Greenwood Vacations from $814

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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.
Ocho Rios Villa at the Palms II

Ocho Rios Villa at the Palms II

3.5 out of 5
Price was $1,713, price is now $814 per person
$814
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
8.6/10 Excellent! (25 reviews)
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Price was $4,590, price is now $1,694 per person
$1,694
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Montego Bay (MBJ)
9.2/10 Wonderful! (338 reviews)
We had a wonderful time friendly staff food was great house. Keeper was super great i wasnt doing well and check on me

Reviewed on Aug 24, 2025

Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
Price was $2,066, price is now $879 per person
$879
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Alamanda Cottage at Serenity

Alamanda Cottage at Serenity

3 out of 5
Ironshore
Price was $1,761, price is now $824 per person
$824
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Montego Bay (MBJ)
No reviews
The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
Price was $6,879, price is now $3,235 per person
$3,235
per person
Oct 16 - Oct 19
found 2 days ago
Roundtrip non-stop flight included
Atlanta (ATL) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Excellent Resort, especially all the excellence club amenities

Reviewed on May 1, 2025

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

What to do in Greenwood

ATV/zipline/horseback/bamboo rafting and/or Rick’s Cafe

ATV, Zipline, Horseback, Bamboo Rafting and Rick’s Cafe

$70
per adult
100% of travellers recommend
ATV, Zipline, Horseback, Bamboo Rafting and Rick’s Cafe
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay

$80
per adult
88% of travellers recommend
ATV, Bamboo Rafting and Negril Ricks Cafe from Montego Bay
Montego Bay Clear Kayak Photoshoot & Hip Strip Shopping

Montego Bay Clear Kayak Photoshoot & Hip Strip Shopping

$60
per adult
Montego Bay Clear Kayak Photoshoot & Hip Strip Shopping
See all activities in Greenwood

Greenwood Hotel Deals

Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home

4 out of 5
Belgrade Ave, Montego Bay, St. James Parish
$61 nightly
The price is $72 total per night from Sep 26 to Sep 27
$72 total
Sep 26 - Sep 27
Total with taxes and fees
7.4/10 Good! (3 reviews)
"It was beautiful on the inside and had an amazing view of Montego Bay."

Reviewed on May 25, 2025

Sunshine Lodge- Your Home Away From Home
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
$258 nightly
The price is $301 total per night from Sep 2 to Sep 3
$301 total
Sep 2 - Sep 3
Total with taxes and fees
8.4/10 Very Good! (4,920 reviews)
"Love the Riu App for our stay. Easy, convenient and overall great trip"

Reviewed on Aug 26, 2025

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, Montego Bay, Falmouth
$380 nightly
The price is $380 total per night from Sep 1 to Sep 2
$380 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (3,580 reviews)
"We were greeted as soon as we walked in the lobby! Everything was amazing at this resort and there are plenty of food options. I will definitely be back again!"

Reviewed on Aug 23, 2025

Ocean Eden Bay - Adults Only - All inclusive
See all 1,616 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.

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Frequently asked questions

How much does a Greenwood vacation package cost?
You'll find cheap prices from $814 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.