Point Lookout Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top Holiday Package Deals in Point Lookout

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Save 100% on your flight
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
8/10 Very Good! (792 reviews)
Hotel is good but neighborhood not the best

Reviewed on Jul. 5, 2025

Glover Park - Georgetown

Glover Park - Georgetown

4 out of 5
Northwest
Save 100% on your flight
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
8.8/10 Excellent! (2,468 reviews)
Hi! We enjoyed our stay at Glover Park! The room was surprisingly spacious with a beautiful view of the Washington Monument, the Capital, etc. Comfortable bed, clean, nice woman at the front desk. There's a restaurant with an outdoor covered patio, but we didn't try it. However, it seemed to be very popular as it was busy whenever we walked by. Easy eight-minute Uber to the Washington Harbour in Georgetown.

Reviewed on Jul. 4, 2025

Club Quarters Hotel in Washington DC

Club Quarters Hotel in Washington DC

3 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
8.8/10 Excellent! (1,516 reviews)
Property was goo and the location is convenient. Only issue was the parking. When I asked where to park I was first to the garage that was charging $40 a night and then when I asked if that was the best around, I was told there was one for $35 a night. Thinking that was expensive I went out to Spot hero and found one for $12 a night only a block and a half away. When I mentioned it to the front desk agent, she just shrugged.

Reviewed on Jul. 1, 2025

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
Save 100% on your flight
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
9.4/10 Exceptional! (1,000 reviews)
Cool rooftop pool scenario. Good lobby bar.

Reviewed on Jun. 25, 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
8.2/10 Very Good! (1,005 reviews)
The good thing is it is on Gallaudet's property.

Reviewed on Jun. 23, 2025

Point Lookout Hotel Deals

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
Scotland
10/10 Exceptional! (113 reviews)
Awesome cottage right on the bay
"We had an amazing time with the beach and bay right at our fingertips. As soon as your step out your door its there!"

Reviewed on Jul. 1, 2025

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𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
Dog Friendly, 1 min Walk to Beach: The Hideaway in Hays Beach - Chesapeake Bay
Dog Friendly, 1 min Walk to Beach: The Hideaway in Hays Beach - Chesapeake Bay
Scotland
10/10 Exceptional! (114 reviews)
Beautiful Chesapeake
"We are not strangers to the area, my wife having grown up in the area, but each time we stay on the Chesapeake we feel at home. The Hideaway is so nice that you don't want to go back your actual home! It is furnished as if it is a year-round residence, no cheap or mismatched furniture and appliances. ..."

Reviewed on May 28, 2025

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Dog Friendly, 1 min Walk to Beach: The Hideaway in Hays Beach - Chesapeake Bay
Private Beach Front Getaway at The Sunshine Beach Cottage.
Private Beach Front Getaway at The Sunshine Beach Cottage.
Scotland
9.8/10 Exceptional! (69 reviews)
Relaxing stay on the water
"We had a lovely stay at the Sunshine Beach Cottage - it was just as we expected and easy to check in and out. We look forward to the next time we can stay!"

Reviewed on Jun. 3, 2025

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Private Beach Front Getaway at The Sunshine Beach Cottage.
See all 353 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

Beach Vacations

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Family Vacations

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 $543. 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.