Bayside Vacations from $670

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Your Bayside Vacation

Bayside is calling your name! Whatever type of break you have in mind, get ready to discover the best of this neighborhood with a Bayside vacation package. When it's time to explore the sights, you'll find plenty of big-name attractions nearby including Frontier Town Water Park and Golf, Eagles Landing Golf Course and Eagle s Landing. Visit one, two (or even all!) during your trip to Bayside. Expedia will help turn your ideal Bayside vacation into reality, no matter your travel plans or budget.

The Latest Bayside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was $766, price is now $670 per person
$670
per person
Oct 10 - Oct 13
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
7.6/10 Good! (416 reviews)
Was not bad for the price.It was clean but just out of date.staff was great.close to beach was great.Just don't expect a 5star hotel.Worth what it cost

Reviewed on Sep 7, 2025

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $995, price is now $852 per person
$852
per person
Oct 10 - Oct 13
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
9/10 Wonderful! (3,181 reviews)
Location is what you pay for, it's fantastic! Staff is friendly and on the beach. On the con side, rooms need updating, especially the bathroom

Reviewed on Sep 9, 2025

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $967, price is now $876 per person
$876
per person
Oct 10 - Oct 13
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
8.2/10 Very Good! (665 reviews)
Excellent cost for boardwalk stay.

Reviewed on Aug 31, 2025

Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
Price was $1,715, price is now $1,554 per person
$1,554
per person
Oct 10 - Oct 13
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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

Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
Midtown Ocean City
Price was $1,227, price is now $1,114 per person
$1,114
per person
Oct 10 - Oct 13
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
8.2/10 Very Good! (36 reviews)
I loved the dock and the gorgeous sunsets .

Reviewed on Sep 7, 2025

Where to stay in Bayside

Find the best Bayside areas and neighborhoods for the activities you enjoy most. Learn more about Bayside
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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

Bayside Hotel Deals

Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $104 total per night from Sep 29 to Sep 30
$104 total
Sep 29 - Sep 30
Total with taxes and fees
Fenwick Inn
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street, Ocean City, MD
$105 nightly
The price is $115 total per night from Oct 6 to Oct 7
$115 total
Oct 6 - Oct 7
Total with taxes and fees
Princess Royale Oceanfront Resort
Ashore Resort & Beach Club

Ashore Resort & Beach Club

3.5 out of 5
10100 Coastal Hwy, Ocean City, MD
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $147 total per night from Sep 29 to Sep 30
$147 total
Sep 29 - Sep 30
Total with taxes and fees
Ashore Resort & Beach Club
See all 9,607 properties in Bayside
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 Bayside

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 seaside in this family-friendly area, or seek out the golf courses.

Frontier Town Water Park and Golf
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
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

Things to do

Historic Berlin Foodie Tour

Berlin Tasting Tour: A Delicious Walk Through History

$110
per adult
Berlin Tasting Tour: A Delicious Walk Through History
Small Group Boat Tours of Chincoteague & Assateague - Wild Ponies

Small Group Boat Tours of Chincoteague & Assateague - Wild Ponies

$78
per adult
Small Group Boat Tours of Chincoteague & Assateague - Wild Ponies
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.