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Oyster Harbor Hotels, Annapolis

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Check prices for these dates

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov

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Our top choices for Oyster Harbor hotels

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

1. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
8.8 km from Oyster Harbor
8.4 out of 10, Very good, (1,000 reviews)
"We stayed for 3 nights and we had a good experience."
Canada
Omer
The price is AU$143
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Express & Suites Annapolis by IHG
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

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

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
10 km from Oyster Harbor
9.0 out of 10, Wonderful, (1,055 reviews)
"Breakfast and parking was great"
United States
Isidore
The price is AU$135
includes taxes & fees
23 Nov - 24 Nov
Country Inn & Suites by Radisson, Annapolis, MD
Lobby

3. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
6.3 km from Oyster Harbor
8.6 out of 10, Excellent, (1,000 reviews)
"Great location, friendly staff."
United States
Joel
The price is AU$163
includes taxes & fees
15 Nov - 16 Nov
Hilton Garden Inn Annapolis Downtown
A modern hotel kitchen with a central island, seating area, and various kitchen appliances.

4. Best Western Annapolis

Best Western Annapolis
2.5 star property
9 km from Oyster Harbor
7.8 out of 10, Good, (1,002 reviews)
"Clean comfy bed"
United States
Dawnmarie
The price is AU$109
includes taxes & fees
23 Nov - 24 Nov
Best Western Annapolis
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

5. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
8.8 km from Oyster Harbor
8.8 out of 10, Excellent, (1,002 reviews)
"Very quiet great location."
United States
Panagiotis
The price is AU$128
includes taxes & fees
23 Nov - 24 Nov
Sonesta ES Suites Annapolis
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

6. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
9 km from Oyster Harbor
8.8 out of 10, Excellent, (1,265 reviews)
"Excellent staff & service!"
United States
Michele
The price is AU$145
includes taxes & fees
10 Nov - 11 Nov
DoubleTree by Hilton Hotel Annapolis
A modern lobby with a reception desk, seating area, and potted plants.

7. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
9.1 km from Oyster Harbor
8.2 out of 10, Very good, (1,002 reviews)
"The room was clean, the staff were wonderful, we didn't do breakfast and we were charged $8.00 a day for parking."
United States
Walter
The price is AU$141
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Annapolis
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

8. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
8.6 km from Oyster Harbor
9.0 out of 10, Wonderful, (1,003 reviews)
"The hotel is close to lots of shopping and dining options."
United States
FRANK
The price is AU$201
includes taxes & fees
23 Nov - 24 Nov
SpringHill Suites by Marriott Annapolis
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.

9. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
8.7 km from Oyster Harbor
8.2 out of 10, Very good, (1,001 reviews)
"Great location, many shops, restaurants, the breakfast at this location is the best we experienced in many Hampton Inns. The lady that takes care of breakfast there is the best"
United States
Christopher
The price is AU$145
includes taxes & fees
15 Nov - 16 Nov
Hampton Inn & Suites Annapolis
A swimming pool with a clear blue water, surrounded by lounge chairs and a glass wall.

10. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
9.3 km from Oyster Harbor
8.8 out of 10, Excellent, (1,000 reviews)
"Great location"
United States
Jose
The price is AU$164
includes taxes & fees
10 Nov - 11 Nov
Crowne Plaza Annapolis by IHG
A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

11. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District, 6.2 km from Oyster Harbor
9.0 out of 10, Wonderful, (2,063 reviews)
"Great location, excellent stay"
United States
Christiaan
The price is AU$182
includes taxes & fees
2 Dec - 3 Dec
Historic Inns of Annapolis
A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

12. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
6.3 km from Oyster Harbor
9.4 out of 10, Exceptional, (1,003 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
United States
REBECCA
The price is AU$211
includes taxes & fees
29 Nov - 30 Nov
Graduate by Hilton Annapolis
A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.

13. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
9.1 km from Oyster Harbor
8.6 out of 10, Excellent, (1,003 reviews)
"We good stay"
United States
Mike
The price is AU$163
includes taxes & fees
29 Nov - 30 Nov
Courtyard by Marriott Annapolis
An outdoor patio with tables, chairs, and a fire feature.

14. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
6.7 km from Oyster Harbor
8.8 out of 10, Excellent, (249 reviews)
"Nice hotel"
United States
Imola
The price is AU$206
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites By Marriott Annapolis
A circular fire pit surrounded by outdoor seating with a brick wall and a multi-story building in the background.

15. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
3.0 star property
8.9 km from Oyster Harbor
9.2 out of 10, Wonderful, (139 reviews)
"It was AMAZING to stay there !!!"
United States
Nkusu Lauren
The price is AU$191
includes taxes & fees
8 Nov - 9 Nov
TownePlace Suites by Marriott Annapolis
A modern living room with a large window, a dining area, and a kitchen in the background.

16. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
8.5 km from Oyster Harbor
8.8 out of 10, Excellent, (327 reviews)
"Good choice for a quick trip"
United States
Jose
The price is AU$137
includes taxes & fees
15 Nov - 16 Nov
Candlewood Suites Annapolis by IHG
An outdoor patio with tables, chairs, and a fire feature.

17. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
6.7 km from Oyster Harbor
9.0 out of 10, Wonderful, (94 reviews)
"Amazing stay!"
United States
Caitlin
The price is AU$219
includes taxes & fees
23 Nov - 24 Nov
Residence Inn By Marriott Annapolis
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

18. The Westin Annapolis

The Westin Annapolis
4.0 star property
6.4 km from Oyster Harbor
8.8 out of 10, Excellent, (1,000 reviews)
"This is a fabulous resort! Very clean, great location and the staff is great!"
United States
Bobbi
The price is AU$274
includes taxes & fees
22 Nov - 23 Nov
The Westin Annapolis
Private kitchen

19. Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
10.8 km from Oyster Harbor
6.2 out of 10, (532 reviews)
"very clean room. All the basic items you need from a budget motel. I admit on the outside the motel looks a bit rough, but inside the rooms where it really matters, it was clean, well organized, and comfortable. I would stay here again, if I was looking for a cheap accommodation in the Annapolis area. Despite being right next to a busy state highway, it was very quiet and conveniently located to a couple of local restaurants and a convenience store."
United States
Keith
The price is AU$130
includes taxes & fees
2 Nov - 3 Nov
Village Inn Annapolis MD
A hotel hallway with carpeted floors, doors on both sides, and overhead lighting.

20. Red Roof Inn Annapolis

Red Roof Inn Annapolis
2.0 star property
9.1 km from Oyster Harbor
7.0 out of 10, Good, (469 reviews)
"My room # 182 smelled like mildew. Location was quiet convenient to stores."
United States
Tania Bello
The price is AU$120
includes taxes & fees
2 Nov - 3 Nov
Red Roof Inn Annapolis
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.
View all properties

Compare top hotels in Oyster Harbor

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

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.8 km from Oyster Harbor
View
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
10 km from Oyster Harbor
View
Lobby

Hilton Garden Inn Annapolis Downtown

3.0 star property
6.3 km from Oyster Harbor
View
A modern hotel kitchen with a central island, seating area, and various kitchen appliances.

Best Western Annapolis

2.5 star property
9 km from Oyster Harbor
View
A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

Sonesta ES Suites Annapolis

3.0 star property
8.8 km from Oyster Harbor
View
8.4
Very good
1,000 reviews
9.0
Wonderful
1,055 reviews
8.6
Excellent
1,000 reviews
7.8
Good
1,002 reviews
8.8
Excellent
1,002 reviews
The price is AU$143
includes taxes & fees
23 Nov - 24 Nov
The price is AU$135
includes taxes & fees
23 Nov - 24 Nov
The price is AU$163
includes taxes & fees
15 Nov - 16 Nov
The price is AU$109
includes taxes & fees
23 Nov - 24 Nov
The price is AU$128
includes taxes & fees
23 Nov - 24 Nov
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • Yes, Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

Our guide on 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.

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.

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.

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.

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.

Top Oyster Harbor Hotel Reviews

Recent Reviews in Oyster Harbor

St Michaels Inn

St Michaels Inn

10/10 Excellent
"We enjoyed our stay. It was close to our event and our room was quite comfortable. The staff was very helpful to us and accommodating."
Phyllis 1-night trip
Posted 14 hours ago
St Michaels Inn

Frequently asked questions

When is the best time to go to Oyster Harbor?
The best time to visit Oyster Harbor is during the late spring and early autumn months, specifically May, early June, September, and October.

These periods offer pleasant weather with comfortable temperatures, making it ideal for enjoying outdoor activities without the intense heat and humidity of mid-summer. You'll also find fewer crowds during these shoulder seasons, allowing for a more relaxed experience.

Families looking for a classic beach holiday will find July and August suitable, although these months are the busiest and hottest. The water is warmest then, superb for swimming and watersports, and most attractions are in full swing. However, be prepared for larger crowds and higher accommodation prices.

For those interested in fishing or boating, late spring and early autumn provide excellent conditions, with calmer waters and good catches.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline − this is often within 24 to 48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our 'Fully refundable property' filter during your search to find the right Oyster Harbor hotel for you.
How can I save on a hotel booking in Oyster Harbor with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Oyster Harbor hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Oyster Harbor?
Hotel prices in Oyster Harbor often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates and sort search results by 'Price: low to high' for our cheapest rates.

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