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Find hotels in Oyster Harbor, Annapolis

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Our top choices for Oyster Harbor hotels

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
20.1 km from Oyster Harbor
9.6 out of 10, Exceptional, (684)
"friendly staff, clean room / lobby, nice bar, everything was great"
United States
William
The price is NT$3,640
NT$4,041 total
includes taxes & fees
Jan 19 - 2026/1/20
Hyatt Place Kent Narrows & Marina

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
9 km from Oyster Harbor
8.6 out of 10, Excellent, (1000)
"Great stay "
United States
Jose Miguel
The price is NT$2,342
NT$2,669 total
includes taxes & fees
Jan 4 - 2026/1/5
DoubleTree by Hilton Hotel Annapolis

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, (1014)
"Very nice hotel. Very clean and quiet "
United States
Mary
The price is NT$3,452
NT$3,935 total
includes taxes & fees
Jan 4 - 2026/1/5
Crowne Plaza Annapolis by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
20.4 km from Oyster Harbor
9.2 out of 10, Wonderful, (945)
"It was very comfortable and clean"
United States
Maria
The price is NT$2,730
NT$3,030 total
includes taxes & fees
Jan 19 - 2026/1/20
Holiday Inn Express Annapolis East-Kent Island by IHG

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, (1004)
"Great value for stay with breakfast included "
United States
Aisling
The price is NT$2,652
NT$3,024 total
includes taxes & fees
Jan 13 - 2026/1/14
Hilton Garden Inn Annapolis Downtown

The Westin Annapolis

The Westin Annapolis
4.0 star property
6.4 km from Oyster Harbor
8.6 out of 10, Excellent, (1000)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is NT$4,362
NT$4,973 total
includes taxes & fees
Jan 1 - 2026/1/2
The Westin Annapolis

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, (1904)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
20.3 km from Oyster Harbor
8.0 out of 10, Very Good, (1000)
"Nice place "
United States
Tucker T
The price is NT$2,348
NT$2,606 total
includes taxes & fees
Jan 7 - 2026/1/8
Best Western Kent Narrows Inn

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, (1000)
"Breakfast menu was great! Pool and hot tub were nice!"
United States
Terrence
The price is NT$3,035
NT$3,460 total
includes taxes & fees
Jan 4 - 2026/1/5
Country Inn & Suites by Radisson, Annapolis, MD

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
6.3 km from Oyster Harbor
9.4 out of 10, Exceptional, (1003)
"Pleasant staff. Good location to walk to restaurants, shops. "
United States
Beth
The price is NT$4,606
NT$5,251 total
includes taxes & fees
Jan 9 - 2026/1/10
Graduate by Hilton Annapolis

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, (1007)
"Appreciated that it was in a quiet area. Great hospitality! Will stay again when visiting Maryland."
United States
robin
The price is NT$2,676
NT$3,051 total
includes taxes & fees
Jan 7 - 2026/1/8
Hampton Inn & Suites Annapolis

The Wildset

The Wildset
2.5 star property
26.2 km from Oyster Harbor
9.8 out of 10, Exceptional, (412)
"Everything was lovely. "
United States
Erin
The price is NT$5,617
NT$6,869 total
includes taxes & fees
Jan 6 - 2026/1/7
The Wildset

St Michaels Inn

St Michaels Inn
2.5 star property
28.7 km from Oyster Harbor
8.2 out of 10, Very Good, (1001)
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is NT$3,156
NT$3,472 total
includes taxes & fees
Jan 7 - 2026/1/8
St Michaels Inn

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
9.1 km from Oyster Harbor
8.6 out of 10, Excellent, (1002)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is NT$2,636
NT$3,005 total
includes taxes & fees
Jan 19 - 2026/1/20
Courtyard by Marriott Annapolis

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
13.7 km from Oyster Harbor
9.4 out of 10, Exceptional, (432)
"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
The price is NT$5,178
NT$6,546 total
includes taxes & fees
Jan 4 - 2026/1/5
The Inn at Chesapeake Bay Beach Club

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
25.8 km from Oyster Harbor
9.4 out of 10, Exceptional, (363)
"nice clean room staff very nice would stay again "
United States
mario
The price is NT$3,138
NT$3,452 total
includes taxes & fees
Jan 1 - 2026/1/2
Knapps Narrows Marina & Inn

