Compare and book 2 Star hotels in Chester, Maryland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chester 2 Star Hotels

Our top choices for Chester 2-star hotels

Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,002 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is 2.430.063 ₫
2.697.370 ₫ total
includes taxes & fees
25 Mar - 26 Mar
Best Western Kent Narrows Inn
Lobby

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (218 reviews)
"Hotel was clean staff was friendly"
United States
Kim
The price is 2.313.344 ₫
2.767.076 ₫ total
includes taxes & fees
23 Mar - 24 Mar
Candlewood Suites Annapolis by IHG
Exterior

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1,000 reviews)
"Great hotel cool staff "
United States
Calvert
The price is 2.435.583 ₫
2.776.564 ₫ total
includes taxes & fees
23 Mar - 24 Mar
Hampton Inn & Suites Annapolis
Reception

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
The price is 2.939.288 ₫
3.233.217 ₫ total
includes taxes & fees
31 Mar - 1 Apr
St Michaels Inn
Lobby

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,002 reviews)
"Nice friendly staff, clean room and lobby"
United States
Joi
The price is 2.865.392 ₫
3.151.931 ₫ total
includes taxes & fees
25 Mar - 26 Mar
Best Western Plus Easton Inn & Suites
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (422 reviews)
"Absolutely beautiful and pristine! "
United States
Colleen
The price is 4.471.589 ₫
5.497.084 ₫ total
includes taxes & fees
25 Mar - 26 Mar
The Wildset
Exterior

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, (972 reviews)
"Room was very clean, hotel staff was friendly and helpful!"
United States
Heather
The price is 2.891.680 ₫
3.209.765 ₫ total
includes taxes & fees
25 Mar - 26 Mar
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (849 reviews)
"Friendly helpful staff"
United States
Irene
The price is 2.065.602 ₫
2.272.162 ₫ total
includes taxes & fees
8 Apr - 9 Apr
Quality Inn
Room, 1 King Bed, Non Smoking (Whirlpool) | In-room safe, desk, laptop workspace, blackout curtains

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
The price is 2.893.000 ₫
3.298.020 ₫ total
includes taxes & fees
22 Mar - 23 Mar
Holiday Inn Express & Suites Annapolis by IHG
Dining

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
"Great hospitality and breakfast was good…"
United States
Martha
The price is 2.224.980 ₫
2.536.478 ₫ total
includes taxes & fees
22 Mar - 23 Mar
Best Western Annapolis
Lobby

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (882 reviews)
"Staff was friendly and helpful and allowed me to check in early"
United States
Chad
The price is 2.457.665 ₫
2.728.009 ₫ total
includes taxes & fees
22 Mar - 23 Mar
Quality Inn Grasonville near Kent Island
Bar (on property)

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (478 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
The price is 3.998.405 ₫
4.558.339 ₫ total
includes taxes & fees
23 Mar - 24 Mar
Anchored Inn at Hidden Harbour Marina
Bar (on property)

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (560 reviews)
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
The price is 3.506.819 ₫
3.857.501 ₫ total
includes taxes & fees
26 Mar - 27 Mar
Hampton Inn Easton
Superior Room, 1 King Bed, Accessible, Non Smoking (Roll-In Shower) | Bathroom | Towels

Red Roof Inn Annapolis

Red Roof Inn Annapolis
2.0 star property
Annapolis
7.2 out of 10, Good, (425 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
The price is 2.129.065 ₫
2.427.171 ₫ total
includes taxes & fees
23 Mar - 24 Mar
Red Roof Inn Annapolis
Exterior

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (93 reviews)
"We were"
United States
Guevara
The price is 3.075.266 ₫
4.539.993 ₫ total
includes taxes & fees
2 Apr - 3 Apr
Wylder Tilghman Island
Desk, free WiFi, bed sheets

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
The price is 2.011.687 ₫
2.212.856 ₫ total
includes taxes & fees
19 Apr - 20 Apr
Econo Lodge Easton Route 50
Exterior

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
134 Prince - Luxury Boutique Hotel
Bar (on property)

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
The price is 7.755.870 ₫
8.841.692 ₫ total
includes taxes & fees
22 Mar - 23 Mar
86 State Circle - Luxury Boutique Hotel
Fridge, microwave

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
Miscellaneous

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
The price is 4.865.500 ₫
5.400.706 ₫ total
includes taxes & fees
19 Apr - 20 Apr
Haven Point Inn and Gallery
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Chester.
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD
The price is 2.891.680 ₫ per night from 24 Mar to 25 Mar
2.891.680 ₫
3.296.515 ₫ total
24 Mar - 25 Mar
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
Still don't see what you're looking for?
See all properties in Chester.
You can also use these popular filters to refine your search.
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 Chester

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

See all hotels in Chester
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