Glen Riddle Vacations from $830

Book a Hotel + Flight or Car together to unlock savings

Your Glen Riddle Vacation

Uncover the best that Glen Riddle offers with a Glen Riddle vacation package. From its golfing to everything else that makes it stand out, this neighborhood will delight you from start to finish. Some nearby attractions to see during your trip to Glen Riddle include Casino at Ocean Downs, Ocean Pines Golf and Country Club and GlenRiddle Golf Club. Expedia will help turn your ideal Glen Riddle vacation into reality, no matter your budget or travel plans.

The Latest Glen Riddle Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
Price was $978, price is now $830 per person
$830
per person
Mar 24 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
7.4/10 Good! (170 reviews)
Got better than what I expected for the price. Front desk ladies were happy & helpfully. Only thing that would be nice would be some type of dimmer lights for night, outlets near beds & softer beds. Will definately be staying here again! Full kitchen with full size fridge saved us $ not having to eat out. It's like a hotel sized condo.

Reviewed on Oct 1, 2025

Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
Price was $1,862, price is now $1,604 per person
$1,604
per person
Mar 24 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
9.4/10 Exceptional! (15 reviews)
Stayed in unit 505 and it was beautiful! We loved it!

Reviewed on Aug 23, 2025

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $963, price is now $842 per person
$842
per person
Mar 24 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
9/10 Wonderful! (3,316 reviews)
The only place we stay when we go to Ocean City. Great location, plenty of parking, friendly staff, good food, 2 arcade areas! On the boardwalk, far enough from the inlet crowds, but a nice walk. Great beach location & views.

Reviewed on Feb 1, 2026

Aloft Ocean City

Aloft Ocean City

3 out of 5
Midtown Ocean City
Price was $1,365, price is now $1,209 per person
$1,209
per person
Mar 24 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
9/10 Wonderful! (1,002 reviews)
Our room had a full kitchen which worked out great for enjoying a take-out dinner. It was very comfortable although looked a bit dated.

Reviewed on Jan 31, 2026

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was $955, price is now $876 per person
$876
per person
Mar 24 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
8.6/10 Excellent! (2,269 reviews)
Staff was friendly and helpful room was spacious

Reviewed on Feb 3, 2026

Where to stay in Glen Riddle

Find the best Glen Riddle areas and neighborhoods for the activities you enjoy most. Learn more about Glen Riddle
The morning after a frigid snow storm went through this retirement community, icy streets and a cold sky with rows of houses and christmas decorations

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

Glen Riddle Hotel Deals

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
$99 nightly
The price is $109 total per night from Feb 12 to Feb 13
$109 total
Feb 12 - Feb 13
Total with taxes and fees
8.6/10 Excellent! (2,329 reviews)
Overall great stay enjoyed myself

Reviewed on Feb 1, 2026

Princess Royale Oceanfront Resort
Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
1 16th Street Ocean City MD
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from Mar 2 to Mar 3
$94 total
Mar 2 - Mar 3
Total with taxes and fees
9/10 Wonderful! (1,581 reviews)
Clean

Reviewed on Jan 20, 2026

Hyatt Place Ocean City / Oceanfront
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $78 total per night from Mar 2 to Mar 3
$78 total
Mar 2 - Mar 3
Total with taxes and fees
9/10 Wonderful! (3,435 reviews)
The only place we stay when we go to Ocean City. Great location, plenty of parking, friendly staff, good food, 2 arcade areas! On the boardwalk, far enough from the inlet crowds, but a nice walk. Great beach location & views.

Reviewed on Feb 1, 2026

Grand Hotel Ocean City Oceanfront
See all 9,615 properties in Glen Riddle
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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Glen Riddle

Main Street Berlin

Main Street Berlin

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
Casino at Ocean Downs

Casino at Ocean Downs

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

Casino at Ocean Downs
Frontier Town Water Park and Golf showing a suspension bridge or treetop walkway

Frontier Town Water Park and Golf

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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.