Greenwood Vacations from $834

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Your Greenwood Vacation

Book a Greenwood vacation package and get ready to experience the best of this lively city. Think about staying in the neighborhood of Hip Strip, which is good for coastal beaches, nightlife and bars and pubs. Every trip to Greenwood needs a well-thought-out itinerary. Fill yours with major attractions like Rose Hall Great House, Cinnamon Hill Golf Course and Rose Hall Great House. Whatever your travel plans or the size of your budget, putting together the ultimate tailored Greenwood vacation is simple with Expedia.

The Latest Greenwood vacation packages

Price found within the past 48 hours. Click for updated prices.
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
Price was $1,854, price is now $834 per person
$834
per person
Apr 6 - Apr 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
9/10 Wonderful! (1,002 reviews)
We had a wonderful stay at this resort. We did a vow renewal ceremony, and I am so glad we did. Our location was absolutely beautiful, but what really makes this resort special is the people. Everyone made us feel extra special; which was, well, special.

Reviewed on Jan 5, 2026

Ocho Rios Villa at the Palms II

Ocho Rios Villa at the Palms II

3.5 out of 5
Price was $2,253, price is now $1,007 per person
$1,007
per person
Feb 14 - Feb 21
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
8.6/10 Excellent! (25 reviews)
Excellence Oyster Bay - Adults Only All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
Price was $5,992, price is now $2,732 per person
$2,732
per person
Feb 14 - Feb 21
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
9/10 Wonderful! (1,149 reviews)
Loved the view. Loved the room we stayed at. The only issue I had was the private pool didn’t really ever warm up but I plan to come back during the warmer months and enjoy it again to the max!

Reviewed on Jan 10, 2026

Ocho Rios Villa at Coolshade X

Ocho Rios Villa at Coolshade X

3.5 out of 5
Price was $2,186, price is now $997 per person
$997
per person
Feb 14 - Feb 21
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
9.6/10 Exceptional! (5 reviews)
Ocho Rios Ocean View Villa at The Palms

Ocho Rios Ocean View Villa at The Palms

4 out of 5
Price was $2,057, price is now $948 per person
$948
per person
Feb 14 - Feb 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
6.4/10 (14 reviews)
Clean, great customer service. Most importantly we felt safe. Would definitely stay again and again!!

Reviewed on Oct 10, 2024

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Discover the most popular places to visit in Greenwood

Rose Hall Great House which includes heritage architecture and a house

Rose Hall Great House

Tour this grand English-style manor and former plantation, and discover its eerie history.

Rose Hall Great House
Doctor\'s Cave Beach featuring a beach, a coastal town and tropical scenes

Doctor's Cave Beach

White sand, bright blue water and a nearby bar make this beach the perfect spot for a relaxing in the beautiful Jamaican weather.

Doctor's Cave Beach
View from the ship

Montego Bay Cruise Ship Terminal

Explore the waterfront in Montego Bay with a trip to Montego Bay Cruise Ship Terminal. Amble around this relaxing area's beautiful beaches, or seek out the local tours.

Montego Bay Cruise Ship Terminal

What to do in Greenwood

Bamboo River Rafting On The Martha Brae

Bamboo River Rafting On The Martha Brae

$114
per traveler
94% of travellers recommend
Bamboo River Rafting On The Martha Brae
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

$80
per adult
90% of travellers recommend
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay
Luminous Lagoon Experience

Luminous Lagoon Experience with Rum Punch & Transportation

$71
per adult
Luminous Lagoon Experience with Rum Punch & Transportation
See all activities in Greenwood

Greenwood Hotel Deals

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Mahoe Bay, Ironshore Montego Bay Saint James
8.4/10 Very Good! (5,104 reviews)
I absolutely love the RIU every time I go they show nothing but love

Reviewed on Jan 6, 2026

Get rates
Hotel Riu Montego Bay - Adults Only - All Inclusive
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Mountain Spring Bay, Coral Spring Falmouth
Fully refundableReserve now, pay when you stay
$443 nightly
The price is $443 total per night from Jan 12 to Jan 13
$443 total
Jan 12 - Jan 13
Total with taxes and fees
8.2/10 Very Good! (3,648 reviews)
Very courteous staff.

Reviewed on Jan 5, 2026

Ocean Eden Bay - Adults Only - All inclusive
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
Mountain Spring Bay Falmouth 07
Fully refundableReserve now, pay when you stay
$395 nightly
The price is $395 total per night from Jan 12 to Jan 13
$395 total
Jan 12 - Jan 13
Total with taxes and fees
8.2/10 Very Good! (3,975 reviews)
The room we stayed in was spacious and clean. The resort is all-inclusive, which made the experience very convenient. The Japanese and Italian restaurants were excellent, and the Indian restaurant was also quite good. The main lobby bar had a great selection of drinks. There were plenty of activities ...

Reviewed on Jan 5, 2026

Ocean Coral Spring - All Inclusive
See all 1,615 properties in Greenwood
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.

Find the Best Greenwood Vacation Packages

Greenwood Essential Information

Language
English
Currency
Jamaican dollars
Closest Airport
Sir Donald Sangster Intl. Airport (MBJ)
Max Temp Winter
80ºF
Max Temp Summer
85ºF
Top Sights
Doctors Cave Beach, Dead End Beach and Aquasol Beach Park

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Frequently asked questions

How much does a Greenwood vacation package cost?
You'll find cheap prices from $834 on Expedia for your Greenwood getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Greenwood costs.
What are the cheapest months to go to Greenwood?
If you're hoping to score a cheap Greenwood vacation package, consider planning a trip in November, December and January. You're likely to find lower prices on accommodations and flights during these quieter months — ideal for travelers wishing to save money.
How many days is enough for Greenwood?
The ideal duration of your Greenwood vacation depends on what you'd like to see and do. Generally, a few days to a week will give you time to hit all the leading sights and explore some hidden spots along the way.
How to find the best Greenwood package deals?
Bagging a cheap Greenwood package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most economical Greenwood package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Greenwood vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking stays and flights individually. Better still, you can tailor your Greenwood escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Greenwood?
If you've got your Greenwood vacation dates finalized, book early to snap up some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Greenwood?

  1. Choose when to go: Check your calendar and get packing. Your preferred season and the available activities will also help you decide when to escape to Greenwood.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and meals to activities and airfares. Your hotel will probably be the largest expense during your trip to Greenwood.
  3. Discover Greenwood using our trip planning tool: Gain insights into the leading attractions and best properties for your trip to Greenwood. You can also save your favorite places, collaborate with your group and organize all your plans in one place.
  4. Decide how long to go away for: Now that you're more familiar with Greenwood, you can figure out the perfect length of your vacation. Pull together a rough itinerary and give yourself enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Greenwood vacation package.
  6. Book any day trips or activities: Here's the fun part — locking in everything you want to see and do. Explore some of the exciting things to do in Greenwood and reserve your tickets in advance to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Greenwood vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Greenwood break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.