The Best Hotels in Oyster Harbor, Annapolis - 2026 Updated Prices

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Hotels recommended for families in Oyster Harbor

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

Historic Inns of Annapolis

Historic District

฿4,408 total

includes taxes & fees

30 Oct - 31 Oct

Where to stay in Oyster Harbor

Find the best Oyster Harbor areas for the activities you enjoy most.

An aerial view of a coastal town with a prominent church, dense residential area, and a marina with boats.

Historic District

While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.

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A marina with numerous sailboats docked, surrounded by residential houses and a backdrop of trees and a distant shoreline.

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

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A cityscape with historic buildings, a river, and a bridge in the background.

Murray Hill

If you're spending some time in Murray Hill, Spa Creek and Ballet Theater of Maryland are top sights worth seeing.

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A large suspension bridge spanning a wide river at sunset.

Hillsmere

While visiting Hillsmere, you might make a stop by sights like Maryland Quiet Waters Park and Great Frogs Winery.

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A suspension bridge over a body of water with a sunset in the background.

Cape Saint Claire

While visiting Cape Saint Claire, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.

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Top Oyster Harbor Hotel Reviews

Rod 'N' Reel Resort

10/10 Excellent

"The resort was beautiful. Being on the water was so relaxing and having restaurants right on the property was a plus. I will definitely be back next year."

St Michaels Inn

8/10 Good

"We have stayed here quite a few times oner the last 15 or so years. The owners seem to always do work to make it better since the property is not a newer motel. The exterior shows the efforts. The interior is the main concern. The typical cleaning is fine in the high traffic areas, but fine detailing and dusting is non-existent and it's been this way for years. You can usually write you name in the dust on lamps and other items. Normally I would ding this level a cleaning two stars, but the room rates, especially off season, keeps the 4-star rating. Breakfast is in a large room and well stocked. Depending on the vacancy rate, there can be hot eggs and sausage. Otherwise, a fairly hefty continental breakfast. I do have to give a plug for the coffee and that also keeps a for star rating. Their coffee in the breakfast room is excellent compared to most hotels/motels where it is notoriously bad, which I never understood. For java drinkers, it means the difference between starting you day off in a positive or negative way. Never understood why hotels provide bad coffee. It leaves a bad taste in your mouth (pun intended)."

Frequently asked questions

What's it like in Oyster Harbor?

Travellers to the Oyster Harbor neighbourhood in Annapolis will be sure to enjoy their stay. Make sure that you visit Northern Chesapeake Bay and Chesapeake Bay as part of your Oyster Harbor travel plans.

How many hotels are there in Oyster Harbor?

Expedia has 5 Oyster Harbor hotels and other accommodation options, and one might make a good home base for venturing out into the greater Annapolis area.

If I need to cancel my hotel reservation in Oyster Harbor, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to review the best options available in Oyster Harbor.

What is there to do around this Annapolis neighbourhood?

A few attractions you might want to check out while you're in Oyster Harbor are Northern Chesapeake Bay and Chesapeake Bay. While you're out sightseeing, Bay Ridge Beach and Annapolis Golf Club are a couple of additional sights to visit in Annapolis.

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Our top choices for Oyster Harbor hotels

1. Holiday Inn Express & Suites Annapolis by IHG

2. SpringHill Suites by Marriott Annapolis

3. Crowne Plaza Annapolis by IHG

4. The Westin Annapolis

5. Historic Inns of Annapolis

6. DoubleTree by Hilton Hotel Annapolis

7. Annapolis Waterfront Hotel, Autograph Collection

8. Hilton Garden Inn Annapolis Downtown

9. Fairfield Inn & Suites By Marriott Annapolis

10. Graduate by Hilton Annapolis

11. Country Inn & Suites by Radisson, Annapolis, MD

12. Hampton Inn & Suites Annapolis

13. Best Western Annapolis

14. Sonesta ES Suites Annapolis

15. Residence Inn By Marriott Annapolis

16. Hilton Garden Inn Annapolis

17. Courtyard by Marriott Annapolis

18. TownePlace Suites by Marriott Annapolis

19. 134 Prince - Luxury Boutique Hotel

20. Flag House Inn

Hotels recommended for families in Oyster Harbor

Historic Inns of Annapolis

Where to stay in Oyster Harbor

Historic District

Eastport

Murray Hill

Hillsmere

Cape Saint Claire

Top Oyster Harbor Hotel Reviews

Rod 'N' Reel Resort

Frequently asked questions

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