Greenwood Vacation Packages
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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.
Top Greenwood Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at The Palms
CA $1,717
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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
Ocho Rios Villa at Coolshade X
CA $1,740
per person
Nov 20 - Nov 27
found 14 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Montego Bay (MBJ)
9.6/10 Exceptional! (5 reviews)
Very impressive and well kept property in a quiet gated community. We did not have a car, so organizing transportation was challenging, but the grocery store is only a 20 minute walk away (for those who enjoy walking).
I did not rate it 5 stars because it was difficult to communicate with the property managers in advance. They finally contacted me the day before check in, and it was not obvious that I needed to pay a balance and deposit in cash US dollars upon arrival (most places accept credit card). We worked it out, but it did add a layer of unnecessary stress - they could have simply sent a message with the balance and instructions after booking so that travellers could be better prepared.
Reviewed on Apr 11, 2023
Ocho Rios Villa at Coolshade VI
CA $1,686
per person
Nov 3 - Nov 10
found 14 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Montego Bay (MBJ)
9.8/10 Exceptional! (8 reviews)
This was my 3rd trip to Jamaica, and I wanted to try something different from the expensive all inclusive resorts. After my experience here, I won't be booking resorts again. Getting a whole lot more bang for your buck with the villa booking. The property manager, Mr Davy, was very kind and attentive from the moment I landed, and stayed in touch even after I landed back home to make sure I made it back to my destination safely. He's always a quick whatsapp message or a phone call away if you need anything. The area is very quiet, and the villa was spotless. Highly recommend!
Reviewed on Sep 20, 2022
Ready to book your vacation to Greenwood?
Greenwood Hotel Deals
EMERALD VIEW
261 Poinciana Dr Montego Bay St. James Parish
Fully refundableReserve now, pay when you stay
CA $86
CA $147 total
Sep 13 - Sep 14
includes taxes & 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
Hotel Riu Montego Bay - Adults Only - All Inclusive
Mahoe Bay, Ironshore Montego Bay Saint James
8.6/10 Excellent! (5,462 reviews)
"I love RIU, everything was great!"
Reviewed on Sep 2, 2026
Ocean Eden Bay - Adults Only - All inclusive
Mountain Spring Bay, Coral Spring Falmouth
CA $612
CA $612 total
Sep 13 - Sep 14
includes taxes & fees
8.4/10 Very good! (3,921 reviews)
"Great time, just far from the city so it cost a lot to go out"
Reviewed on Sep 1, 2026
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.
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.
What to do in Greenwood
Bamboo River Rafting On The Martha Brae
CA $150
per traveller
94% of travellers recommend
Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks
CA $173
per traveller
86% of travellers recommend
Luminous Lagoon Experience with Rum Punch & Transportation
CA $93
per adult
Frequently asked questions
How much does a Greenwood vacation package cost?
You'll find cheap prices from CA $1,022 on Expedia for your Greenwood break. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Greenwood costs.
What are the cheapest months to go to Greenwood?
The off-season is the best time to visit Greenwood if you're on a budget. Another tip for scoring cheap Greenwood vacation packages? Avoid visiting during public holidays and any major events.
How many days is enough for Greenwood?
We'd suggest booking a Greenwood vacation for at least 3 days. This will allow you plenty of time to tick off top sights including White Witch of Rose Hall Golf Course and White Witch Golf Club, and check out neighbourhoods like Northern Estates and Rhyne Park Village. You might even be able to slot in a day trip beyond Greenwood.
How to find the best Greenwood package deals?
Start your search for a Greenwood package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Greenwood package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Greenwood getaway off to a flying start.
Is it cheaper to book a Greenwood vacation as a package?
An Expedia vacation package could land you great savings when compared to booking stays and flights individually. Better still, you can personalize your Greenwood trip to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Greenwood?
Land incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Greenwood break.
How to plan a trip to Greenwood?
- Choose your dates: What you'd like to do in Greenwood and your favourite season can help you decide when to travel.
- Figure out your budget: Ensure you have enough money to cover everything from transportation and food to activities and flights. Your accommodations will probably be the biggest expense during your trip to Greenwood.
- Decide how long to go for: Now that you're up to speed on Greenwood, you can figure out the perfect length of your break. Pull together a rough plan and allocate enough time for all the things you want to do.
- Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the perfect Greenwood vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