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, (1000)
"Great location and friendly staff. "
United States
Shana
The price is NT$3,441
NT$3,923 total
includes taxes & fees
Jan 11 - 2026/1/12
SpringHill Suites by Marriott Annapolis

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
20.3 km from Oyster Harbor
9.0 out of 10, Wonderful, (1001)
"Clean and friendly staff"
United States
Lisa
The price is NT$3,834
NT$4,256 total
includes taxes & fees
Jan 5 - 2026/1/6
Hilton Garden Inn Kent Island Marina

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
8.8 km from Oyster Harbor
8.8 out of 10, Excellent, (971)
"Plenty of space for our group - nice layout! Nice showers & very clean! Breakfast was exceptional! Very pleased with the stay!!"
United States
Tammy
The price is NT$2,856
NT$3,255 total
includes taxes & fees
Jan 29 - 2026/1/30
Sonesta ES Suites Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
9 km from Oyster Harbor
7.8 out of 10, Good, (1000)
"Best Western provided a clean comfortable room for our stay at Annapolis. There was plentiful parking and the staff was courteous and helpful. The breakfast was adequate and centrally located. I would definitely recommends this establishment"
United States
Charles
The price is NT$2,146
NT$2,447 total
includes taxes & fees
Jan 4 - 2026/1/5
Best Western 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.

Where to stay in Oyster Harbor

Find the best Oyster Harbor areas and neighborhoods for the activities you enjoy most. Learn more about Oyster Harbor
Learn more about Oyster Harbor

Historic District

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

Eastport

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

Murray Hill

While visiting Murray Hill, you might make a stop by sights like Ballet Theater of Maryland and Spa Creek.

Cape Saint Claire

Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

Admiral Heights

Admiral Heights might not have many top sights, but Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts are two attractions nearby that you can check out.

Top Oyster Harbor Hotel Reviews

Find out more about Oyster Harbor

Top reasons to visit Oyster Harbor

  • Outdoor Activities: Oyster Harbor offers a variety of outdoor experiences, including fishing, boating, and golfing, perfect for family vacations.
  • Scenic Beaches: Relax at the inviting community beach, where stunning coastal views create a picturesque setting.
  • Charming Local Shops: Discover quaint shops and delightful eateries nearby, adding a touch of local flavor to your visit.
  • Rich History: Explore historic houses and cultural sites that showcase the area's unique heritage.
  • Diverse Accommodations: Choose from cozy bed & breakfasts to modern hotels, catering to various traveler needs.

Find great hotels near Oyster Harbor

Discover a range of hotel accommodations in Oyster Harbor, Annapolis, Maryland, perfect for your getaway. Whether you prefer a cozy bed & breakfast or a modern hotel, you'll find pet-friendly options and services tailored for business travelers and LGBTQIA guests. Enjoy proximity to local attractions like Oyster Harbor's marina, the Oyster Harbor Club, and the Boat Yard, ensuring a memorable stay by the water.

  • Country Inn & Suites by Radisson, Annapolis, MD: Nestled 9.7km from Oyster Harbor, Country Inn & Suites by Radisson offers a welcoming atmosphere perfect for pet lovers and business travelers alike. This 3-star hotel embraces diversity, being LGBTQIA-friendly and affiliated with LGBTQI travel guides. Guests can enjoy amenities like a designated dog exercise area and flexible pet policies, making it a great choice for those traveling with furry companions. The hotel’s comfortable rooms and convenient business facilities cater to a variety of needs, ensuring an enjoyable stay for all.
  • Comfort Inn Conference Center: Located 20.9km from Oyster Harbor, Comfort Inn Conference Center is ideal for business travelers seeking a comfortable and pet-friendly environment. This hotel offers essential amenities and a welcoming atmosphere for both work and relaxation. With its pet policy allowing for service animals and permitted pets, guests can travel with peace of mind. The hotel is equipped with essential business facilities, making it a practical choice for those on a work trip who also want the option to bring their pets along.
  • Historic Inns of Annapolis: Just 6.4km from Oyster Harbor, Historic Inns of Annapolis stands out with its unique blend of history and charm. Set within a national historic building, this 3.5-star hotel offers a city-themed experience that allows guests to immerse themselves in Annapolis’s rich heritage. With pet-friendly policies, including accommodations for dogs, guests can enjoy their stay without leaving their pets behind. The central location makes it easy to explore the vibrant surroundings, while the historic ambiance enhances your vacation experience.

