Assateague Pointe Vacation Packages
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Top Holiday Package Deals in Assateague Pointe
Price found within the past 48 hours. Click for updated prices.
Motel 6 Pocomoke City, MD
CA $932
per person
Oct 14 - Oct 17
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
5.2/10 (506 reviews)
Highly recommend you find a different property and avoid this one at all costs. Will not be staying here or anywhere near here again. We only stayed one night and were there for less than 12 hours. In that time frame. Our jeep was vandalized. The radio antenna of all things… the property is super sketchy. AVOID AVOID AVOID. You’ve been warned…
Reviewed on Aug 3, 2026
Princess Royale Oceanfront Resort
North Ocean City
CA $1,133
per person
Oct 14 - Oct 17
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
8.8/10 Excellent! (2,606 reviews)
Princess Royal is like a resort property rather than a standard hotel. The rooms are like a condominium equiped with a refridgerator, a range and standard kitchen appliances. Princess Royal is great for family vacation. Whenever we decide to visit Ocean City, MD, we will definitely seek Princess Royal as our vacation stay.
Reviewed on Aug 21, 2026
Fenwick Shores, Tapestry Collection by Hilton
CA $1,094
per person
Oct 14 - Oct 17
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9.4/10 Exceptional! (809 reviews)
Rooms were clean, staff was excellent and friendly. You could order breakfast but there were plenty of places nearby that you could also try. We went ti Jimmy's which was a good breakfast option.
Great to be able to walk right down to the beach. They need to put in a steamer or iron for use.
Reviewed on Aug 21, 2026
Studio 6 Suites Pocomoke City, MD
CA $946
per person
Oct 14 - Oct 17
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
7.4/10 Good! (77 reviews)
Roof repair was ongoing during our stay.
Daily room service was nice.
First room had problems and we were switched to a much better room.
Internet WIFI was sketchy most of our stay.
Reviewed on Aug 14, 2026
Where to stay in Assateague Pointe
Find the best Assateague Pointe areas and neighborhoods for the activities you enjoy most. Learn more about Assateague Pointe
Ocean Pines
2 out of top 10 points of interest in this area
Boasting the largest concentration of retirees on the Eastern Shore, this community offers the Ocean Pines Golf Club, designed by Robert Trent Jones, and 13 parks, including White Horse Park. Enjoy golfing, park visits, and a peaceful atmosphere.
Glen Riddle
1 out of top 10 points of interest in this area
While visiting Glen Riddle, you might make a stop by sights like Isle of Wight Bay and GlenRiddle Golf Club.
Bayside
Bayside might not have many top sights, but Frontier Town Water Park and Golf and Ocean City Beach are two attractions nearby that you can check out.
Downtown Berlin
Downtown Berlin might not have many top sights, but Casino at Ocean Downs and Frontier Town Water Park and Golf are two attractions nearby that you can check out.
Assateague Pointe Hotel Deals
Princess Royale Oceanfront Resort
Oceanfront on 91st Street Ocean City MD
CA $162
CA $203 total
Sep 20 - Sep 21
includes taxes & fees
8.8/10 Excellent! (2,696 reviews)
"Princess Royal is like a resort property rather than a standard hotel. The rooms are like a condominium equiped with a refridgerator, a range and standard kitchen appliances. Princess Royal is great for family vacation. Whenever we decide to visit Ocean City, MD, we will definitely seek Princess ..."
Reviewed on Aug 21, 2026
Grand Hotel Ocean City Oceanfront
2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
CA $145
CA $163 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (3,818 reviews)
"Great view and room will be going back everything was in our hotel such as food and gifts on the boardwalk thak you all..."
Reviewed on Aug 21, 2026
Fenwick Inn
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
CA $110
CA $144 total
Sep 14 - Sep 15
includes taxes & fees
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 an Assateague Pointe vacation package cost?
Get ready to book, because a getaway to Assateague Pointe starts from only CA $932. When you bundle your flights, hotels and more into a vacation package, you'll pick up the biggest bargains.
How do I get a cheap travel package to Assateague Pointe?
Booking an Assateague Pointe vacation package with Expedia is the easiest way to save. We have access to more than 550 airlines and 1,000,000 properties spread across the globe. With such a wonderful range to choose from, you'll have no difficulty pulling together your perfect getaway.
Where should I stay in Assateague Pointe?
Stay where the action is. Many travelers like to book hotels within easy reach of top sights, like Frontier Town Water Park and Golf, Eagles Landing Golf Course and Eagle s Landing.
What are the top hotels in Assateague Pointe?
If this will be your first time in Assateague Pointe, book a room at 2 Br/1 Ba Dog Friendly Home In Assateague Pointe Woc: Email Before Booking or Bayfront Cottage Offers Amazing Views Of The Water And Assateague Island. Both offer friendly service and are popular options with lots of travelers.
How far in advance should I book my Assateague Pointe vacation?
To land rock-bottom prices, book ASAP. Air carriers generally start selling tickets, along with some of the lowest fares, nearly a year ahead of time. Hotels, car rental and activities should also be booked early to avoid disappointment. If you've decided on a last-minute getaway to Assateague Pointe, there are always plenty of great bargains to be had on Expedia. Check them out now!
What does an Expedia Assateague Pointe travel package include?
That's up to you. You can pick from a variety of Assateague Pointe packages, such as a rental car, hotel and flight. You can also book a hotel with a flight, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your perfect Assateague Pointe break looks like, you'll save!
What should I know before booking an Assateague Pointe travel package?
Bundling your bookings into an Assateague Pointe vacation package is the easiest way to organize your trip. Not only that, you'll get great discounts just for combining your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with an Assateague Pointe Expedia vacation package?
You can, and with over 550 airlines to pick from worldwide, you've got lots of choice. Search the available options and see which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Assateague Pointe vacation package?
Yes, you can. We totally understand that even the best-laid plans can fail, so we're happy to help if you have to make changes to your Assateague Pointe vacation package. You may be able to amend or cancel your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.
Things to do
Boat Tours of Chincoteague & Assateague - Wild Ponies
CA $110
per adult
Ocean City: Ripley's Believe It or Not! + Mirror Maze
CA $39
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.