Hotels in Chester
Search over 1,203 hotels from $118
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Top Rated Chester Hotels

Waterfront Sunset Bayview: sleeps 6
Chester MD
3.84 mi from city center
At this vacation home, guests have access to features like laundry facilities.

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 a garden. This family-friendly vacation home also has barbecue grills.
Kitchen
Washer

DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
13.77 mi from city center
$114 nightly
The price is $130 total per night
$130 total
May 31 - Jun 1
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.

Historic Inns of Annapolis
58 State Circle Annapolis MD
Free Cancellation
Reserve now, pay when you stay
10.77 mi from city center
$167 nightly
The price is $190 total per night
$190 total
May 25 - May 26
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 luggage storage, concierge services, and securing valuables. Other amenities at this historic hotel include conference space, coffee/tea in a common area, and express check-in.
Pet friendly
Free WiFi

Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
14.05 mi from city center
$109 nightly
The price is $124 total per night
$124 total
May 27 - May 28
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.

Courtyard by Marriott Annapolis
2559 Riva Rd Annapolis MD
Free Cancellation
Reserve now, pay when you stay
14.18 mi from city center
$105 nightly
The price is $120 total per night
$120 total
May 31 - Jun 1
Total with taxes and fees
At Courtyard by Marriott Annapolis, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Self parking is available for USD 10 per day. Multilingual staff at the 24-hour front desk can assist with securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include a hot tub, conference space, and a 24-hour business center.

Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
13.68 mi from city center
$110 nightly
The price is $125 total per night
$125 total
May 24 - May 25
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 luggage storage and dry cleaning/laundry. Additional amenities include meeting rooms, conference space, and a business center.

The Westin Annapolis
100 Westgate Cir Annapolis MD
11.53 mi from city center
$169 nightly
The price is $193 total per night
$193 total
Jun 7 - Jun 8
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 securing valuables, luggage storage, and concierge services. Other amenities at this spa hotel include free WiFi in public areas, conference space, and a 24-hour business center.
Pool
Spa

Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road Annapolis MD
14.38 mi from city center
$103 nightly
The price is $118 total per night
$118 total
May 31 - Jun 1
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.

Graduate by Hilton Annapolis
126 West St Annapolis MD
11.2 mi from city center
$163 nightly
The price is $186 total per night
$186 total
Jun 7 - Jun 8
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 banquet hall.

Hilton Garden Inn Annapolis Downtown
174 West Street Annapolis MD
11.32 mi from city center
$114 nightly
The price is $130 total per night
$130 total
May 25 - May 26
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 luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include a business center, laundry facilities, and a water dispenser.

SpringHill Suites by Marriott Annapolis
189 Admiral Cochrane Drive Annapolis MD
Free Cancellation
Reserve now, pay when you stay
13.96 mi from city center
$110 nightly
The price is $125 total per night
$125 total
May 31 - Jun 1
Total with taxes and fees
At SpringHill Suites by Marriott Annapolis, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is offered for USD 10.00 per day. Front-desk staff can answer questions 24/7, and assist with concierge services, luggage storage, and dry cleaning/laundry. Additional amenities include a hot tub, conference space, and a 24-hour business center.
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.
What's the best place for a stay in Chester?
What are the best hotels in downtown Chester?
These are some of the most popular hotels in the center of Chester:
- Hyatt Place Kent Narrows & Marina is hotel has free WiFi, free parking, and a 24-hour fitness center.
- The Inn at Chesapeake Bay Beach Club is hotel has a full-service spa, free WiFi, and free parking.
- Best Western Kent Narrows Inn is hotel has free breakfast, free WiFi, and free parking.
Chester hotels essential information
Accommodation | 1,203 hotels |
|---|---|
Lowest Price | $118 |
Highest Price | $193 |
Popular hotels | Waterfront Sunset Bayview: sleeps 6, Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!, DoubleTree by Hilton Hotel Annapolis, Historic Inns of Annapolis, Sonesta ES Suites Annapolis, Courtyard by Marriott Annapolis, Crowne Plaza Annapolis by IHG, The Westin Annapolis, Country Inn & Suites by Radisson, Annapolis, MD, Graduate by Hilton Annapolis, Hilton Garden Inn Annapolis Downtown, SpringHill Suites by Marriott Annapolis |
Recent Reviews

Historic Inns of Annapolis
5/5 Excellent
"The only thing that was not 100% amazing was the toilet in our room was small and short and so was the shower head. I am only 5’4” so there is no way my husband would have been able to use either at 6’2”…. Other than that it was such an incredible historic place with all the grandeur and old wonderful charm!"
A verified traveler stayed at Historic Inns of Annapolis
Posted 1 day ago
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