Find out about Chester hotels before you book by reading Chester Hotel Reviews from Real Travelers across the web. Then compare prices across multiple sites to find a great deal.
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1. The Westin Annapolis
Real Traveler Rating: 4.5 out of 5 based on 97 reviews from 5 sources
Based on 97 reviews
from 5 sources-
"Great would definately stay there again." — source Hotels.com
"I would highly recommend this hotel to anyone looking to go somewhere for a quiet relaxing off the beaten path weekend somewhere by the water." — source Travelocity
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2. Holiday Inn Express Annapolis (Kent Island)
Real Traveler Rating: 4.5 out of 5 based on 23 reviews from 4 sources
Based on 23 reviews
from 4 sources-
"Overall our three nights there was very pleasant." — source Orbitz
"The view from the hotel was also beautiful & the hotel was a short distance from several restaurants & bars." — source Priceline
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3. Eliza Thompson House
Real Traveler Rating: 4.3 out of 5 based on 54 reviews from 5 sources
Based on 54 reviews
from 5 sources-
"Long story short we would never stay there again." — source Priceline
"I highly recommend this hotel - exceptional service at less than half the price of other bed & breakfasts in Savannah." — source Travelocity
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4. The O Callaghan Hotel Annapolis
Real Traveler Rating: 4.3 out of 5 based on 207 reviews from 5 sources
Based on 207 reviews
from 5 sources-
"One of the hotel clerks recommended a wonderful new Italian restaurant just 2 blocks away called Carpaccio." — source Hotels.com
"The hotel recommended O'Leary's for our Anniversary dinner - amazing." — source Travelocity
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5. Loews Annapolis Hotel
Real Traveler Rating: 4.3 out of 5 based on 193 reviews from 6 sources
Based on 193 reviews
from 6 sources-
"We had a great stay at this hotel - it's about an 8-10 minute walk to the water, right through the shopping and restaurant district." — source Hotels.com
"Annapolis is an extrememly expensive area; I realize this- having said that, and having stayed at other 3+ hotels in the area, I was a bit disappointed in the general overall quality of the room." — source Priceline
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6. Historic Inns of Annapolis
Real Traveler Rating: 4.0 out of 5 based on 349 reviews from 5 sources
Based on 349 reviews
from 5 sources-
"awesome hotel would stay there again." — source Orbitz
"I would recommend getting a room facing the outside of the hotel if you will be staying on a weekend." — source Hotels.com
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7. Comfort Inn Annapolis
Real Traveler Rating: 4.1 out of 5 based on 14 reviews from 3 sources
Based on 14 reviews
from 3 sources-
"All things considered, it was a great experience at a reasonable price." — source Priceline
"Clean rooms, good contnental breakfast." — source Orbitz
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8. Quality Inn Annapolis
Real Traveler Rating: 3.4 out of 5 based on 24 reviews from 3 sources
Based on 24 reviews
from 3 sources-
"Overall, this hotel was okay." — source Orbitz
"The room was clean and adequate with parking close to the main entrance and rooms." — source Priceline
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Based on 1 review
from 1 source -
10. Super 8 Annapolis MD
Real Traveler Rating: 3.9 out of 5 based on 12 reviews from 3 sources
Based on 12 reviews
from 3 sources-
"All things considered, it was a great experience at a reasonable price." — source Priceline
"The bathroom was clean but small, and there was plenty of clean towels." — source Orbitz
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