Point Lookout Holidays from £684

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Your Point Lookout Holiday

Organising your next adventure just got simpler with a holiday package to Point Lookout. Enjoy the best this neighbourhood has to offer while creating wonderful memories you'll replay for years. Need some inspiration on what to see during your trip to Point Lookout? Point Lookout State Park and Confederate Memorial Park are two nearby attractions that shouldn't be missed. No matter what your ideal Point Lookout holiday may look like, you can make it a reality with Expedia.

Price found within the past 48 hours. Click for updated prices.
Beacon Hotel & Corporate Quarters
SIXTY DC
The St. Gregory Hotel
Hotel Madera
The Darcy Hotel

Top hotels in Point Lookout

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

Scotland, MD
10/10 Exceptional! (116 reviews)
"We had a fantastic stay at the Hideaway in Hays Beach. We were coming up to see our 93yr old Grandmother who lives about 45 minutes away. Our families rented two homes in the area and were able to enjoy our time with three generations that aren’t able to see each other often. The home was exactly ..."

Reviewed on 31 Jul 2025

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
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, MD
9.8/10 Exceptional! (118 reviews)
Great Stay!
"This was the perfect spot for our first vacation with our baby. Quiet, private, and fun! So glad we stayed."

Reviewed on 30 Jul 2025

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
Walk to Beach: Pet-Friendly Gem in Scotland!

Walk to Beach: Pet-Friendly Gem in Scotland!

Scotland, MD
Walk to Beach: Pet-Friendly Gem in Scotland!
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.

Frequently asked questions

How much does a Point Lookout travel package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Point Lookout from just £684. And the more you bundle, the more cash you save. Your dream escape has never been more affordable.
If I'm not able to travel, can I cancel my Point Lookout travel package?
Yes, you can. We understand that life doesn't always go to plan, so we're here to help if you need to make changes to your Point Lookout travel package. It may be possible to change or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to Point Lookout?
You'll save piles of cash if you combine your car rentals, flights and hotels into a Point Lookout travel package. Sometimes cheap means fewer choices. But that's not the case with Expedia. We offer more than 550 airlines and 1,000,000 properties across the globe, which means you'll always have plenty of variety to choose from. Eager to save even more? Add some fun activities to your package deal and unlock even more bargains! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Point Lookout holidays?
Good news! We do. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply choose the payment plan that suits you best during checkout and take the stress out of budgeting for your trip. Remember to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your holiday buck. Consider these flexible payment options below:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that suit all types of budgets, so you can have that well-earned holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your holiday across multiple transactions.
  • Low deposit holidays: When you stumble on an unbeatable deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you lock it in.

Where should I stay in Point Lookout?
There's so much to do in Point Lookout, so stay close to its best attractions and maximize your time sightseeing. Point Lookout State Park is one spot to add to your to-do list.
What are the top hotels in Point Lookout?
Get your holiday off to an excellent start by booking a stay at Kentigerns Shed - Modern dwell Type Chesapeake Bay Waterfront. It's one of most popular hotels in Point Lookout. Another option is Culag - The Wee One - Classic Chesapeake Bay Cottage.
How far in advance should I book my Point Lookout holiday?
While not all airlines advertise ticket prices early, customers are usually able to look up international fares on Expedia up to 12 months in advance. This is when you can score some incredible deals. If you're purchasing tickets last minute, you might still be in luck. Low prices occasionally emerge a few weeks before departure.
What does an Expedia Point Lookout travel package include?
With Expedia, you can choose any combination of car rentals, flights and hotels to build your ideal Point Lookout package. Once you've made your booking, you can add on the fun stuff like sightseeing tours and activities. Don't forget — the more you bundle, the more cash you'll save!
What should I know before booking a Point Lookout travel package?
You can look forward to saving with an Expedia travel package. Combine your flights, rental cars and hotels and score exciting discounts. You're not limited to hotels, though. Book with us and select from oceanfront condos, cabins in the mountains and even houseboats and castles!
Can I choose my airline with a Point Lookout Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines all over the world. Our travel packages give you the freedom to take your pick of available flights, hotels and activities that fit your needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.