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.
The Bay Resort

The Bay Resort

2.5 out of 5
Price was CA $939, price is now CA $879 per person
CA $879
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Salisbury (SBY)
8.6/10 Excellent! (829 reviews)
Best of Dewey right here!

Reviewed on Sep. 3, 2025

The Surf Shanty Motel

The Surf Shanty Motel

2.5 out of 5
Price was CA $1,098, price is now CA $910 per person
CA $910
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Salisbury (SBY)
9.8/10 Exceptional! (281 reviews)
Very nice and clean property. Staff was very friendly and helpful.

Reviewed on Aug. 30, 2025

Gold Leaf Hotel of Dewey - Rehoboth Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach

2.5 out of 5
Price was CA $1,082, price is now CA $957 per person
CA $957
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Salisbury (SBY)
8.6/10 Excellent! (1,012 reviews)
Nice property. Housekeeping was not great as one day room was not cleaned. Overall good place

Reviewed on Aug. 31, 2025

Comfort Inn & Suites Milford

Comfort Inn & Suites Milford

2.5 out of 5
Price was CA $1,012, price is now CA $915 per person
CA $915
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Salisbury (SBY)
8/10 Very Good! (586 reviews)
Wonderful experience here

Reviewed on Sep. 1, 2025

Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG

Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG

2.5 out of 5
Price was CA $1,017, price is now CA $963 per person
CA $963
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Salisbury (SBY)
9/10 Wonderful! (1,001 reviews)
Breakfast was good. So was staff

Reviewed on Sep. 1, 2025

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
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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

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 $108 per night from Sep 8 to Sep 9
CA $108
CA $141 total
Sep 8 - Sep 9
includes taxes & fees
Fenwick Inn
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street, Ocean City, MD
The price is CA $126 per night from Sep 21 to Sep 22
CA $126
CA $156 total
Sep 21 - Sep 22
includes taxes & fees
Princess Royale Oceanfront Resort
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 $137 per night from Sep 29 to Sep 30
CA $137
CA $174 total
Sep 29 - Sep 30
includes taxes & fees
Grand Hotel Ocean City Oceanfront
See all 10,015 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 $879, 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

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
Main Street Berlin

Main Street Berlin

4/5(1 review)

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

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

Things to do

Historic Berlin Foodie Tour

Berlin Tasting Tour: A Delicious Walk Through History

CA $151
per adult
Berlin Tasting Tour: A Delicious Walk Through History
Ocean City: Downtown and Boardwalk Foodie Walking Tour

Ocean City: Downtown and Boardwalk Foodie Walking Tour

CA $151
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.