Where to stay near Oyster Harbor

Oyster Harbor, nestled in the charming village of Osterville, offers a perfect blend of coastal beauty and family-friendly activities. Explore the inviting community beach, where relaxation meets stunning scenery. Nearby, you'll find quaint shops and delightful eateries, making it an ideal spot for both leisure and romance. Enjoy the warm atmosphere and friendly locals as you experience the best of what this beautiful region has to offer.

  • Annapolis: As the capital of Maryland, Annapolis is a vibrant city filled with rich history and culture. Nestled along the Chesapeake Bay, it offers a unique blend of urban life and coastal charm. Visitors can explore the historic downtown area, packed with colonial architecture, shops, and restaurants. Annapolis is renowned for its sailing heritage, making it a perfect destination for water enthusiasts. Key attractions include the United States Naval Academy, the Maryland State House, and picturesque waterfront parks. The city thrives year-round, but expect a bustling atmosphere during summer months when festivals and outdoor events take center stage.
  • Highland Beach: A quaint village located just 644m from Oyster Harbor, Highland Beach is a hidden gem known for its serene beaches and charming community vibe. This idyllic spot is ideal for outdoor lovers, offering beautiful shoreline views and recreational activities. Perfect for romantic getaways or family outings, visitors can enjoy leisurely strolls along the boardwalk and spend time at local parks. The village's seasonal appeal peaks in late spring and summer, making it a popular destination for those looking to unwind by the water and soak up the sun.
  • Arundel on the Bay: Situated 1.1km from Oyster Harbor, Arundel on the Bay is a picturesque neighborhood that combines natural beauty with a friendly atmosphere. This area is popular among families and business travelers alike, offering easy access to local beaches and recreational activities. Visitors can explore the nearby lake and enjoy the historic charm of local landmarks. With its unique blend of outdoor experiences and community spirit, Arundel on the Bay is a delightful stop for those looking to escape the hustle and bustle while still being close to the heart of Annapolis.

Things to do near Oyster Harbor

Oyster Harbor in Annapolis, Maryland, is perfect for outdoor family vacations, offering a variety of activities. Enjoy the scenic recreational areas, visit local educational sites, or shop at nearby malls. Popular attractions include a fishing pier, a golf course, fishing in the creek, water boating, and guided tours, ensuring a memorable experience for all visitors.

Shopping

Experience shopping in Oyster Harbor with Westfield Annapolis Mall, just 9.7km away, offering a vibrant mix of entertainment and family-friendly options. Don't miss the Wild Bird Center, 4.8km away for unique gifts, and Annapolis Harbor Center, 8.0km away, featuring a variety of stores.

Recreation

At the Navy-Marine Corps Memorial Stadium, immerse yourself in the energetic atmosphere of local sports events, just a short drive from Oyster Harbor. Experience the great outdoors at Annapolis Golf Club, where you can enjoy a round of golf surrounded by beautiful scenery. Lastly, indulge in the arts at the Ballet Theater of Maryland, celebrating culture and romance through captivating dance performances.

Adventure

At Annapolis Sailing School, located 4.8km from Oyster Harbor, embrace the thrill of sailing in a vibrant outdoor environment. Chesapeake Beach Water Park, 27.4km away, offers family-friendly water fun and exciting attractions. For a scenic escape, hike the B&A Trail, situated 14.8km from Oyster Harbor, surrounded by nature.

Nightlife

Experience the vibrant nightlife in Oyster Harbor by catching a show at The Colonial Players, just 6.4km away, for a taste of local culture. For family fun, visit Annapolis Bowl 9.7km away or Crofton Bowl 20.9km away, where adventure awaits in an arcade atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Oyster Harbor

To save money during your visit to Oyster Harbor, plan your trip between December and February when hotel prices are lower, and try to book your stay on a Monday for the best deals. Utilize Expedia's search tool to find budget-friendly accommodations, especially by filtering for Eco-certified hotels. Combining your hotel, flights, and activities into one package can also lead to significant savings. For transportation, consider using public transport options or walking to explore the area, as it is pedestrian-friendly and offers free activities to enjoy the beautiful surroundings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Oyster Harbor are December to February, where the prices are slightly lower. This is in comparison to May to June and September, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Oyster Harbor is Monday. The most expensive day to stay around Oyster Harbor is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool enables you to choose your budget, desired location, and additional preferences. You can easily arrange your search results by price, starting with the most affordable hotels. Additionally, you have the option to narrow your choices by hotel type—if you select the Eco-certified filter, you'll find a selection of sustainable and environmentally friendly hotels ready for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay at Oyster Harbor with your flights and activities when you book an Expedia package.

