Montego Bay Vacations from $737

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Your Montego Bay Vacation

Take the stress out of planning your next escape by booking a Montego Bay vacation package. Soak in the sights and sounds of this wonderful neighborhood and experience what it has to offer. When it's time to take in the sights, you'll find lots of big-name attractions nearby including Maryland Beach, Carousel Ice Skating Rink and Northside Park. Visit one, two (or even all!) during your trip to Montego Bay. No matter your travel goals or the size of your budget, booking your perfect Montego Bay vacation is simple with Expedia.

The Latest Montego Bay Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

Downtown Ocean City
$737
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Salisbury (SBY)
8.2/10 Very Good! (806 reviews)
Beach Walk

Beach Walk

Downtown Ocean City
$1,275
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Salisbury (SBY)
7.8/10 Good! (114 reviews)
The Shore House

The Shore House

West Ocean City
$1,896
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Salisbury (SBY)
6.6/10 (782 reviews)
Horrible had bugs in my room room Wasnt cleaned

Reviewed on Sep 7, 2026

Sea Bay Hotel

Sea Bay Hotel

Midtown Ocean City
$1,346
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Salisbury (SBY)
8.2/10 Very Good! (663 reviews)
Miramar Condominiums

Miramar Condominiums

Downtown Ocean City
$1,062
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Salisbury (SBY)
9.4/10 Exceptional! (31 reviews)
Beautiful house and clean rooms! Perfectly equipped with everything!

Reviewed on Aug 28, 2026

Where to stay in Montego Bay

Find the best Montego Bay areas and neighborhoods for the activities you enjoy most. Learn more about Montego Bay
A crowded beach with people sunbathing, swimming, and playing in the water.

North Ocean City

3 out of top 10 points of interest in this area

A pretty shoreline, miniature golf, watersports and seafront accommodations make this a great spot for a fun-filled summer vacation.

A Ferris wheel, a roller coaster, and a building with a sign that reads 'Holy Roller.'

Downtown Ocean City

2 out of top 10 points of interest in this area

If you're spending some time in Downtown Ocean City, Ocean City Beach and Jolly Roger at the Pier are top sights worth seeing.

A Ferris wheel, a carousel, and a food stall at a fair.

Midtown Ocean City

3 out of top 10 points of interest in this area

Relax on golden sands, dabble in watersports, enjoy family-friendly amusements and play mini golf at this attractive coastal suburb.

A marina with multiple sailboats docked.

West Ocean City

Discover fishing charters, boating, and marinas in this census-designated area, located across the Sinepuxent Bay from Ocean City. Shop at Outlets Ocean City and easily access the beach resort town via the Harry W. Kelley Memorial Bridge.

A person playing croquet on a green artificial turf with a wooden mallet and a ball.

Caine Woods

While Caine Woods isn't home to many top sights, Maryland Beach and Northside Park are some notable places to visit nearby.

Montego Bay Hotel Deals

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD
$125 nightly
$138 total
Oct 4 - Oct 5
Total with taxes and fees
8.8/10 Excellent! (2,737 reviews)
"Rooms are very large and comfortable with a separate living in kitchen area. The resort definitely caters to families and kids with a large indoor pool and arcade. Navigating the property was a little bit confusing. Never found out how to access the beach, but was only there for one night. The only ..."

Reviewed on Sep 8, 2026

Princess Royale Oceanfront Resort
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
$99 nightly
$111 total
Oct 5 - Oct 6
Total with taxes and fees
9/10 Wonderful! (3,919 reviews)
"The stay was amazing, beautiful hotel, nice Pools, nice poolside bar. My only compliment is the beds are far too hard. I know so people prefer firm beds but these were just alittle too hard for my liking. Also there are no hot tubs."

Reviewed on Sep 8, 2026

Grand Hotel Ocean City Oceanfront
Fenwick Inn

Fenwick Inn

13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
$84 nightly
$95 total
Sep 22 - Sep 23
Total with taxes and fees
8.8/10 Excellent! (2,124 reviews)
"Unfortunately our bathroom had mold and paint chipping from ceiling , Not too good experience."

Reviewed on Sep 8, 2026

Fenwick Inn
See all 11,099 properties in Montego Bay
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.

Things to do

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

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

$28
per adult
Ocean City: Ripley's Believe It or Not! + Mirror Maze
Ocean City Sunset Cruise departing from Seacrets

Ocean City Sunset Cruise departing from Seacrets

$58
per adult
Ocean City Sunset Cruise departing from Seacrets
See all activities in Ocean City
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.