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

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Our top choices for Oyster Harbor hotels

A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

1. The Westin Annapolis

6.4 km from Oyster Harbor

Bobbi

5.872.271 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

2. DoubleTree by Hilton Hotel Annapolis

9 km from Oyster Harbor

Michele

3.266.635 ₫ total

includes taxes & fees

20 Oct - 21 Oct

An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.

3. Crowne Plaza Annapolis by IHG

9.3 km from Oyster Harbor

Jose

3.127.943 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

4. Historic Inns of Annapolis

Historic District, 6.2 km from Oyster Harbor

Jennifer

3.413.590 ₫ total

includes taxes & fees

30 Oct - 31 Oct

A modern hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a microwave.

5. Holiday Inn Express & Suites Annapolis by IHG

8.8 km from Oyster Harbor

Omer

2.803.346 ₫ total

includes taxes & fees

15 Nov - 16 Nov

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

6. Graduate by Hilton Annapolis

6.3 km from Oyster Harbor

Nadine

4.331.316 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

7. SpringHill Suites by Marriott Annapolis

8.6 km from Oyster Harbor

Kaiya

3.511.559 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A balcony with a table set for two, overlooking a marina with boats.

8. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 5.7 km from Oyster Harbor

William

6.586.387 ₫ total

includes taxes & fees

1 Nov - 2 Nov

9. Hilton Garden Inn Annapolis Downtown

6.3 km from Oyster Harbor

petra

3.121.452 ₫ total

includes taxes & fees

26 Oct - 27 Oct

An outdoor patio with tables, chairs, and a fire feature.

10. Fairfield Inn & Suites By Marriott Annapolis

6.7 km from Oyster Harbor

Imola

3.983.701 ₫ total

includes taxes & fees

27 Oct - 28 Oct

A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

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

10 km from Oyster Harbor

Catherine

2.691.212 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

12. Sonesta ES Suites Annapolis

8.8 km from Oyster Harbor

Dennis

2.773.836 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A white two-story building with a central entrance, a staircase, and a small garden area.

13. 134 Prince - Luxury Boutique Hotel

6 km from Oyster Harbor

Chris

8.807.167 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A modern hotel kitchen with a central island, seating area, and various kitchen appliances.

14. Best Western Annapolis

9 km from Oyster Harbor

Silvia

2.230.873 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A conference room with a large table, chairs, water bottles, and a flat-screen TV on the wall.

15. Hilton Garden Inn Annapolis

9.1 km from Oyster Harbor

Walter

2.733.998 ₫ total

includes taxes & fees

9 Nov - 10 Nov

An outdoor seating area with tables and chairs, a sofa, and a fire feature.

16. Residence Inn By Marriott Annapolis

6.7 km from Oyster Harbor

Francis

4.485.353 ₫ total

includes taxes & fees

27 Oct - 28 Oct

A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.

17. Hampton Inn & Suites Annapolis

8.7 km from Oyster Harbor

Courtney

2.879.478 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A room with a dark blue wall, a fireplace with lit candles, a leather armchair, and a bookshelf with decorative items.

18. Flag House Inn

Historic District, 6.1 km from Oyster Harbor

Nathan

6.429.058 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.

19. Courtyard by Marriott Annapolis

9.1 km from Oyster Harbor

Jim

2.960.332 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A cozy bar area with a brick archway, wooden cabinets, and a dining table with chairs.

20. 86 State Circle - Luxury Boutique Hotel

Historic District, 6.2 km from Oyster Harbor

Angela

8.032.913 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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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

Comfort Inn Conference Center

10/10 Excellent

"The front desk staff was very helpful!!"

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. The Westin Annapolis

2. DoubleTree by Hilton Hotel Annapolis

3. Crowne Plaza Annapolis by IHG

4. Historic Inns of Annapolis

5. Holiday Inn Express & Suites Annapolis by IHG

6. Graduate by Hilton Annapolis

7. SpringHill Suites by Marriott Annapolis

8. Annapolis Waterfront Hotel, Autograph Collection

9. Hilton Garden Inn Annapolis Downtown

10. Fairfield Inn & Suites By Marriott Annapolis

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

12. Sonesta ES Suites Annapolis

13. 134 Prince - Luxury Boutique Hotel

14. Best Western Annapolis

15. Hilton Garden Inn Annapolis

16. Residence Inn By Marriott Annapolis

17. Hampton Inn & Suites Annapolis

18. Flag House Inn

19. Courtyard by Marriott Annapolis

20. 86 State Circle - Luxury Boutique Hotel

Where to stay in Oyster Harbor

Historic District

Eastport

Murray Hill

Hillsmere

Cape Saint Claire

Top Oyster Harbor Hotel Reviews

Comfort Inn Conference Center

Frequently asked questions

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