Hotels near Chester, MD

Hotels closest to Chester

• 1.9 miles Inn at Chesapeake Bay Stevensville 180 Pier One Road, Stevensville, MD 21666 1.9 miles	Enter Dates
  From $239 Check In 16 00 Check Out 11 00 Rated Very High Upscale, smoke-free, full-service hotel Near US 50 and Terrapin Beach Park No swimming pool Exercise room Free WiFi Free parking Not pet friendly - no pets allowed. - Apr 2016 TripAdvisor Traveler Rating:   Based on 134 reviews  Read Recent Reviews

• 2.6 miles Best Western Kent Narrows Inn Grasonville 3101 Main Street, Grasonville, MD 21638 2.6 miles

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  From $229 Check In 1600 Check Out 1100 Rated Average Midscale, smoke-free hotel Near Wells Cove and US 50 at US 301, Exit 41 Heated indoor swimming pool - exercise room Free hot breakfast buffet Free WiFi Free parking - truck parking Not pet friendly - no pets allowed. - Mar 2016 Most Recent HotelGuides Reviews Read > "I wasn't informed that the motel was undergoing renovations. 2016-03-01" "Good location, but the motel needed renovation. The room door was broken at the base, and the carpet was dirty. I had to clean the toilet myself because the bathroom was dirty. Go somewhere else.2015-05-07"   < Hide TripAdvisor Traveler Rating:   Based on 698 reviews  Read Recent Reviews

• 2.7 miles Hilton Garden Inn Kent Island Grasonville 3206 Main Street, Grasonville, MD 21638 2.7 miles

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  From $138 Check In 15 00 Check Out 12 00 Rated Very High Upscale, smoke-free hotel Near Wells Cove and US 50/US 301, Exit 42 Heated indoor swimming pool - exercise room Free WiFi Free parking Not pet friendly - no pets allowed. - Sep 2015 Most Recent HotelGuides Reviews Read > "Everything about this hotel was fantastic, and there were great restaurants in the area. Ask for a room facing the water.2018-06-03"   < Hide TripAdvisor Traveler Rating:   Based on 1023 reviews  Read Recent Reviews

• 2.8 miles Holiday Inn Express Grasonville 1020 Kent Narrows Road, Grasonville, MD 21638 2.8 miles

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  From $102 Check In 15 00 Check Out 11 00 Rated High Upper-midscale, smoke-free, waterfront hotel Near Wells Cove and US 50/US 301, Exit 42 Outdoor swimming pool open in summer Free hot breakfast buffet Free WiFi Free parking - truck parking Not pet friendly - no pets allowed. - Jan 2016 Most Recent HotelGuides Reviews Read > "The hotel room was cleaned each day and fresh linens were provided. You'll have an enjoyable stay.2018-11-05"   < Hide TripAdvisor Traveler Rating:   Based on 252 reviews  Read Recent Reviews

• 10 miles Rodeway Inn Annapolis 74 Old Mill Bottom Road North, US 50, Exit 28, Annapolis, MD 21409 10 miles

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  From $59 Check In 15 00 Check Out 11 00 Rated Average Cheap motel 4 miles from Sandy Point State Park Some smoking rooms No swimming pool Free WiFi Free parking Not pet friendly - no pets allowed. - Jul 2015 Most Recent HotelGuides Reviews Read > "The motel was clean, well-maintained, safe, and reasonably priced. The staff was friendly and accommodating.2018-07-03" "OK motel for the price. The bathroom door wouldn't close.2017-10-05" "Inexpensive motel, but the room was sorely in need of a makeover. There were signs of water damage in the bathroom, and I had trouble accessing the Internet. No one answered the phone when I called the front desk. You get what you pay for, but we had the essentials.2016-07-06"   < Hide TripAdvisor Traveler Rating:   Based on 139 reviews  Read Recent Reviews

• 11 miles Annapolis Waterfront Hotel 80 Compromise Street, Annapolis, MD 21401 11 miles

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  From $120 Check In 1600 Check Out 1100 Rated High Upper-upscale, smoke-free, full-service, waterfront hotel Located in downtown Annapolis An Autograph Collection hotel No swimming pool Exercise room Free WiFi Parking costs $23 per night Pet friendly hotel More > - allows dogs only - allows dogs up to 100 pounds, 2 dogs per room - $30 per night fee for each dog. - Mar 2016 < Less TripAdvisor Traveler Rating:   Based on 588 reviews  Read Recent Reviews

• 11 miles Quality Inn US Naval Academy Annapolis 76 Old Mill Bottom Road North, Annapolis, MD 21401 11 miles

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  From $85 Check In 15 00 Check Out 11 00 Rated High Midscale, smoke-free hotel 5.5 miles from near Sandy Point State Park No swimming pool Exercise room Free hot breakfast buffet Free WiFi Free parking Not pet friendly - no pets allowed. - Aug 2019 Most Recent HotelGuides Reviews Read > "The hotel was clean and nicely appointed. Stay here.2019-11-06" "Convenient location. The hotel was comfortable, and the staff was nice.2017-04-16" "Close to downtown. The hotel room was nice, clean, and quiet, and it was perfectly cleaned each day. The staff was friendly. Good place to stay.2016-07-09" "The hotel was clean and comfortable, and the staff was kind and helpful.2016-04-23" "Our room was clean and comfortable, and the hotel staff was friendly.2015-11-16"   < Hide TripAdvisor Traveler Rating:   Based on 133 reviews  Read Recent Reviews

