Oyster Harbor Travel Guide
Tourist Guide
Visit Oyster Harbor
Activities
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
AU$14
per traveller
80% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
AU$36
per adult
100% of travellers recommend
Best of Annapolis Tour: Colonial, State House, Naval Academy
AU$47
per adult
Our pick of the best Oyster Harbor Hotel Deals
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is AU$133 per night from 27 Sept to 28 Sept
AU$133
27 Sept - 28 Sept
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 ...
8.8/10 Excellent! (1,180 reviews)
"Hotel is a little dated but still very well kept and a great value."
Reviewed on 17 Sept 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is AU$209 per night from 12 Oct to 13 Oct
AU$209
12 Oct - 13 Oct
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! (1,997 reviews)
"Very impressed with the staff and all the help they provided for us.....! Cleanliness tops. My only complaint is with the cable TV quality. Very poor picture quality and cumbersome remote. This certainly requires a big upgrade. Also it wasn`t till the second day that I found electric outlets for ..."
Reviewed on 16 Sept 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
The price is AU$176 per night from 27 Sept to 28 Sept
AU$176
27 Sept - 28 Sept
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! (1,016 reviews)
"Clerk was very informational, great room, Breakfast was only $18 each and filled us up! Great service and plenty of parking. Very much worth the value."
Reviewed on 17 Sept 2026
Graduate by Hilton Annapolis
126 West St Annapolis MD
The price is AU$238 per night from 27 Sept to 28 Sept
AU$238
27 Sept - 28 Sept
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the bar and the helpful ...
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
The price is AU$253 per night from 12 Oct to 13 Oct
AU$253
12 Oct - 13 Oct
includes taxes & fees
Stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants and a marina. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,003 reviews)
"Nice weekend getaway"
Reviewed on 16 Sept 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
The price is AU$134 per night from 21 Sept to 22 Sept
AU$134
21 Sept - 22 Sept
includes taxes & fees
Stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
8/10 Very good! (1,000 reviews)
"Front desk and breakfast staff were friendly and amazing. Breakfast had good a variety of options. Housekeeping staff was rude. Extra blanket was dirty, otherwise the room was clean. Early morning renovations and construction was loud and woke us up."
Reviewed on 14 Sept 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.
Our guide on where to stay in Oyster Harbor
Find the best Oyster Harbor areas for the activities you enjoy most.
Historic District
While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.
Eastport
While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.
Murray Hill
If you're spending some time in Murray Hill, Spa Creek and Ballet Theater of Maryland are top sights worth seeing.
Hillsmere
While visiting Hillsmere, you might make a stop by sights like Maryland Quiet Waters Park and Great Frogs Winery.
Admiral Heights
If you're looking for some top things to see and do in Admiral Heights and surrounding area, you can visit Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts.
