Search hotels in Chester, MD

Stevensville (Near Chester)

The Inn at Chesapeake Bay Beach Club

Located in Stevensville, 27 km from Annapolis Harbor, The Inn at Chesapeake Bay Beach Club provides accommodation with a seasonal outdoor swimming pool, free private parking, a fitness centre and a...

Ronda

From

United States

Everything was great! Beautiful property with comfortable Beds, great food & beverage & staff!

Scored out of 10, guest rating 9.1

Superb - What previous guests thought, 109 reviews

Price from

US$225

1 night, 2 adults

Best Western Kent Narrows Inn

Located in Grasonville in the Maryland Region, 1.2 km from Chesapeake Exploration Center, Best Western Kent Narrows Inn features a hot tub and fitness centre.

Peter

From

Switzerland

Great place to stay and breakfast is good. Would stay there again

Scored out of 10, guest rating 7.7

Good - What previous guests thought, 525 reviews

Price from

US$92.02

1 night, 2 adults

Quality Inn

The Quality Inn hotel is located on the Eastern Shore, offering easy access to Route 50 and Route 301.

Dwayne

From

United States

Everything was excellent wish they had a gym but it was still excellent stay love the area it's in thanks

Scored out of 10, guest rating 7.8

Good - What previous guests thought, 252 reviews

Price from

US$88.40

1 night, 2 adults

Hilton Garden Inn Kent Island Marina

Set 33 km from Annapolis Harbor, Hilton Garden Inn Kent Island Marina offers 3-star accommodation in Grasonville and features a fitness centre, a restaurant and a bar.

Shane

From

Ireland

Very peaceful looking out over the bay . It is well designed !

Scored out of 10, guest rating 7.7

Good - What previous guests thought, 203 reviews

Price from

US$117.83

1 night, 2 adults

Holiday Inn Express Annapolis East-Kent Island by IHG

Situated in Grasonville, 33 km from Annapolis Harbor, Holiday Inn Express Annapolis East-Kent Island by IHG features accommodation with a seasonal outdoor swimming pool, free private parking, a garden...

Lanier

From

United States

The breakfast was pretty awesome with the selection and the host server shows great years of customer service

Scored out of 10, guest rating 9.1

Superb - What previous guests thought, 95 reviews

Price from

US$103

1 night, 2 adults

Stevensville (Near Chester)

Kent Island Resort

Set in Stevensville, 28 km from Annapolis Harbor, Kent Island Resort offers accommodation with free bikes, free private parking, a seasonal outdoor swimming pool and a restaurant.

Aurel

From

United States

Generally a very nice historical place with natural style great facilities, beautiful grounds, and pleasant well-to-do guests.

Scored out of 10, guest rating 8.6

Fabulous - What previous guests thought, 52 reviews

Price from

US$179

1 night, 2 adults

1313 West Luxury Boutique Hotel

Annapolis (Near Chester)

Situated in Annapolis, 4.1 km from Annapolis Harbor, 1313 West Luxury Boutique Hotel features accommodation with a garden, free private parking, a shared lounge and a terrace.

Katharina

From

Austria

Wonderful place to stay at when you want to visit Washington DC or Annapolis.

Scored out of 10, guest rating 9.3

Superb - What previous guests thought, 6 reviews

Price from

US$273.75

1 night, 2 adults

134 Prince - Luxury Boutique Hotel

Annapolis (Near Chester)

134 Prince - Luxury Boutique Hotel is set in Annapolis, within 1.8 km of Annapolis Harbor and 48 km of Sports Legends Museum At Camden Yards.

Scored out of 10, guest rating 9.8

Exceptional - What previous guests thought, 15 reviews

Price from

US$411.25

1 night, 2 adults

Historic Inns of Annapolis

Annapolis (Near Chester)

Spread across three historic buildings in the Annapolis city centre, this hotel offers free WiFi throughout the property.

Ionuţ-Daniel

From

Romania

Great place, I had a room with a nice view and felt very nice and cozy.

Scored out of 10, guest rating 8.2

Very good - What previous guests thought, 553 reviews

Price from

US$116

1 night, 2 adults

See all hotels in and around Chester

Hotels with parking in Chester

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Country Inn & Suites by Radisson, Annapolis, MD

