Glen Riddle Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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
Beach at Assateague Island National Seashore in Maryland on a sunny spring day. Useful for backgrounds, negative space

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.

Find hotels in Ocean Pines

Glen Riddle Hotel Deals

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
The price is CA $229 per night from Jun 7 to Jun 8
CA $229
CA $257 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (3,629 reviews)
"I loved this property! The amenities were great! Everything you need for a comfortable stay. Housekeeping came daily. Staff was receptive of guests needs. There are many shops restaurants and a Cafe attached to the hotel. The indoor and outdoor pool are awesome! Boardwalk access with direct beach ..."

Reviewed on Jun 4, 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
The price is CA $435 per night from Jun 15 to Jun 16
CA $435
CA $509 total
Jun 15 - Jun 16
includes taxes & fees
8.8/10 Excellent! (2,442 reviews)
"The ocean front is amazing."

Reviewed on Jun 3, 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
The price is CA $138 per night from Jun 7 to Jun 8
CA $138
CA $175 total
Jun 7 - Jun 8
includes taxes & fees
8.8/10 Excellent! (2,072 reviews)
"Clean and friendly staff nice restaurant"

Reviewed on Jun 3, 2026

Fenwick Inn
See all 10,056 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
Family Vacations
Family Vacations

Frequently asked questions

How much does a Glen Riddle vacation package cost?
Our Glen Riddle packages, which start from as low as , are an easy way to save money. Select your preferred flights, hotels and rental cars to create your dream escape.
How do I get a cheap travel package to Glen Riddle?
You'll save tons of cash if you combine your car rentals, hotels and flights into a Glen Riddle travel package. Sometimes cheap packages mean fewer choices. But that's not the case with Expedia. We offer over 550 airlines and 1,000,000 properties worldwide, so 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 simply getting to your destination.
Where should I stay in Glen Riddle?
A getaway to Glen Riddle isn't complete without paying a visit to Casino at Ocean Downs, Ocean Pines Golf and Country Club and GlenRiddle Golf Club. Stay close to these attractions and make sightseeing simple.
What are the top hotels in Glen Riddle?
If this will be your first visit to Glen Riddle, reserve a room at Best House In West Ocean City - Golf And Beach or West Ocean City Family Retreat Sleeps Up To 15. Both offer comfy beds and are favorites among many travelers.
How far in advance should I book my Glen Riddle vacation?
Reserving your flights early with Expedia means one less thing to have to worry about. A number of air carriers display prices up to a year in advance. Generally, this is the cheapest time to book. If circumstances have left you booking late, incredible deals to Glen Riddle occasionally appear just weeks before departure.
What does an Expedia Glen Riddle travel package include?
Much of that is up to you. You can pick from a range of Glen Riddle bundles, such as a rental car, flight and hotel. You can also book a hotel and a flight, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like activities and tours. Whatever your Glen Riddle escape looks like, you're sure to save!
What should I know before booking a Glen Riddle travel package?
Locking in all the parts of your vacation together is a simple way to save. Bundle your airfares, rental cars and hotels into a neat little package. But it's not just hotels. Expedia offers all sorts of properties, including vacation rentals such as oceanfront condos and short-term homes. You've got loads of choices!
Can I choose my airline with a Glen Riddle Expedia vacation package?
Expedia has access to more than 550 partner airlines globally, so you sure can! Simply select the carrier that suits you and craft your ideal Glen Riddle trip.
If I'm not able to travel, can I cancel my Glen Riddle vacation package?
Don't worry if you're rethinking your Glen Riddle vacation package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We totally understand life can throw the occasional spanner in the works, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we're here to help.

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

Why not roll the dice with a visit to Casino at Ocean Downs during your time in Berlin? Amble around this family-friendly area's seaside, or seek out the golf courses.

Casino at Ocean Downs

River Run Golf Club

Enjoy a round of golf in Berlin at River Run Golf Club. Wander the seaside or discover the beautiful sunrises in this family-friendly area.

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