Oyster Harbor Vacations from $242

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Your Oyster Harbor Vacation

Make planning your travels hassle-free by booking a vacation package to Oyster Harbor. We'll take care of the finer points, so you can concentrate on discovering everything this neighborhood can offer. Not sure what to see and do during your trip to Oyster Harbor? Nearby attractions such as Maryland Quiet Waters Park, Annapolis Maritime Museum and Annapolis Landing Marina are great places to start. Stop daydreaming and start doing. When you're ready to lock in your vacation to Oyster Harbor, Expedia will help you get there.

The Latest Oyster Harbor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
Save 100% on your flight
Price was $411, price is now $242 per person
$242
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (1,006 reviews)
I had a medical procedure in the Baltimore area, with a 5 AM call time to arrive at the facility. The staff was wonderful, accommodating my late check-in, and I was able to have a successful procedure that morning.

Reviewed on Aug 30, 2025

Hampton Inn & Suites Baltimore Inner Harbor

Hampton Inn & Suites Baltimore Inner Harbor

2.5 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $702, price is now $440 per person
$440
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.6/10 Excellent! (1,001 reviews)
Lovely stay for a night to see a show at the arena. Easy walk to the arena. Great staff. Easy and efficient valet, nice large, clean room and comfy bed. Great free breakfast. Free good Coffee in lobby 24/7

Reviewed on Sep 2, 2025

Kimpton Hotel Monaco Baltimore Inner Harbor by IHG

Kimpton Hotel Monaco Baltimore Inner Harbor by IHG

4.5 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $624, price is now $425 per person
$425
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.8/10 Excellent! (107 reviews)
Very convenient to the concert we went to at the arena. We were able to get snacks in the lobby afterwards and order DoorDash late night. Dunkin' Donuts was across the street for morning breakfast. The wine happy hour is a huge bonus and coffee/tea in the morning. Our room was big and the bed was comfortable. It was easy to get to and easy to navigate leaving the city. Valet was quick and easy too, right out front. I would definitely recommend.

Reviewed on Aug 29, 2025

Hotel Indigo Baltimore Downtown by IHG

Hotel Indigo Baltimore Downtown by IHG

4 out of 5
Mount Vernon
Save 100% on your flight
Price was $602, price is now $411 per person
$411
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.2/10 Wonderful! (1,001 reviews)
Hotel was clean, room was nice, & staff was attentive. The only problem I had was there are no microwaves on the room or common areas you can pay a 1 time $10 fee to have one brought to your room. Rate was good for two nights and I would stay again.

Reviewed on Sep 2, 2025

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

3 out of 5
Save 100% on your flight
Price was $373, price is now $260 per person
$260
per person
Oct 25 - Oct 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8/10 Very Good! (3,890 reviews)
The bed has five plush pillows and was so comfortable I feel asleep in about 15 minutes - after my delightful sleep, I jumped in the shower and used the beautiful toiletries to get dressed for work while I traveled back across the country. A wonderful hot cup of coffee awakened me while I waited for the shuttle to get dropped off at the airport. It was amazing

Reviewed on Sep 2, 2025

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
Annapolis which includes street scenes and a city as well as a small group of people

Historic District

1 out of top 10 points of interest in this area
5/5(83 area reviews)

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.

Find hotels in Historic District

Oyster Harbor Hotel Deals

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
$158 nightly
The price is $181 total per night from Sep 14 to Sep 15
$181 total
Sep 14 - Sep 15
Total with taxes and fees
Historic Inns of Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $125 total per night from Sep 10 to Sep 11
$125 total
Sep 10 - Sep 11
Total with taxes and fees
Sonesta ES Suites Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Fully refundable
$112 nightly
The price is $128 total per night from Sep 16 to Sep 17
$128 total
Sep 16 - Sep 17
Total with taxes and fees
Crowne Plaza Annapolis by IHG
See all 1,219 properties in Oyster Harbor
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Oyster Harbor

U.S. Naval Academy which includes military items, interior views and heritage architecture

U.S. Naval Academy

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

U.S. Naval Academy
Chesapeake Bay Bridge

Chesapeake Bay Bridge

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

Chesapeake Bay Bridge
Sandy Point State Park

Sandy Point State Park

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

Sandy Point State Park

Things to do

Food Tour Plate

Historic Annapolis Food Tour

$80
per adult
Historic Annapolis Food Tour
Step into the shadows and discover the haunting tales of our city's past.

Haunted Annapolis: Ghosts of the Harbor & Old Town Tour

$32
per adult
100% of travellers recommend
Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

$30
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
See all activities in Annapolis
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.