Glen Riddle Vacation Packages

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  • Better together

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

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Top Holiday Package Deals in Glen Riddle

Price found within the past 48 hours. Click for updated prices.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was CA $981, price is now CA $903 per person
CA $903
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Salisbury (SBY)
9/10 Wonderful! (3,964 reviews)
Not happy people working there

Reviewed on Oct 27, 2026

The Shore House

The Shore House

2 out of 5
West Ocean City
Price was CA $4,437, price is now CA $3,852 per person
CA $3,852
per person
Dec 24 - Dec 29
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
6.6/10 (840 reviews)

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was CA $993, price is now CA $927 per person
CA $927
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Salisbury (SBY)
8.8/10 Excellent! (2,859 reviews)

Residence Inn by Marriott Ocean City

Residence Inn by Marriott Ocean City

3 out of 5
Midtown Ocean City
Price was CA $986, price is now CA $945 per person
CA $945
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Salisbury (SBY)
9/10 Wonderful! (1,000 reviews)

Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury

3 out of 5
Price was CA $1,420, price is now CA $1,368 per person
CA $1,368
per person
Dec 24 - Dec 29
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8.6/10 Excellent! (1,000 reviews)

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
A beach with a clear sky and calm sea.

Ocean Pines

3 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

Castle in the Sand

Castle in the Sand

3 out of 5
3701 Atlantic Avenue Ocean City MD
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Castle in the Sand
Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

3 out of 5
1701 Atlantic Avenue Ocean City MD
Fully refundable
The price is CA $126 per night from Nov 29 to Nov 30
CA $126
CA $142 total
Nov 29 - Nov 30
includes taxes & fees
Holiday Inn & Suites Ocean City by IHG
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
The price is CA $122 per night from Nov 11 to Nov 12
CA $122
CA $159 total
Nov 11 - Nov 12
includes taxes & fees
Princess Royale Oceanfront Resort
See all 9,698 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 CA $903, 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.

Stay near popular Glen Riddle attractions

GlenRiddle Golf Club

Enjoy a round of golf in Berlin at GlenRiddle Golf Club. Wander the seaside and beautiful beaches in this family-friendly area.
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Things to do

Boat Tours of Chincoteague & Assateague - Wild Ponies

Boat Tours of Chincoteague & Assateague - Wild Ponies

CA $110
per adult
Boat Tours of Chincoteague & Assateague - Wild Ponies
Ocean City: Ripley's Believe It or Not! + Mirror Maze

Ocean City: Ripley's Believe It or Not! + Mirror Maze

CA $39
per adult
Ocean City: Ripley's Believe It or Not! + Mirror Maze
Ocean City: Downtown and Boardwalk Foodie Walking Tour

Ocean City: Downtown and Boardwalk Foodie Walking Tour

CA $156
per adult
100% of travellers recommend
Ocean City: Downtown and Boardwalk Foodie Walking 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.