Title: The Best 2 Star Hotels in Chester, MD from $84 | Expedia.com

[Chester Travel Guide](https://expedia.com/Chester.dx3000440455)[Hotels in Chester](https://expedia.com/Chester-Hotels.d3000440455.Travel-Guide-Hotels)[Vacation Rentals in Chester](https://expedia.com/Chester-Vacation-Rentals.d3000440455.Travel-Guide-VacationRentals)[Flights to Chester](https://expedia.com/Cheap-Flights-To-Chester.d3000440455.Travel-Guide-Flights)[Car Rentals in Chester](https://expedia.com/Car-Rentals-In-Chester.d3000440455.Car-Rental-Guide)[Chester Vacation Packages](https://expedia.com/Chester.d3000440455.Destination-Travel-Guides)

![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.](https://images.trvl-media.com/place/3000440455/ea96dd54-4b86-4885-83c9-585f6f8e1fb2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Patricia Knorr

![](https://images.trvl-media.com/place/3000440455/ea96dd54-4b86-4885-83c9-585f6f8e1fb2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Chester 2 Star Hotels

Tonight

[Feb 17 - Feb 18](https://www.expedia.com/Hotel-Search?regionId=3000440455&startDate=2026-02-17&endDate=2026-02-18&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 18 - Feb 19](https://www.expedia.com/Hotel-Search?regionId=3000440455&startDate=2026-02-18&endDate=2026-02-19&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=3000440455&startDate=2026-02-20&endDate=2026-02-22&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=3000440455&startDate=2026-02-27&endDate=2026-03-01&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chester 2-star hotels

![Reception](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/ee980eab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room, 2 Double Beds | Individually furnished, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/5eb26742.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/e9e3336f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/76eda657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### St Michaels Inn

[](https://www.expedia.com/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information)

St. Michaels

8.2/10

Very Good

(1,000 reviews)

"Good value and close to downtown."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

John

$97 nightly

$107 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/05aa05a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/59d23d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/84264c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/2900/2882/80c6d100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Annapolis

[](https://www.expedia.com/Annapolis-Hotels-Best-Western-Annapolis.h2882.Hotel-Information)

Annapolis

7.8/10

Good

(1,000 reviews)

"Great hospitality and breakfast was good…"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Martha

$79 nightly

$90 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Best-Western-Annapolis.h2882.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/ff58e28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/e600218e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, in-room safe, individually furnished](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/d4347c6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/70000/64200/64115/1f23d418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Annapolis

[](https://www.expedia.com/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information)

Annapolis

8.2/10

Very Good

(1,003 reviews)

"Food was fresh, great verity. Staff was amazing, very nice , great customer service and amazing personalities!!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mandy

$93 nightly

$106 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/aabb28e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/fa54a5ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/9ee94703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/180dd9f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Candlewood Suites Annapolis by IHG

[](https://www.expedia.com/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information)

Annapolis

8.8/10

Excellent

(208 reviews)

"Hotel was clean staff was friendly"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kim

$75 nightly

$86 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/3217cd56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/bb752da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business center](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/c77ff2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11300/11278/1d7c16b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Kent Narrows Inn

[](https://www.expedia.com/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information)

Grasonville

8.0/10

Very Good

(1,001 reviews)

"Nice breakfast, cleanroom. Great location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wayne

$94 nightly

$104 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Grasonville-Hotels-Best-Western-Kent-Narrows-Inn.h11278.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/fbc96e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/4e51f020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/a97c1669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/21c5252e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn

[](https://www.expedia.com/Easton-Hotels-Quality-Inn.h11364.Hotel-Information)

Easton

7.6/10

Good

(844 reviews)

"Checkin staff was great. The motel is advertised as a HOTEL, and it very clearly is not."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

$85 nightly

$94 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Easton-Hotels-Quality-Inn.h11364.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/bedcc35b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/c52c5ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/ec18bd5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed, Non Smoking, Corner (with Sofabed) | Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/9187439c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Plus Easton Inn & Suites

[](https://www.expedia.com/Easton-Hotels-Best-Western-Plus-Easton-Inn-Suites.h6846089.Hotel-Information)

Easton

9.2/10

Wonderful

(1,000 reviews)

"Nice friendly staff, clean room and lobby"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joi