Find the best attractions near Oyster Harbor

Oyster Harbor in Annapolis, Maryland, is an ideal destination for outdoor enthusiasts and families alike. Visitors can explore a variety of attractions, including marinas, urban parks, and historic houses. Whether you're interested in cultural experiences or simply enjoying the beautiful scenery, Oyster Harbor has something for everyone. Don't miss the chance to discover the charming nearby areas like Oyster Creek and the local golf community, making your vacation truly memorable.

  • U.S. Naval Academy: Located 6.4km from Oyster Harbor, this prestigious institution offers a glimpse into naval history and training. Explore its stunning architecture and beautiful grounds while soaking in the rich maritime heritage of the United States.
  • Chesapeake Bay Bridge: A modern marvel situated 11.3km away, this iconic bridge connects the Eastern and Western shores of Maryland. Experience breathtaking views of the Chesapeake Bay and enjoy the vibrant city atmosphere surrounding the area.
  • Maryland Quiet Waters Park: Just 3.2km from Oyster Harbor, this urban park is a peaceful retreat featuring scenic trails and art installations. It's perfect for family outings and outdoor activities amidst the charm of nature and city vibes.

Best time to go to Oyster Harbor

The best time to visit Oyster Harbor can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Oyster Harbor falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Oyster Harbor falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnySlightly LowSlightly Low
February37.9°F (3.3°C)Light RainMostly SunnySlightly LowSlightly Low
March44.6°F (7.0°C)Light RainMostly SunnyAverageAverage
April55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
May64.2°F (17.9°C)Light RainMostly SunnyAverageSlightly High
June73.0°F (22.8°C)Light RainMostly SunnySlightly HighSlightly High
July78.4°F (25.8°C)Light RainMostly SunnySlightly HighAverage
August76.8°F (24.9°C)Light RainMostly SunnySlightly HighAverage
September70.7°F (21.5°C)Light RainMostly SunnyAverageSlightly High
October60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
November48.7°F (9.3°C)Light RainMostly SunnyAverageAverage
December41.5°F (5.3°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Oyster Harbor

Traveling to Oyster Harbor, Annapolis, is convenient with three major airports nearby. Baltimore/Washington International Thurgood Marshall Airport (BWI) is 32.2km away, with excellent hotel options like the 5-star Sagamore Pendry Baltimore and Four Seasons Hotel Baltimore, both 12.9km from the airport. Washington, D.C. (Ronald Reagan Washington National Airport - DCA) is 49.9km away, featuring luxurious stays at Salamander Washington DC, Riggs Washington DC, and Pendry Washington DC - The Wharf, all within 4.8km. Finally, Washington Dulles International Airport (IAD) is 54.8km from Oyster Harbor, with nearby hotels like the 4-star Hyatt Regency Dulles and Hilton Washington Dulles Airport, both just a couple of miles away.

Frequently asked questions

What's it like in Oyster Harbor?
Travelers to the Oyster Harbor neighborhood in Annapolis will be sure to enjoy their stay. Be sure to check out Northern Chesapeake Bay and Chesapeake Bay as part of your Oyster Harbor travel plans.
How many hotels can I expect to find in the Oyster Harbor area?
Expedia has 5 Oyster Harbor hotels and other accommodations, 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! Most room reservations are 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 non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Add dates, click "Search", then use the filter option "fully refundable" to get the best options available in Oyster Harbor.
Where can I learn more about changing or cancelling my trip to Oyster Harbor?
To access more information about rescheduling or cancelling your trip to Oyster Harbor, go to https://www.expedia.com/service/.
What is there to do around this Annapolis neighborhood?
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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