Greenwood Vacations from $1,229

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Ocho Rios Villa at the Palms III

Ocho Rios Villa at the Palms III

Save 100% on your flight
$1,229
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
No reviews
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

$1,569
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,009 reviews)
Great property with a terrific pool and private beach across the street. Food was tasty and diverse options available. Staff was friendly and helpful. Perfect place to unplug and relax.

Reviewed on Aug 29, 2026

Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

$1,253
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
All staff were professional, courteous and friendly. They all went out of their way to grant your requests. The ambience is very nice. The electrical outlets on the patio didn't always work. Had to be creative in getting plugs to stay in. They also need to upgrade from 110v to 220v. Just kidding, but they should have something for travelers from Europe. Internet service was pretty good. Everyone in my group were pleased and would return. The tour setup for us by the manager was fun!!!! Good people, fantastic accommodations. Recommended...

Reviewed on May 8, 2019

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

$1,299
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Montego Bay (MBJ)
8.4/10 Very Good! (3,948 reviews)
Overall, my experience was great! The beach is on the smaller side and quite rocky, but the large pool area more than made up for it. There were several restaurants that operated on a “first come, first served” basis, so reservations weren’t available for most of them. The only restaurant where I was able to make a reservation was the Japanese hibachi restaurant. However, if you were a “privileged” guest, you had the option to make reservations at the other restaurants as well. Most of the restaurants were located on the family side of the resort rather than the adults-only side, but everything was within walking distance of each other. The only real issue I had was the temperature inside the restaurants, lounges, and activity areas. They were quite warm, especially considering how hot it was outside each day. I brought a small personal fan with me, which definitely helped keep me comfortable. Overall, though, I had a great stay and enjoyed my experience!

Reviewed on Aug 30, 2026

Ocho Rios Villa Azul at Coolshade XIII

Ocho Rios Villa Azul at Coolshade XIII

Save 100% on your flight
$1,232
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
If you 're tired of the same ole same ole all inclusive hotels that keep you in a little touristy bubble this is the way to go . Our experience here was the best we have has travelling to Jamaica. This is a house is located in a gated community within a community with real Jamaican neighbors.It was extremely quiet and private and besides a few people jogging in the mornings we hardly saw anyone. The neighbors we met at the pool were very friendly and warm. Beautiful community! The house itself was a three bedroom two bathroom home clean and nicely decorated. There's also a washing machine.AC in the bedrooms and lots of fans in the rest of the house. The only thing I would say is there is no front desk so read the instructions they send shortly before your stay and call or text via whats App if you need to get in touch. Communication can be a little slow since its not a 24hr desk setup so get in touch early to clarify anything. The caretaker were very accommodating to our requests and we will definitely stay here again.

Reviewed on Aug 4, 2019

Don't see what you're looking for?
See all available trips from Columbus to Greenwood
View all trips

Stay near popular Greenwood attractions

Greenwood Great House

9.4/10 (3 reviews)
You can learn about the history of Greenwood when you stop by Greenwood Great House. Amble around this relaxing area's beautiful beaches or experience its entertainment choices.
See properties

What to do in Greenwood

Bamboo River Rafting On The Martha Brae

Bamboo River Rafting On The Martha Brae

$108
per traveler
94% of travellers recommend
Bamboo River Rafting On The Martha Brae
Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks

Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks

$125
per traveler
86% of travellers recommend
Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks
Luminous Lagoon Experience

Luminous Lagoon Experience with Rum Punch & Transportation

$67
per adult
Luminous Lagoon Experience with Rum Punch & Transportation
See all activities in Greenwood

Greenwood Hotel Deals

EMERALD VIEW

EMERALD VIEW

261 Poinciana Dr Montego Bay St. James Parish
Fully refundableReserve now, pay when you stay
$114 nightly
$132 total
Sep 16 - Sep 17
Total with taxes and fees
9/10 Wonderful! (14 reviews)
"I had an amazing time at this villa from the staff treating me so amazing. I felt just like I was at home The views are so amazing. The pool is so awesome. It really was a great experience at this villa. I’m definitely coming back to Jamaica and staying at this villa I felt so safe. The market isn’t ..."

Reviewed on Aug 29, 2026

EMERALD VIEW
Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

Mahoe Bay, Ironshore Montego Bay Saint James
$270 nightly
$301 total
Sep 8 - Sep 9
Total with taxes and fees
Hotel Riu Montego Bay - Adults Only - All Inclusive
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

Mountain Spring Bay, Coral Spring Falmouth
Fully refundableReserve now, pay when you stay
$416 nightly
$416 total
Sep 8 - Sep 9
Total with taxes and fees
8.4/10 Very Good! (3,902 reviews)
"Overall, my experience was great! The beach is on the smaller side and quite rocky, but the large pool area more than made up for it. There were several restaurants that operated on a “first come, first served” basis, so reservations weren’t available for most of them. The only restaurant where I ..."

Reviewed on Aug 30, 2026

Ocean Eden Bay - Adults Only - All inclusive
See all 1,697 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

More vacations you might like

Frequently asked questions

How much does a Greenwood vacation package cost?
You'll find cheap prices from $1,229 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.