$119 nightly

$131 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Easton-Hotels-Best-Western-Plus-Easton-Inn-Suites.h6846089.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/b2a10ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/4973a39f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/76d50f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/200000/190700/190683/028c45ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Grasonville near Kent Island

[](https://www.expedia.com/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information)

Grasonville

7.8/10

Good

(874 reviews)

"Nice staff and rooms"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Walter

$84 nightly

$93 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Grasonville-Hotels-Quality-Inn.h190683.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/2c8e8566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/8e62a1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/24fa7509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed, River View | Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/120000/117000/116919/4eefada8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Annapolis East-Kent Island by IHG

[](https://www.expedia.com/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information)

Grasonville

9.2/10

Wonderful

(959 reviews)

"Clean room, I enjoy staying here every time I'm in the area"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Peter

$95 nightly

$106 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Grasonville-Hotels-Holiday-Inn-Express-Annapolis-Kent-Island.h116919.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1440000/1432500/1432437/8260c7a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/2000000/1440000/1432500/1432437/97742239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1440000/1432500/1432437/15cfa9d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1440000/1432500/1432437/w1504h992x0y8-f18eeee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Easton

[](https://www.expedia.com/Easton-Hotels-Hampton-Inn-Easton.h1432437.Hotel-Information)

Easton

9.0/10

Wonderful

(559 reviews)

"all excellent with kudos to staff and the breakfast cook."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

JOSEPH

$116 nightly

$127 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Easton-Hotels-Hampton-Inn-Easton.h1432437.Hotel-Information)

![Fridge, microwave](https://images.trvl-media.com/lodging/1000000/540000/530300/530229/8f46f567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/540000/530300/530229/17f8852c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/540000/530300/530229/335c1120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee service](https://images.trvl-media.com/lodging/1000000/540000/530300/530229/bf93fe2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Village Inn Annapolis MD 

[](https://www.expedia.com/Annapolis-Hotels-Village-Inn.h530229.Hotel-Information)

Annapolis

6.2/10

(508 reviews)

"The room was very nice, clean and quiet. Great location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

William

[](https://www.expedia.com/Annapolis-Hotels-Village-Inn.h530229.Hotel-Information)

![Superior Room, 1 King Bed, Accessible, Non Smoking (Roll-In Shower) | Bathroom | Towels](https://images.trvl-media.com/lodging/22000000/21670000/21664700/21664671/ab1e52fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Double Beds, Non Smoking | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/22000000/21670000/21664700/21664671/ce77eb04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/22000000/21670000/21664700/21664671/0ea9ffb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Vending machine](https://images.trvl-media.com/lodging/22000000/21670000/21664700/21664671/8de9a68c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Red Roof Inn Annapolis

[](https://www.expedia.com/Annapolis-Hotels-Red-Roof-Inn-Annapolis.h21664671.Hotel-Information)

Annapolis

7.2/10

Good

(420 reviews)

"nice bathtub. hallway to room is outdated and worn. good bed and pillows."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eyal

$74 nightly

$84 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Red-Roof-Inn-Annapolis.h21664671.Hotel-Information)

![Room, 1 King Bed, Non Smoking (Whirlpool) | In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/21b35d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/59ba3f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/5f8f1383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room amenity](https://images.trvl-media.com/lodging/1000000/30000/20400/20333/8f7b2e8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express & Suites Annapolis by IHG

[](https://www.expedia.com/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.Hotel-Information)

Annapolis

8.2/10

Very Good

(1,000 reviews)

" The rooms where clean, staff where so helpful. The cafe with a hot bar breakfast was excellent it was always clean and replenished with Great Coffee. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sherri

$99 nightly

$113 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Holiday-Inn-Express-Suites-Annapolis.h20333.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/814e7667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed | Premium bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/14b7e845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/8dfe0c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/16000000/15610000/15604200/15604114/8d29fbd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anchored Inn at Hidden Harbour Marina

[](https://www.expedia.com/Deale-Hotels-Anchored-Inn-At-Hidden-Harbour-Marina.h15604114.Hotel-Information)

Deale

9.4/10

Exceptional

(476 reviews)

"Beautiful place to stay, we stay their one to two times a year."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marjorie

$134 nightly

$153 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Deale-Hotels-Anchored-Inn-At-Hidden-Harbour-Marina.h15604114.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/391fbabf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/4be52931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Room | Frette Italian sheets, premium bedding, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/742b0988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room | Frette Italian sheets, premium bedding, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/d6387655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Wildset