• 11 miles Historic Inns Annapolis 58 State Circle, Annapolis, MD 21401 11 miles

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  From $256 Check In 16 00 Check Out 11 00 Rated High Midscale, smoke-free, downtown Annapolis hotel Near US Naval Academy Member of Historic Hotels of America Free shuttle to local attractions No swimming pool Exercise room Free WiFi Valet parking only - $30 per night Not pet friendly - no pets allowed. - Feb 2020 Most Recent HotelGuides Reviews Read > "The hotel was conveniently located, and the check-in clerk was helpful. The valet parking was worth the price due to parking problems during Navy home games.2017-10-25"   < Hide TripAdvisor Traveler Rating:   Based on 1417 reviews  Read Recent Reviews

• 11 miles Graduate Hotel Annapolis 126 West Street, Annapolis, MD 21401 11 miles

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  From $159 Check In 16 00 Check Out 11 00 Rated High Upper-upscale, smoke-free, downtown hotel Near historic district No swimming pool 24-hour exercise room Free WiFi Parking costs $26 per night Pet friendly hotel More > - allows pets in 2nd floor rooms only, 2 pets per room - $25 per night pet fee. - Nov 2020 < Less Most Recent HotelGuides Reviews Read > "Convenient to downtown and waterfront activities. The room was super comfortable and quiet. Easy check-in and checkout. You'll love it.2018-10-20"   < Hide TripAdvisor Traveler Rating:   Based on 84 reviews  Read Recent Reviews

• 11 miles Hilton Garden Inn Downtown Annapolis 174 West Street, Annapolis, MD 21401 11 miles	Enter Dates
  From $336 Check In 15 00 Check Out 12 00 Rated High Upscale, smoke-free, downtown hotel No swimming pool Exercise room Free WiFi Valet parking only - $26 per night Not pet friendly - no pets allowed. - Jul 2018 TripAdvisor Traveler Rating:   Based on 212 reviews  Read Recent Reviews

• 13 miles Inn at Perry Cabin St Michaels 308 Watkins Lane, St Michaels, MD 21663 13 miles

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  From $241 Check In 16 00 Check Out 11 00 Rated Very High Luxury, smoke-free, full-service, waterfront hotel Located one-half mile north of downtown St Michaels Outdoor swimming pool open in summer - exercise room Full-service spa Pet friendly hotel More > - $150 per stay pet fee. - Jan 2019 < Less Note: This hotel charges a resort fee of 10% - includes parking and WiFi. TripAdvisor Traveler Rating:   Based on 1310 reviews  Read Recent Reviews

• 13 miles Westin Hotel Annapolis 100 Westgate Circle, Annapolis, MD 21401 13 miles	Enter Dates
  From $219 Check In 1600 Check Out 1100 Rated High Upscale, smoke-free, full-service, downtown Annapolis hotel Heated indoor swimming pool - exercise room Internet access costs $10 per night Parking costs $20 per night Pet friendly hotel More > - allows dogs only up to 45 pounds - $50 per stay pet fee. - Jul 2016 < Less TripAdvisor Traveler Rating:   Based on 1053 reviews  Read Recent Reviews

• 13 miles Crowne Plaza Hotel Annapolis 173 Jennifer Road, Annapolis, MD 21401 13 miles

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  From $80 Check In 16 00 Check Out 11 00 Rated Average Upscale, smoke-free, full-service hotel near Annapolis Mall Heated indoor swimming pool - fitness center Free WiFi Free parking Pet friendly hotel More > - $50 per stay fee for each pet. - Oct 2015 < Less Most Recent HotelGuides Reviews Read > "We had a wonderful stay at this hotel.2019-04-24" "I stayed at this hotel for 2 nights. The room was comfortable. Nice dining in the Annapolis Bar and Grill. Take advantage of the pool.2015-09-08"   < Hide TripAdvisor Traveler Rating:   Based on 664 reviews  Read Recent Reviews

• 14 miles Holiday Inn Express & Suites Annapolis 2451 Riva Road, Annapolis, MD 21401 14 miles

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  From $95 Check In 15 00 Check Out 11 00 Rated High Upper-midscale, smoke-free hotel near Annapolis Mall and US Navel Academy No swimming pool Exercise room Free hot breakfast buffet Free WiFi Free parking Not pet friendly - no pets allowed. - Aug 2016 Most Recent HotelGuides Reviews Read > "The hotel was clean and comfortable; it was much better than comparably priced hotels in the area that I've stayed in.2019-07-03" "My only complaint was that the curtains were too sheer. Great breakfast with a nice selection. I definitely recommend this hotel.2016-02-17"   < Hide TripAdvisor Traveler Rating:   Based on 407 reviews  Read Recent Reviews

