Book 2 Star Hotels in Chester
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Featured Chester 2 Stars Hotels

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester MD
1.9 mi from city center
Guests staying at this vacation home enjoy free WiFi in public areas, laundry facilities, and barbecue grills. This family-friendly vacation home also has a garden.

Historic Inns of Annapolis
58 State Circle Annapolis MD
Free Cancellation
Reserve now, pay when you stay
10.77 mi from city center
$229 nightly
The price is $261 total per night
$261 total
Feb 26 - Feb 27
Total with taxes and fees
At Historic Inns of Annapolis, guests have access to a 24-hour gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 50.00 per night, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with securing valuables, tours or tickets, and luggage storage. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.

Graduate by Hilton Annapolis
126 West St Annapolis MD
Free Cancellation
Reserve now, pay when you stay
11.2 mi from city center
$161 nightly
The price is $183 total per night
$183 total
Feb 23 - Feb 24
Total with taxes and fees
Graduate by Hilton Annapolis features a 24-hour gym, free WiFi in public areas, and conference space. Valet parking is available for USD 39 per night. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include free use of bicycles, wedding services, and a ballroom.

Hilton Garden Inn Annapolis Downtown
174 West Street Annapolis MD
Free Cancellation
Reserve now, pay when you stay
11.32 mi from city center
$96 nightly
The price is $109 total per night
$109 total
Feb 12 - Feb 13
Total with taxes and fees
Hilton Garden Inn Annapolis Downtown features a 24-hour gym, free WiFi in public areas, and conference space. Parking is available for USD 35 per night (USD 39 per night for valet parking), and there's also an area shuttle. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, luggage storage, and securing valuables. Additional amenities include a business center, laundry facilities, and a water dispenser.

The Westin Annapolis
100 Westgate Cir Annapolis MD
Free Cancellation
Reserve now, pay when you stay
11.53 mi from city center
$169 nightly
The price is $193 total per night
$193 total
Feb 15 - Feb 16
Total with taxes and fees
At The Westin Annapolis, guests enjoy a full-service spa, an indoor pool, and a 24-hour gym. Valet parking is offered for USD 39 per night. Front-desk staff can answer questions 24/7, and assist with luggage storage, securing valuables, and dry cleaning/laundry. Other amenities at this spa hotel include free WiFi in public areas, conference space, and a 24-hour business center.

Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Free Cancellation
13.68 mi from city center
$110 nightly
The price is $125 total per night
$125 total
Feb 15 - Feb 16
Total with taxes and fees
At Crowne Plaza Annapolis by IHG, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and luggage storage. Additional amenities include meeting rooms, conference space, and a business center.

DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
13.77 mi from city center
$83 nightly
The price is $94 total per night
$94 total
Feb 22 - Feb 23
Total with taxes and fees
Guests of DoubleTree by Hilton Hotel Annapolis enjoy a 24-hour gym, free WiFi in public areas, and conference space. There's free parking and a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry and luggage storage. Additional amenities include a business center, a microwave in a common area, and a refrigerator in a common area.

Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
Free Cancellation
Reserve now, pay when you stay
14.05 mi from city center
$91 nightly
The price is $104 total per night
$104 total
Mar 1 - Mar 2
Total with taxes and fees
Sonesta ES Suites Annapolis features a 24-hour gym, free WiFi in public areas, and a 24-hour business center. Self parking is offered for USD 7 per night. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a meeting room.

Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road Annapolis MD
Free Cancellation
14.38 mi from city center
$94 nightly
The price is $107 total per night
$107 total
Feb 22 - Feb 23
Total with taxes and fees
At Country Inn & Suites by Radisson, Annapolis, MD, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a hot tub, meeting rooms, and conference space.
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.
Chester hotels essential information
Accommodation | 1,204 hotels |
|---|---|
Lowest Price | $94 |
Highest Price | $261 |
Popular hotels | Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!, Historic Inns of Annapolis, DoubleTree by Hilton Hotel Annapolis, Sonesta ES Suites Annapolis, Graduate by Hilton Annapolis, Country Inn & Suites by Radisson, Annapolis, MD, Crowne Plaza Annapolis by IHG, Hilton Garden Inn Annapolis Downtown, The Westin Annapolis |
Recent Reviews

Country Inn & Suites by Radisson, Annapolis, MD
5/5 Excellent
"Clean, quiet stay."
A verified traveler stayed at Country Inn & Suites by Radisson, Annapolis, MD
Posted 2 days ago


