Assateague Pointe Vacations from $430

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Your Assateague Pointe Vacation

Booking an Assateague Pointe vacation package is a superb way to become familiar with this unique neighborhood. From its hot spots to its lesser-known delights, a world of discovery is waiting. Start your trip to Assateague Pointe with a visit to nearby attractions such as Frontier Town Water Park and Golf, Eagles Landing Golf Course and Eagle s Landing. Expedia will help turn your dream Assateague Pointe vacation into reality, whatever your travel plans or budget.

The Latest Assateague Pointe Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Surf Shanty Motel

The Surf Shanty Motel

2.5 out of 5
Price was $554, price is now $430 per person
$430
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
New York (NYC) to Salisbury (SBY)
9.8/10 Exceptional! (310 reviews)
The hotel was clean and the staff were very helpful. The only negative was there was no closet to hang our dresses. We came for a wedding and it would have been nice to have somewhere to hang out gowns. Other than than that we enjoyed our stay.

Reviewed on Dec 16, 2025

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $1,346, price is now $1,014 per person
$1,014
per person
Jun 4 - Jun 8
found 7 hours ago
Roundtrip flight included
Cleveland (CLE) to Salisbury (SBY)
9.4/10 Exceptional! (734 reviews)
Very nice stay. Lovely hotel with great staff.

Reviewed on Apr 8, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,369, price is now $1,089 per person
$1,089
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
9/10 Wonderful! (3,474 reviews)
The gym was very small. The shower needs a removable handle. The pressure could have been stronger as well. Instead of a straight shower bar, it needs the curved ahower bar so that the shower curtain does not touch you. Had to pay extra to park in the parking lot associated with the hotel, such a rip-off!! $10 plus taxes

Reviewed on Apr 7, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,435, price is now $1,150 per person
$1,150
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
8.2/10 Very Good! (704 reviews)
Please don’t believe these reviews I had an excellent experience. The hotel was older but is a mom and pop hotel family feel.

Reviewed on Mar 31, 2026

Lankford Hotel and Lodge

Lankford Hotel and Lodge

3.5 out of 5
Downtown Ocean City
Price was $1,157, price is now $954 per person
$954
per person
Jun 21 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
8.6/10 Excellent! (639 reviews)
The staff was very friendly. It was right on the boardwalk with direct beach access. Fully stocked with plates, cups, and utensils. I would recommend this hotel again and again!!!!

Reviewed on Oct 28, 2025

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
Wild horses hanging out on the beach, Assateague Island, Worcester County, Maryland.

Ocean Pines

2 out of top 10 points of interest in this area
4.5/5(5 area reviews)

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.

Find hotels in Ocean Pines

Assateague Pointe Hotel Deals

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
$74 nightly
The price is $82 total per night from Apr 12 to Apr 13
$82 total
Apr 12 - Apr 13
Total with taxes and fees
9/10 Wonderful! (3,493 reviews)
My room was clean and the staff were friendly.

Reviewed on Apr 8, 2026

Grand Hotel Ocean City Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $137 total per night from Apr 12 to Apr 13
$137 total
Apr 12 - Apr 13
Total with taxes and fees
8.8/10 Excellent! (2,378 reviews)
Clean room. Excellent staff.

Reviewed on Apr 8, 2026

Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $91 total per night from Apr 13 to Apr 14
$91 total
Apr 13 - Apr 14
Total with taxes and fees
8.8/10 Excellent! (2,031 reviews)
We was there for my grandson’s birthday and it was a great stay very convenient to everything

Reviewed on Apr 6, 2026

Fenwick Inn
See all 9,305 properties in Assateague Pointe
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.
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Discover the most popular places to visit in Assateague Pointe

Frontier Town Water Park and Golf

Frontier Town Water Park and Golf

5/5(1 review)

Bring the kiddos to Frontier Town Water Park and Golf and have a fun-filled day at this theme park in Berlin. Stroll along the beautiful beaches in this family-friendly area, or seek out the golf courses.

Frontier Town Water Park and Golf
Casino at Ocean Downs

Casino at Ocean Downs

4/5(238 reviews)

Gaming, horse racing, drinking and dining await in one venue just a short drive from Ocean City.

Casino at Ocean Downs
Main Street Berlin

Main Street Berlin

4.5/5(190 reviews)

Victorian-era grandeur meets modern-day action in Berlin’s preserved town center. Check out boutique shops, local art galleries and a dynamic dining precinct.

Main Street Berlin

Things to do

From Chincoteague: Pony and Wildlife Boat Tour

Chincoteague: Premier Pony & Wildlife Small Group Boat Tour

$75
per adult
Chincoteague: Premier Pony & Wildlife Small Group Boat Tour
See all activities in Berlin
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.