• 14 miles Extended Stay America Hotel Annapolis 1 Womack Drive, Annapolis, MD 21401 14 miles	Enter Dates
  From $68 Check In 15 00 Check Out 11 00 Rated Average Budget, all-suite, extended-stay hotel near Annapolis Mall Some smoking rooms No swimming pool Free continental breakfast Free WiFi Free parking Pet friendly hotel More > - $25 per night fee for each pet - $150 maximum per stay fee for each pet. - Jul 2015 < Less TripAdvisor Traveler Rating:   Based on 134 reviews  Read Recent Reviews

• 14 miles DoubleTree by Hilton Hotel Annapolis 210 Holiday Court, Annapolis, MD 21401 14 miles

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  From $148 Check In 16 00 Check Out 12 00 Rated High Upscale, smoke-free, full-service hotel near Annapolis Mall Free shuttle to attractions within 5-mile radius Outdoor swimming pool open in summer - exercise room Free WiFi Free parking Pet friendly hotel More > - $50 per stay pet fee. - May 2015 < Less Most Recent HotelGuides Reviews Read > "Great hotel in a nice location.2018-08-28"   < Hide TripAdvisor Traveler Rating:   Based on 1400 reviews  Read Recent Reviews

• 14 miles Best Western Annapolis Inn 2520 Riva Road, Building B, Annapolis, MD 21401 14 miles

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  From $87 Check In 1500 Check Out 1100 Rated Average Midscale hotel-motel near Annapolis Mall Some smoking rooms Outdoor swimming pool open in summer - exercise room Free continental breakfast Free WiFi Free parking - truck parking Pet friendly hotel More > - allows dogs only, 2 dogs per room - $15 per night fee for each dog. - Aug 2016 < Less Most Recent HotelGuides Reviews Read > "Nice place to stay.2020-07-14" "The room had ants, the floors were dirty, and the door handle was broken so I couldn't get out of the room. Don't stay here.2020-07-06" "Located off the main road, so the hotel was quiet but convenient to restaurants and stores. The room was clean and comfortable, and the in-room coffee was delicious. No heat the 1st night, so I was moved to another room. The employees were nice and helpful. We had a comfortable stay.2017-11-17" "Not a 5-star hotel by any means, but the room was clean and the rates were good. Great continental breakfast. I recommend staying here.2016-02-17" "Easy access to everything. Excellent rates for the area. The hotel room was clean and quiet, and the staff was friendly and courteous. Good breakfast.2015-08-29"   < Hide TripAdvisor Traveler Rating:   Based on 612 reviews  Read Recent Reviews

• 14 miles Red Roof Inn West Annapolis 2520 Riva Road, Building C, Annapolis, MD 21401 14 miles

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  From $76 Check In 15 00 Check Out 11 00 Rated High Cheap, smoke-free hotel near Ann Arundel Medical Center Also near US 50 at MD 665 No swimming pool Free WiFi Free parking - truck parking Pet friendly hotel More > - allows pets up to 80 pounds, 2 pets per room - no pet fee. - Jun 2018 < Less Most Recent HotelGuides Reviews Read > "The hotel room was clean, economical, and pet friendly. The staff was courteous. Limited amenities, so maybe not the best choice for an extended stay.2018-11-30"   < Hide TripAdvisor Traveler Rating:   Based on 17 reviews  Read Recent Reviews

• 14 miles Hampton Inn & Suites Annapolis 124 Womack Drive, Annapolis, MD 21401 14 miles

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  From $95 Check In 15 00 Check Out 11 00 Rated High Upper-midscale, smoke-free hotel near Annapolis Mall Heated outdoor swimming pool open in summer Exercise room Free hot breakfast buffet Free WiFi Free parking Pet friendly hotel More > - $75 per stay pet fee. - Oct 2018 < Less Most Recent HotelGuides Reviews Read > "The service at this hotel was excellent.2017-09-12" "Not many restaurants near this hotel. Breakfast was outstanding, though; great food and plenty of it.2016-06-21" "Close to restaurants and shops, and the rates were fair. All the hotel employees were friendly and helpful and accommodating toward our dog. Lots of choices at the complimentary breakfast, and I liked the extended hours. Plenty of parking. I'd stay here again.2015-11-30" "A pleasant experience. The hotel staff was courteous and helpful.2015-06-30"   < Hide TripAdvisor Traveler Rating:   Based on 985 reviews  Read Recent Reviews

• 14 miles SpringHill Suites by Marriott Annapolis 189 Admiral Cochrane Drive, Annapolis, MD 21401 14 miles

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  From $118 Check In 1500 Check Out 1200 Rated Very High Upper-midscale, smoke-free, all-suite hotel Located near Annapolis Mall Heated indoor swimming pool - exercise room Free hot breakfast buffet Free WiFi Free parking Not pet friendly - no pets allowed. - Aug 2016 Most Recent HotelGuides Reviews Read > "Located in the middle of everything we wanted to see. The hotel was clean, but ask for a room away from the stairwell. Wish the pool opened earlier. Breakfast was enjoyable.2016-05-04"   < Hide TripAdvisor Traveler Rating:   Based on 712 reviews  Read Recent Reviews