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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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16 hotels found
  • 1. The Westin Annapolis

    Real Traveler Rating: 4.5 out of 5 based on 97 reviews from 5 sources

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    from $151
    The Westin Annapolis
    Real Travel - Review Analyzer
    Highly Recommended
    Based on 97 reviews
    from 5 sources
    Service: Rating of 4.5 out of 5
    Location: Rating of 4.0 out of 5
    Room: Rating of 4.7 out of 5
    • "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

  • 2. Holiday Inn Express Annapolis (Kent Island)

    Real Traveler Rating: 4.5 out of 5 based on 23 reviews from 4 sources

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    from $77
    Holiday Inn Express Annapolis (Kent Island)
    Real Travel - Review Analyzer
    Highly Recommended
    Based on 23 reviews
    from 4 sources
    Service: Rating of 4.7 out of 5
    Location: Rating of 4.5 out of 5
    Room: Rating of 4.8 out of 5
    • "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

  • 3. Eliza Thompson House

    Real Traveler Rating: 4.3 out of 5 based on 54 reviews from 5 sources

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    from $246
    Eliza Thompson House
    Real Travel - Review Analyzer
    Highly Recommended
    Based on 54 reviews
    from 5 sources
    Service: Rating of 4.1 out of 5
    Location: Rating of 4.6 out of 5
    Room: Rating of 4.5 out of 5
    • "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

  • 4. The O Callaghan Hotel Annapolis

    Real Traveler Rating: 4.3 out of 5 based on 207 reviews from 5 sources

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    from $128
    The O Callaghan Hotel Annapolis
    Real Travel - Review Analyzer
    Highly Recommended
    Based on 207 reviews
    from 5 sources
    Service: Rating of 4.4 out of 5
    Location: Rating of 5.0 out of 5
    Room: Rating of 4.3 out of 5
    • "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

  • 5. Loews Annapolis Hotel

    Real Traveler Rating: 4.3 out of 5 based on 193 reviews from 6 sources

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    from $144
    Loews Annapolis Hotel
    Real Travel - Review Analyzer
    Highly Recommended
    Based on 193 reviews
    from 6 sources
    Service: Rating of 4.4 out of 5
    Location: Rating of 4.3 out of 5
    Room: Rating of 4.5 out of 5
    • "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

  • 6. Historic Inns of Annapolis

    Real Traveler Rating: 4.0 out of 5 based on 349 reviews from 5 sources

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    from $102
    Historic Inns of Annapolis
    Real Travel - Review Analyzer
    Highly Recommended
    Based on 349 reviews
    from 5 sources
    Service: Rating of 4.1 out of 5
    Location: Rating of 4.6 out of 5
    Room: Rating of 4.0 out of 5
    • "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

  • 7. Comfort Inn Annapolis

    Real Traveler Rating: 4.1 out of 5 based on 14 reviews from 3 sources

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    from $89
    Comfort Inn Annapolis
    Real Travel - Review Analyzer
    Recommended
    Based on 14 reviews
    from 3 sources
    Service: Rating of 4.3 out of 5
    Location: Rating of 4.0 out of 5
    Room: Rating of 3.5 out of 5
    • "All things considered, it was a great experience at a reasonable price." — source Priceline

      "Clean rooms, good contnental breakfast." — source Orbitz

  • 8. Quality Inn Annapolis

    Real Traveler Rating: 3.4 out of 5 based on 24 reviews from 3 sources

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    from $79
    Quality Inn Annapolis
    Real Travel - Review Analyzer
    Recommended
    Based on 24 reviews
    from 3 sources
    Service: Rating of 3.6 out of 5
    Location: Rating of 3.9 out of 5
    Room: Rating of 3.4 out of 5
    • "Overall, this hotel was okay." — source Orbitz

      "The room was clean and adequate with parking close to the main entrance and rooms." — source Priceline

  • 9. Kent Manor Inn

    Real Traveler Rating: 4.5 out of 5 based on 1 review from 1 source

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    from $220
    Kent Manor Inn
    Real Travel - Review Analyzer
    Recommended
    Based on 1 review
    from 1 source
    Service: Rating of 5.0 out of 5
    Location: Rating of 4.0 out of 5
  • 10. Super 8 Annapolis MD

    Real Traveler Rating: 3.9 out of 5 based on 12 reviews from 3 sources

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    from $76
    Super 8 Annapolis MD
    Real Travel - Review Analyzer
    Recommended
    Based on 12 reviews
    from 3 sources
    Service: Rating of 4.1 out of 5
    Location: Rating of 3.7 out of 5
    Room: Rating of 4.0 out of 5
    • "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

Sort by: Popularity | Price
16 hotels found