Glen Riddle Vacation Packages
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Top Holiday Package Deals in Glen Riddle
Price found within the past 48 hours. Click for updated prices.
Gillis Grier Bed & Breakfast
CA $2,158
per person
Oct 22 - Oct 26
found 12 hours ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
10/10 Exceptional! (197 reviews)
Friendly and accommodating hosts, centrally located, well appointed, great company with other guests and plenty of space for interaction with them or alone moments. Well done!
Reviewed on Sep 14, 2026
Wingate by Wyndham Salisbury MD Airport North
CA $2,053
per person
Oct 22 - Oct 26
found 12 hours ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
8.2/10 Very good! (1,003 reviews)
EVERYTHING was AMAZING ESPECIALLY THE OVERNIGHT STAFF for the 3 days I stayed. THE POOL WATER WAS NOT OKAY. TOP LAYER WAS COVERED IN A FILM ALONG WITH HAIR. My only complaint.
Reviewed on Sep 15, 2026
Strawberry Crossroads
CA $2,054
per person
Oct 22 - Oct 26
found 12 hours ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
9/10 Wonderful! (11 reviews)
Low expectations were not met. This property is a mess. Our 6 bunk room had 1 VERY small table and 1 indoor chair. The outdoor chairs at were dirty and falling apart. The parking area and outdoor section of our "camp site" needed mowing. Goats and chickens roam the camp sites leaving animal crap everywhere that not only gets tracked into the cabins but also attracts flies that are relentless. The cabin (#2) has a loud rattle trap of a window AC unit that is also falling apart and comes complete with a thilthy filter that looks like it has never been cleaned. Windows in the cabin had no curtains or blinds. Bathrooms are gross and the garage was overflowing. Can't say there is any indication that this property is managed by anyone who has ever stayed at a campground. The attitude of those I interacted with was indifferent to the state of the place but they were walking around barefoot (true fact). The goats are a menace and aggressive and should not be permitted to roam free. Liabilities everywhere.
Reviewed on Sep 7, 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
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.
Assateague Pointe
While Assateague Pointe isn't home to many top sights, Frontier Town Water Park and Golf and Ocean City Beach are some notable places to visit nearby.
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.
Glen Riddle Hotel Deals
Fenwick Inn
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
CA $96
CA $128 total
Sep 23 - Sep 24
includes taxes & fees
Grand Hotel Ocean City Oceanfront
2100 N Baltimore Ave Ocean City MD
CA $118
CA $132 total
Oct 14 - Oct 15
includes taxes & fees
Princess Royale Oceanfront Resort
Oceanfront on 91st Street Ocean City MD
CA $140
CA $179 total
Oct 11 - Oct 12
includes taxes & fees
8.8/10 Excellent! (2,744 reviews)
"The rooms were very nice. Well kept very clean. The towels could use an upgrade and the small decks are not very useful. The staff were excellent very friendly, very helpful and you never seem to be bothering them. We need help from security to get in our room one day at the head of security was ..."
Reviewed on Sep 16, 2026
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 Glen Riddle vacation package cost?
Our Glen Riddle packages, which start from as low as CA $1,854, 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.
Things to do
Boat Tours of Chincoteague & Assateague - Wild Ponies
CA $108
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.