First room we were in smelt like cigarettes, but we were able to switch to a different room. "
United States
Marischel Vhee
$84 nightly
The price is $95
Apr 12 - Apr 13
Total with taxes and fees
Best Western Annapolis

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (888 reviews)
"Staff was nice and room was clean "
United States
Lauren
$98 nightly
The price is $108
Apr 15 - Apr 16
Total with taxes and fees
Quality Inn Grasonville near Kent Island

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (479 reviews)
"The Anchored Inn at Hidden Harbour Marina is a small gem of a hotel in Deale, Maryland. The staff was incredibly kind and professional. We were there "off season" and enjoyed the quiet. The room was a little small, but the bed was very comfortable. We would stay at the Anchored Inn again in a heartbeat!"
United States
Katey
$152 nightly
The price is $173
Apr 9 - Apr 10
Total with taxes and fees
Anchored Inn at Hidden Harbour Marina

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (561 reviews)
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
$144 nightly
The price is $158
Apr 12 - Apr 13
Total with taxes and fees
Hampton Inn Easton

Red Roof Inn Annapolis

Red Roof Inn Annapolis
2.0 star property
Annapolis
7.2 out of 10, Good, (432 reviews)
"I am handicapped and requested a handicap room and they didn't give me one. They told me we're going to upgrade you to two queens instead which is no upgrade at all"
United States
Jamie
$78 nightly
The price is $89
Apr 12 - Apr 13
Total with taxes and fees
Red Roof Inn Annapolis

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (94 reviews)
"Very relaxing stay."
United States
Anne
$156 nightly
The price is $171
Apr 27 - Apr 28
Total with taxes and fees
Wylder Tilghman Island

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (389 reviews)
"The parking was good but l didn't do breakfast "
United States
Tammy
$81 nightly
The price is $89
Apr 15 - Apr 16
Total with taxes and fees
Econo Lodge Easton Route 50

134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
Annapolis
9.8 out of 10, Exceptional, (34 reviews)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
United States
Ian
$185 nightly
The price is $211
Apr 12 - Apr 13
Total with taxes and fees
134 Prince - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel
2.0 star property
Historic District
10.0 out of 10, Exceptional, (3 reviews)
"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."
Norway
Jo
$271 nightly
The price is $309
Apr 12 - Apr 13
Total with taxes and fees
86 State Circle - Luxury Boutique Hotel

Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
Annapolis
6.2 out of 10, (508 reviews)
"The room was very nice, clean and quiet. Great location"
United States
William
Village Inn Annapolis MD

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
$140 nightly
The price is $155
May 6 - May 7
Total with taxes and fees
Haven Point Inn and Gallery
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Learn more about Chester

Chester awaits: its island views, sunny weather, golf, and more!

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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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