Chester Travel Guide
Tourist Guide
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Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is £103 per night from 14 Jul to 15 Jul
£103
14 Jul - 15 Jul
includes taxes & fees
Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,865 reviews)
"This is our second time staying at this hotel and I will definitely be staying again. The property is clean and well maintained. the staff is lovely and it is in perfect walking distance to everything downtown Annapolis has to offer. 5 stars for sure!"
Reviewed on 2 Jul 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is £82 per night from 5 Jul to 6 Jul
£82
5 Jul - 6 Jul
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (1,002 reviews)
"Check in was smooth, typical. Room was located on a wing away from the lobby which we liked b/c we could access directly from the parking lot. We were in and out a lot during our stay so that was nice. Room was clean with your usual amenities nothing outstanding. Bathroom again fairly clean but the ..."
Reviewed on 1 Jul 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
The price is £98 per night from 12 Jul to 13 Jul
£98
12 Jul - 13 Jul
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,009 reviews)
"Never stayed at a Crowne Plaza before, I was thoroughly impressed!"
Reviewed on 2 Jul 2026
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.
First Floor Studio Apartment in Historic Chestertown
Chestertown MD
Stay at this golf apartment in Chestertown. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions Wilmer Park and Sumner Hall are located ...
Grace Cottage, St Michaels Walk to everything!
Saint Michaels MD
Stay at this holiday home in St. Michaels. Enjoy laundry facilities, in-room fireplaces and air conditioning. Popular attractions Saint Marys Square and Saint ...
10/10 Exceptional! (7 reviews)
"This was an AMAZING fine. Grace cottage was so perfectly located where literally everything is walkable and convenient parking for 2 cars. The host, Lisa, was so responsive and just the sweetest. It is clear they want you to have a wonderful time with the cottage being stocked with almost anything ..."
Reviewed on 21 Jun 2026
Firefly Cottage at the Cape, Hot Tub, Community beach enjoy summer USNA visits.
Annapolis MD
Stay at this cottage in Annapolis. Enjoy free breakfast, free Wi-Fi and a garden. Popular attractions Sandy Point State Park and Bay Hills Golf Club are located ...
10/10 Exceptional! (110 reviews)
"We had a wonderful three-night stay and couldn’t have been more pleased with both the property and the host. The cottage was exceptionally comfortable, relaxing, spotless, and very dog-friendly. It provided the perfect place to unwind while visiting family.We did experience a power outage during ..."
Reviewed on 14 Jun 2026
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.