[](https://www.expedia.com/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information)

Downtown St. Michaels

9.8/10

Exceptional

(417 reviews)

"Clean rooms, great staff, awesome restaurant on site called Ruse & right in downtown. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Fred

$199 nightly

$219 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/13000000/12010000/12009900/12009838/2322f180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/13000000/12010000/12009900/12009838/eedc74e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/13000000/12010000/12009900/12009838/6e42f8e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/13000000/12010000/12009900/12009838/7f968da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fairfield Inn & Suites by Marriott Easton

[](https://www.expedia.com/Easton-Hotels-Fairfield-Inn-Suites-By-Marriott-Easton.h12009838.Hotel-Information)

Easton

9.6/10

Exceptional

(370 reviews)

"Staff was very frienly and courteous. There were needed gluten-free breakfast items and if something wasn’t out the staff kindly went to storage to provide it. The room was spotless. I highly recommend staying there!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen

$161 nightly

$177 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Easton-Hotels-Fairfield-Inn-Suites-By-Marriott-Easton.h12009838.Hotel-Information)

![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/30000/20500/20442/6bfb162c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/20500/20442/a57155b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20442/139228f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20500/20442/w2870h1923x10y0-90479fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Econo Lodge Easton Route 50

[](https://www.expedia.com/Easton-Hotels-Econo-Lodge-Easton-Route-50.h20442.Hotel-Information)

Easton

6.6/10

(388 reviews)

"Staff was great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andre

$77 nightly

$84 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Easton-Hotels-Econo-Lodge-Easton-Route-50.h20442.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/1976e6ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/0ead9534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/3b6079a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/74000000/73380000/73371800/73371779/03fed2cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 134 Prince - Luxury Boutique Hotel

[](https://www.expedia.com/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information)

Annapolis

9.8/10

Exceptional

(34 reviews)

"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ian

$185 nightly

$211 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-134-Prince-Luxury-Boutique-Hotel.h73371779.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/c982427d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/8af764c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/6e7f4df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102620000/102610200/102610148/0efeb5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wylder Tilghman Island

[](https://www.expedia.com/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information)

Tilghman

8.8/10

Excellent

(92 reviews)

"We were"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Guevara

$164 nightly

$181 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Tilghman-Hotels-Wylder-Tilghman-Island.h102610148.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/6d339134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double Room, City View | In-room safe, blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/34bda8b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/97119172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/116000000/115970000/115964600/115964505/8d2066be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 86 State Circle - Luxury Boutique Hotel

[](https://www.expedia.com/Annapolis-Hotels-86-State-Circle-Luxury-Boutique-Hotel.h115964505.Hotel-Information)

Historic District

10/10

Exceptional

(3 reviews)

"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."

![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg)

Jo

$292 nightly

$333 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-86-State-Circle-Luxury-Boutique-Hotel.h115964505.Hotel-Information)

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## Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Chester.

![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Historic Inns of Annapolis

58 State Circle Annapolis MD

$199 nightly

$227 total

Feb 22 - Feb 23

Total with taxes and fees

9/10 Wonderful! (1,880 reviews)

[](https://expedia.com/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

![Sonesta ES Suites Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Sonesta ES Suites Annapolis

170 Admiral Cochrane Dr Edgewater MD

$91 nightly

$104 total

Mar 9 - Mar 10

Total with taxes and fees

8.8/10 Excellent! (988 reviews)

[](https://expedia.com/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information)

![Country Inn & Suites by Radisson, Annapolis, MD](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Country Inn & Suites by Radisson, Annapolis, MD

2600 Housley Road Annapolis MD

$91 nightly

$104 total

Mar 15 - Mar 16

Total with taxes and fees

9/10 Wonderful! (1,008 reviews)

[](https://expedia.com/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information)

Still don't see what you're looking for?

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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! 

[See all hotels in Chester](https://www.expedia.com/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04&adults=2&regionId=3000440455)

![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.](https://images.trvl-media.com/place/3000440455/ea96dd54-4b86-4885-83c9-585f6f8e1fb2.jpg?impolicy=fcrop&w=900&h=547&p=1&q=high)

Photo by Patricia Knorr

## Top Chester Hotel Reviews

## Find out more about Chester

## 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](https://www.expedia.com/g/u/hotels-near-me) page to find the cheapest deals on motels near your current location.

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