Compare Cheap Hotels in Chester

Name: St Michaels Inn
Price range: $105

Secret Bargains - Save an extra 10% or more on select hotels

Cheap Chester Hotels

Historic Inns of Annapolis

58 State Circle, Annapolis, MD

$214

includes taxes & fees

$159 per night

Dec 23 - Dec 24

10.77 mi from city center

With a stay at Historic Inns of Annapolis, you'll be centrally located in Annapolis, steps from The Colonial Players and Thurgood Marshall Memorial.

Crowne Plaza Annapolis, an IHG Hotel

173 Jennifer Rd, Annapolis, MD

$125

includes taxes & fees

$110 per night

Dec 25 - Dec 26

13.69 mi from city center

Located in Annapolis, Crowne Plaza Annapolis, an IHG Hotel is a 3-minute walk from Westfield Annapolis Mall and 14 minutes by foot from Anne Arundel Medical Center.

Graduate by Hilton Annapolis

126 West St, Annapolis, MD

$164

includes taxes & fees

$144 per night

Dec 30 - Dec 31

11.2 mi from city center

With a stay at Graduate by Hilton Annapolis, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and Annapolis Civil Rights Plaque.

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court, Annapolis, MD

$117

includes taxes & fees

$102 per night

Dec 22 - Dec 23

13.77 mi from city center

With a stay at DoubleTree by Hilton Hotel Annapolis in Annapolis, you'll be in the business district, within a 5-minute drive of U.S. Naval Academy and The Kunta Kinte Alex Haley Memorial.

Sonesta ES Suites Annapolis

170 Admiral Cochrane Dr, Edgewater, MD

$128

includes taxes & fees

$112 per night

Jan 6 - Jan 7, 2025

14.05 mi from city center

With a stay at Sonesta ES Suites Annapolis in Edgewater, you'll be in the historical district, within a 10-minute drive of U.S. Naval Academy and Annapolis Harbour Center.

Hilton Garden Inn Annapolis Downtown

174 West Street, Annapolis, MD

$115

includes taxes & fees

$101 per night

Jan 1 - Jan 2, 2025

11.32 mi from city center

With a stay at Hilton Garden Inn Annapolis Downtown, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and Annapolis Civil Rights Plaque.

The Westin Annapolis

100 Westgate Cir, Annapolis, MD

$193

includes taxes & fees

$169 per night

Dec 19 - Dec 20

11.53 mi from city center

With a stay at The Westin Annapolis in Annapolis, you'll be in the historical district, within a 5-minute drive of U.S. Naval Academy and People's Brewer Hill Cemetery.

SpringHill Suites by Marriott Annapolis

189 Admiral Cochrane Drive, Annapolis, MD

$136

includes taxes & fees

$119 per night

Dec 19 - Dec 20

13.96 mi from city center

When you stay at SpringHill Suites by Marriott Annapolis in Annapolis, you'll be in the business district, within a 5-minute drive of Annapolis Harbour Center and Westfield Annapolis Mall.

Annapolis Waterfront Hotel, Autograph Collection

80 Compromise St, Annapolis, MD

$236

includes taxes & fees

$207 per night

Dec 29 - Dec 30

10.57 mi from city center

With a stay at Annapolis Waterfront Hotel, Autograph Collection, you'll be centrally located in Annapolis, within a 10-minute walk of U.S. Naval Academy and William Paca House.

Country Inn & Suites by Radisson, Annapolis, MD

2600 Housley Road, Annapolis, MD

$110

includes taxes & fees

$97 per night

Jan 9 - Jan 10, 2025

14.34 mi from city center

With a stay at Country Inn & Suites by Radisson, Annapolis, MD in Annapolis, you'll be in a shopping district, within a 10-minute drive of U.S. Naval Academy and Westfield Annapolis Mall.

Courtyard by Marriott Annapolis

2559 Riva Rd, Edgewater, MD

$112

includes taxes & fees

$98 per night

Jan 3 - Jan 4, 2025

14.18 mi from city center

With a stay at Courtyard by Marriott Annapolis in Edgewater, you'll be in the business district, within a 10-minute drive of U.S. Naval Academy and Annapolis Harbour Center.

St Michaels Inn

1228 S Talbot Street, St. Michaels, MD

$105

includes taxes & fees

$95 per night

Dec 24 - Dec 25

Free Cancellation

Reserve now, pay when you stay

14.92 mi from city center

When you stay at St Michaels Inn in St. Michaels, you'll be in the historical district, within a 5-minute drive of St. Michaels Winery and Chesapeake Bay Maritime Museum.

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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.

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Chester hotels essential information

Accommodation	1,195 hotels
Lowest Price	$105
Highest Price	$236
Popular hotels	Historic Inns of Annapolis, Crowne Plaza Annapolis, an IHG Hotel, Graduate by Hilton Annapolis, DoubleTree by Hilton Hotel Annapolis, Sonesta ES Suites Annapolis, Hilton Garden Inn Annapolis Downtown, The Westin Annapolis, SpringHill Suites by Marriott Annapolis, Annapolis Waterfront Hotel, Autograph Collection, Country Inn & Suites by Radisson, Annapolis, MD, Courtyard by Marriott Annapolis, St Michaels Inn

Most Recent Chester Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

5 out of 5

Posted 1 day ago

CheapTickets Verified Review

"Very nice stay; very clean, nice breakfast buffet, quiet. Love that they are helping ecologically by using larger shampoo bottles rather than filling our landfills and oceans with those tiny plastic shampoo bottles. Good value for the price."

A verified traveler stayed at Country Inn & Suites by Radisson, Annapolis, MD

SpringHill Suites by Marriott Annapolis

5 out of 5

Posted 2 days ago

CheapTickets Verified Review

"This is our third stay at Springhill Suites Annapolis. The rooms are very clean and well-appointed, staff is friendly, and the location is in a safe neighborhood. Our one and only complaint is that the water pressure is poor and water lukewarm. Regardless, we will be back."

A verified traveler stayed at SpringHill Suites by Marriott Annapolis