Oyster Harbor Holidays from AU$349

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Your Oyster Harbour Holiday

Make planning your travels hassle-free by booking a holiday package to Oyster Harbour. We'll take care of the finer points, so you can concentrate on discovering everything this neighbourhood can offer. Not sure what to see and do during your trip to Oyster Harbour? 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 holiday to Oyster Harbour, Expedia will help you get there.

Top Holiday Package Deals in Oyster Harbor

Price found within the past 48 hours. Click for updated prices.
Beacon Hotel & Corporate Quarters

Beacon Hotel & Corporate Quarters

3.5 out of 5
Downtown Washington D.C.
Price was AU$440, price is now AU$349 per person
AU$349
per person
5 June - 7 June
found 20 hours ago
Return flight included
Boston (BOS) to Baltimore (BWI)
7.6/10 Good! (1,006 reviews)
Everything was amazing the only issue I had was Expedia over booked. Karen was such a help on the matter. She was friendly, patient, & accommodating. She helped to make my trip amazing so grateful for her!

Reviewed on 16 Apr 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was AU$4,827, price is now AU$3,533 per person
AU$3,533
per person
10 June - 17 June
found 24 hours ago
Return flight included
Sydney (SYD) to Baltimore (BWI)
9/10 Wonderful! (1,157 reviews)
I think service was the most disappointing at front desk and restaurant . The host Also , we ended up going to Riggs for breakfast one morning because the breakfast menu was very mediocre and eating it for 3 days in a row got very old . Dinner menu is not bad but also only if you eat there once , they don’t even offer daily specials that would add a little variety .

Reviewed on 8 Apr 2026

Arlo Washington DC

Arlo Washington DC

4 out of 5
Northwest
Price was AU$698, price is now AU$553 per person
AU$553
per person
5 June - 7 June
found 20 hours ago
Return flight included
Boston (BOS) to Baltimore (BWI)
9.4/10 Exceptional! (1,483 reviews)
Hotel was great. Breakfast and morning restaurant service terrible. Consider eating elsewhere if they don’t fix the service of food

Reviewed on 15 Apr 2026

The Melrose Georgetown Hotel

The Melrose Georgetown Hotel

4 out of 5
Northwest
Price was AU$609, price is now AU$488 per person
AU$488
per person
5 June - 7 June
found 20 hours ago
Return flight included
Boston (BOS) to Baltimore (BWI)
8.8/10 Excellent! (1,341 reviews)
The stuffs are very friendly and helpful. The gym is great.

Reviewed on 14 Apr 2026

Landing at Bridge District

Landing at Bridge District

4 out of 5
Southeast
Price was AU$3,931, price is now AU$3,171 per person
AU$3,171
per person
10 June - 17 June
found 24 hours ago
Return flight included
Sydney (SYD) to Baltimore (BWI)
8.2/10 Very Good! (11 reviews)
The best experience ever !!

Reviewed on 14 Apr 2026

Our guide on 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
Historic District

Historic District

2 out of top 10 points of interest in this area
5/5(2 area reviews)

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

Find hotels in Historic District

Our pick of the best Oyster Harbor Hotel Deals

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
The price is AU$272 per night from 3 May to 4 May
AU$272
3 May - 4 May
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
Great location! Staff were wonderful and rooms were very clean and comfortable.

Reviewed on 18 Apr 2026

Graduate by Hilton Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is AU$289 per night from 27 Apr to 28 Apr
AU$289
27 Apr - 28 Apr
includes taxes & fees
9/10 Wonderful! (1,846 reviews)
I parked at the public garage close by and reasonably priced.

Reviewed on 17 Apr 2026

Historic Inns of Annapolis
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street Annapolis MD
The price is AU$181 per night from 3 May to 4 May
AU$181
3 May - 4 May
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Everithing was so good , the room.so clean , the location was perfect

Reviewed on 18 Apr 2026

Hilton Garden Inn Annapolis Downtown
See all 1,200 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 Holidays
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All Inclusive Holidays
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Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does an Oyster Harbour holiday package cost?
Create unforgettable memories with our Oyster Harbour holiday packages, which start from only AU$349. Pick the flights and hotels that match your travel style. Then, add on one or two tours or experiences for an incredible escape.
How do I get a cheap travel package to Oyster Harbour?
Bundle your bookings with Expedia to save big on your next getaway. With over 550 air carriers and 1 000 000 properties across the globe, your Oyster Harbour holiday package can be tailored exactly to suit your budget. With all those extra dollars, why not include a few interesting tours and activities? It's an easy way to unlock even more bargains. Your dream holiday in Oyster Harbour is much closer than you thought!
Where should I stay in Oyster Harbour?
Most people who travel to Oyster Harbour include both U.S. Naval Academy and Maryland State House on their must-see lists. Why not go for a hotel close to one of these fantastic attractions?
What are the top hotels in Oyster Harbour?
Reserve a room at Waterfront Chesapeake Cottage In Oyster Bay. It's one of this neighbourhood's most in-demand properties. Another top-rated option in Oyster Harbour is Cosy Cottage By The Beach - Waterviewminutes From Downtown Annapolis.
How far in advance should I book my Oyster Harbour holiday?
Browse Expedia to compare international airfares as soon as possible. You can usually purchase a ticket up to 12 months before departure. If it's too early for your preferred air carrier, or you've left things to the last minute, fear not. Cheap tickets to Oyster Harbour sometimes occur a few weeks before the date of departure.
What does an Expedia Oyster Harbour travel package include?
With Expedia, you can select a combination of hotels, flights and car rentals to create your ideal Oyster Harbour travel package. Once you've made your booking, you can add on all the fun stuff like activities and tours. Remember, the more you bundle, the more deals you'll score!
What should I know before booking an Oyster Harbour travel package?
Discover deals to suit your budget with an Expedia package. Flights, hotels, rental cars — we've got them all. You'll save a tidy sum just by bundling your bookings. Whether you're going on a winter adventure or kicking back on a warm beach, your dream holiday is only a few clicks away.
Can I choose my airline with an Oyster Harbour Expedia holiday package?
Yes, and with over 550 airlines to pick from all over the world, you have plenty of choice. Look through the available options and find out which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Oyster Harbour holiday package?
Don't worry if you're rethinking your Oyster Harbour holiday package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We totally get that life can sometimes throw a spanner in the works, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.

Discover the most popular places to visit in Oyster Harbor

U.S. Naval Academy

U.S. Naval Academy

4/5(3 reviews)

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
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

Activities

Ashes and Apparitions of Annapolis Ghost Tour

Ashes and Apparitions of Annapolis Ghost Tour

AU$46
per adult
100% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
Historic Annapolis Food Tour

Historic Annapolis Food Tour

AU$114
per adult
Historic Annapolis Food Tour
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl

AU$51
per adult
Annapolis Ghost Tours Boos & Booze 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.