Point Lookout Vacation Packages

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Top Holiday Package Deals in Point Lookout

Price found within the past 48 hours. Click for updated prices.
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Price was CA $1,368, price is now CA $1,023 per person
CA $1,023
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Baltimore (BWI)
9/10 Wonderful! (1,845 reviews)
Staff were great! Very friendly. Setting is terrific. We loved our king bed room. Thanks!

Reviewed on May 8, 2026

Residence Inn by Marriott Alexandria Old Town South at Carlyle

Residence Inn by Marriott Alexandria Old Town South at Carlyle

3 out of 5
Eisenhower East
Price was CA $1,427, price is now CA $1,085 per person
CA $1,085
per person
Jul 14 - Jul 19
just found
Roundtrip non-stop flight included
Calgary (YYC) to Baltimore (BWI)
8.8/10 Excellent! (1,003 reviews)
Hotel staff was friendly, it was easy to locate amenities, breakfast was delicious!

Reviewed on Apr 18, 2026

Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
Price was CA $6,540, price is now CA $4,978 per person
CA $4,978
per person
Jun 30 - Jul 7
just found
Roundtrip flight included
Calgary (YYC) to Baltimore (BWI)
9.4/10 Exceptional! (1,442 reviews)
We were welcomed with a glass of champagne or rose. Our room was comfortable and delightfully decorated, including thoughtful and useful items like an umbrella and tote bag. We ordered a quick dinner in Cafe Riggs. The portions were generous and the food was delicious. Staff was attentive and very friendly.

Reviewed on May 10, 2026

Washington Hilton

Washington Hilton

4 out of 5
Northwest
Price was CA $1,596, price is now CA $1,223 per person
CA $1,223
per person
Jul 14 - Jul 19
just found
Roundtrip non-stop flight included
Calgary (YYC) to Baltimore (BWI)
8.2/10 Very Good! (1,001 reviews)
The hotel was nice, very friendly and helpful staff. The bed was comfortable and the a/c in the room worked really well. My only complaint is that you can very easily hear neighbors, definitely recommend a sound machine for sleeping (which they offer for free if you need).

Reviewed on Apr 15, 2026

Placemakr Buzzard Point

Placemakr Buzzard Point

4 out of 5
Southwest
Price was CA $1,852, price is now CA $1,421 per person
CA $1,421
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Baltimore (BWI)
9.2/10 Wonderful! (176 reviews)
Very nice apparent Check in was not the easiest, not clear on how to get into the building and miserable receptionist on the ground floor.. Waited to be allowed up to the 6tj floor where we checked in to the hotel Email with instructions was sent out 4 hours after check in was allowed.

Reviewed on Apr 29, 2026

Point Lookout Hotel Deals

FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS

FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS

Ridge MD
10/10 Exceptional! (198 reviews)
My wife, me, and our small dog enjoyed a quiet visit creekside. The hosts were welcoming and very knowledgeable about the surrounding area. The property grounds were very well maintained. We enjoyed sitting creekside in the shade and watching and listening to the birds and ducks in the area. The ...

Reviewed on Apr 30, 2026

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FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS
Private Beach Front Getaway at The Sunshine Beach Cottage.

Private Beach Front Getaway at The Sunshine Beach Cottage.

Scotland MD
9.8/10 Exceptional! (80 reviews)
Waking up to the rising sun on the Bay was spectacular. So peaceful and rejuvenating. Make sure you checkout out Calvert Cliffs State Park too. You’ll get a workout on the multiple trails and a beautiful shoreline at the end to find some natural treasures!! Sunshine Cottage was well equipped and ...

Reviewed on Oct 24, 2025

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Private Beach Front Getaway at The Sunshine Beach Cottage.
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

Scotland MD
10/10 Exceptional! (126 reviews)
Place is a gem. Great views, beautiful beach, very relaxing. Cant wait to come back.

Reviewed on Apr 24, 2026

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𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
See all 387 properties in Point Lookout
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
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Frequently asked questions

How much does a Point Lookout vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Point Lookout from just CA $1,023. And the more you bundle, the more cash you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Point Lookout?
One of the easiest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all. Pick and choose the combination that best fits you and see your savings grow. We know a travel package is never a one-size-fits-all. That's why we offer more than 550 airlines and 1,000,000 hotel options worldwide, which lets you customize your Point Lookout vacation.
Where should I stay in Point Lookout?
Point Lookout features a number of interesting places to see, including Point Lookout State Park. Secure a room in a hotel near this attraction and make sightseeing simple.
What are the top hotels in Point Lookout?
Secure a room at Bay Watch - At Point Lookout On Beautiful Hays Beach In Scotland Maryland. It's one of the area's most sought-after hotels. Another top option in Point Lookout is Private Beach Front Getaway At The Sunshine Beach Cottage.
How far in advance should I book my Point Lookout vacation?
Browse Expedia to compare flights as early as possible. In many cases, you can purchase a ticket up to 12 months prior to departure. If you don't see your preferred carrier, or you've left things to the last minute, don't despair. Cheap fares to Point Lookout sometimes appear just weeks before departure.
What does an Expedia Point Lookout travel package include?
It comes down to what kind of escape you're planning. Point Lookout vacation deals can include hotels, flights and car rentals. You can mix and match to find the package that works for you! You can also add on activities and experiences after you've booked to score even bigger discounts.
What should I know before booking a Point Lookout travel package?
A travel package can be more affordable than separately booking everything you need for your trip. For example, combine your hotels, flights and rental cars and score big savings. Whatever kind of vacation you're planning, there's sure to be a package that suits your budget.
Can I choose my airline with a Point Lookout Expedia vacation package?
You certainly can. We have more than 550 airline partners across the globe, so fly with the carrier that fits your travel preferences.
If I'm not able to travel, can I cancel my Point Lookout vacation package?
Yes, it's possible to cancel your Point Lookout booking if your plans have been upended. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.