Oyster Harbor Travel Guide
Annapolis
Visit Oyster Harbor
Things to do
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
฿1,314
per adult
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
฿318
per traveller
80% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
฿1,051
per adult
100% of travellers recommend
Awesome Scavenger Hunt: Annapolis Red Bricks & Blue Views
฿492
per adult
Top hotels in Oyster Harbor
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is ฿3,002 per night from 2 Aug to 3 Aug
฿3,002
฿4,561 total
2 Aug - 3 Aug
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! (1,903 reviews)
"Great staff"
Reviewed on 13 Jul 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is ฿3,974 per night from 26 Jul to 27 Jul
฿3,974
฿4,531 total
26 Jul - 27 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! (1,040 reviews)
"I liked Buba in the restaurant Very helpful Very attentive Very polite"
Reviewed on 14 Jul 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
The price is ฿3,969 per night from 2 Aug to 3 Aug
฿3,969
฿4,525 total
2 Aug - 3 Aug
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! (1,022 reviews)
"This hotel is in a convenient place, with several restaurants within walking distance and a mall just across the street. The front desk staff was helpful and polite. The hotel was not very clean. The carpets in the lobby and common areas appear dirty and stained. In the pool area, no clean towels ..."
Reviewed on 13 Jul 2026
Graduate by Hilton Annapolis
126 West St Annapolis MD
The price is ฿5,730 per night from 26 Jul to 27 Jul
฿5,730
฿6,533 total
26 Jul - 27 Jul
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 ...
9.4/10 Exceptional! (1,012 reviews)
"Loved the decor"
Reviewed on 9 Jul 2026
St Michaels Inn
1228 S Talbot Street St. Michaels MD
The price is ฿3,285 per night from 21 Jul to 22 Jul
฿3,285
฿3,614 total
21 Jul - 22 Jul
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 ...
8.2/10 Very good! (1,001 reviews)
"This is not an Inn, it is a motel with rooms opening to parking lot. Rooms could use maintenance - the ac unit was incredibly loud, paint was peeling, a crack in outer door, dirty corners. Breakfast was ample and very good."
Reviewed on 14 Jul 2026
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
The price is ฿6,379 per night from 13 Aug to 14 Aug
฿6,379
฿8,196 total
13 Aug - 14 Aug
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! (1,000 reviews)
"I"
Reviewed on 14 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.
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.
Cape Saint Claire
While visiting Cape Saint Claire, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.
