Oyster Harbor Travel Guide
Tourist Guide
Visit Oyster Harbor
Activities
Annapolis Harbor and U.S. Naval Academy Cruise
NZ$59
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
NZ$52
per adult
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
NZ$17
per traveller
80% of travellers recommend
Best of Annapolis Tour: Colonial, State House, Naval Academy
NZ$59
per adult
100% of travellers recommend
Our pick of the best Oyster Harbor Hotel Deals
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is NZ$182 per night from 4 Oct to 5 Oct
NZ$182
4 Oct - 5 Oct
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 ...
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is NZ$274 per night from 18 Oct to 19 Oct
NZ$274
18 Oct - 19 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! (2,027 reviews)
"The best news about this hotel is the location - just a couple of mins walk to Main St so it's very convenient. Parking is tricky but that's Annapolis! The hotel is obviously an old building but is mostly well decorated and maintained. I was very disappointed that there was no bar / restaurant as ..."
Reviewed on 29 Sept 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
The price is NZ$223 per night from 4 Oct to 5 Oct
NZ$223
4 Oct - 5 Oct
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! (1,019 reviews)
"Pool was green and hot tub was empty. Our room's toilet seat was loose. And the first night there was no parking (we had to park in a bank parking lot) because they were hosting an event."
Reviewed on 29 Sept 2026
Graduate by Hilton Annapolis
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NZ$295 per night from 26 Oct to 27 Oct
NZ$295
26 Oct - 27 Oct
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! (1,014 reviews)
"V"
Reviewed on 29 Sept 2026
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
The price is NZ$322 per night from 7 Oct to 8 Oct
NZ$322
7 Oct - 8 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 ...
St Michaels Inn
1228 S Talbot Street St. Michaels MD
The price is NZ$173 per night from 6 Oct to 7 Oct
NZ$173
6 Oct - 7 Oct
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 ...
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.