Free parking

Scored out of 10, guest rating 8.5

Very good - What previous guests thought, 850 reviews

From US$116.96 per night

The Inn at Chesapeake Bay Beach Club

Free parking

Scored out of 10, guest rating 9.1

Superb - What previous guests thought, 109 reviews

From US$240.45 per night

Candlewood Suites Annapolis by IHG

Free parking

Scored out of 10, guest rating 8.5

Very good - What previous guests thought, 189 reviews

From US$110.58 per night

Hyatt Place Kent Narrows And Marina

Free parking

Scored out of 10, guest rating 9.1

Superb - What previous guests thought, 408 reviews

From US$165.39 per night

Fairfield by Marriott Inn & Suites Annapolis

Accessible parking

Scored out of 10, guest rating 8.3

Very good - What previous guests thought, 59 reviews

From US$164.16 per night

134 Prince - Luxury Boutique Hotel

Parking on site

Scored out of 10, guest rating 9.8

Exceptional - What previous guests thought, 15 reviews

From US$432.06 per night

Residence Inn by Marriott Annapolis

Parking on site

Scored out of 10, guest rating 8.1

Very good - What previous guests thought, 9 reviews

From US$192.66 per night

Historic Inns of Annapolis

Parking on site

Scored out of 10, guest rating 8.2

Very good - What previous guests thought, 553 reviews

From US$170.30 per night

Annapolis Waterfront Hotel, Autograph Collection

Parking on site

Scored out of 10, guest rating 8.3

Very good - What previous guests thought, 128 reviews

From US$289.73 per night

The Westin Annapolis

Parking on site

Scored out of 10, guest rating 8.4

Very good - What previous guests thought, 206 reviews

From US$204.06 per night

Most booked hotels in Chester and surroundings in the past month

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Best Western Kent Narrows Inn

Popular with guests booking hotels in Grasonville

Scored out of 10, guest rating 7.7

Good - What previous guests thought, 527 reviews

Quality Inn

Popular with guests booking hotels in Grasonville

Scored out of 10, guest rating 7.8

Good - What previous guests thought, 253 reviews

Hyatt Place Kent Narrows And Marina

Popular with guests booking hotels in Grasonville

Scored out of 10, guest rating 9.1

Superb - What previous guests thought, 408 reviews

Hilton Garden Inn Kent Island Marina

Popular with guests booking hotels in Grasonville

Scored out of 10, guest rating 7.8

Good - What previous guests thought, 205 reviews

The Inn at Chesapeake Bay Beach Club

Popular with guests booking hotels in Stevensville

Scored out of 10, guest rating 9.1

Superb - What previous guests thought, 109 reviews

Holiday Inn Express Annapolis East-Kent Island

Popular with guests booking hotels in Grasonville

Hyatt Place Kent Narrows and Marina

Hotel in Kent Narrows

Popular with guests booking hotels in Kent Narrows

Budget hotels in Chester and nearby

Best Western Kent Narrows Inn

Cheap hotel

Scored out of 10, guest rating 7.7

Good - What previous guests thought, 527 reviews

Located in Grasonville in the Maryland Region, 1.2 km from Chesapeake Exploration Center, Best Western Kent Narrows Inn features a hot tub and fitness centre.

From US$129.34 per night

Holiday Inn Express Annapolis East-Kent Island by IHG

Cheap hotel

Scored out of 10, guest rating 9.1

Superb - What previous guests thought, 96 reviews

From US$132.09 per night

Quality Inn

Cheap hotel

Scored out of 10, guest rating 7.8

Good - What previous guests thought, 253 reviews

The Quality Inn hotel is located on the Eastern Shore, offering easy access to Route 50 and Route 301.

From US$108.50 per night

Blue Bay Haven

Cheap hotel

Located in Stevensville, Blue Bay Haven provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Namaste on the Bay

Cheap hotel

Situated in Stevensville, Namaste on the Bay features accommodation with private pool, free WiFi and free private parking for guests who drive. A hot tub is available for guests.

Pool and Stunning Water Views Kent Island Home!

Cheap hotel

Located in Stevensville, Pool and Stunning Water Views Kent Island Home! provides a private pool. Free WiFi is available throughout the property and Annapolis Harbor is 27 km away.

Caribbean Themed Pool Home - 25 min to USNA

Cheap hotel

Featuring air-conditioned accommodation with a private pool, Caribbean Themed Pool Home - 25 min to USNA is set in Stevensville.

Grasonville Home with Private Pool on the Water

Cheap hotel

Scored out of 10, guest rating 9.4

Superb - What previous guests thought, 5 reviews

Located 21 km from Sandy Point State Park, 35 km from Annapolis Yacht Basin and 41 km from Annapolis Landing Marina, Grasonville Home with Private Pool on the Water provides accommodation situated in...

Best hotels with breakfast in Chester and nearby

Hilton Garden Inn Kent Island Marina

Breakfast options

Scored out of 10, guest rating 7.8

Good - What previous guests thought, 205 reviews

Set 33 km from Annapolis Harbor, Hilton Garden Inn Kent Island Marina offers 3-star accommodation in Grasonville and features a fitness centre, a restaurant and a bar.

From US$153.82 per night

Hyatt Place Kent Narrows And Marina

Breakfast options

Scored out of 10, guest rating 9.1

Superb - What previous guests thought, 408 reviews

Situated in Grasonville, 33 km from Annapolis Harbor, Hyatt Place Kent Narrows And Marina features accommodation with a fitness centre, free private parking, a shared lounge and a bar.

From US$165.39 per night

Winchester Creek Estate