Greenwood Vacation Packages
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Top Greenwood vacation deals
Price found within the past 48 hours. Click for updated prices.
- Silver Creek Resort
Sept 3 - Sept 8Silver Creek Resort + Flight
Runaway Bay5 nights3.5 star property7.0/10 - Good (51 reviews)Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)YHM - MBJ • 1 stop MBJ - YHM • 1 stopCA $3,642CA $1,011found 1 day agoper traveller - Sunset at the Palms Resort - Adults Only - All Inclusive
Sept 23 - Sept 29Sunset at the Palms Resort - Adults Only - All Inclusive + Flight
Negril6 nights4.5 star property9.2/10 - Wonderful (1,003 reviews)"Just stayed a week there . Pool was small but nice . Hot tub was not running which we didn't use due to potential issues with no continuous motion. Then went across the street to the beach area which is amazing!! Chairs ,food , and drinks all readily available. Water and sand best i have ever been in . It was pool like clear and mostly calm waters . Definitely laid back at this resort so if you like non hussle of big resort this is the place for you. Food was good but if looking for alot of..."Reviewed July 16, 2026Roundtrip • Ottawa (YOW) - Montego Bay (MBJ)YOW - MBJ • 1 stop MBJ - YOW • 1 stopCA $5,239CA $1,836found 1 day agoper traveller - Princess Senses The Mangrove Resort - Adults Only
Sept 19 - Sept 25Princess Senses The Mangrove Resort - Adults Only + Flight
Green Island6 nights4.0 star property9.4/10 - Exceptional (842 reviews)Roundtrip • Ottawa (YOW) - Montego Bay (MBJ)YOW - MBJ • 1 stop MBJ - YOW • 1 stopCA $5,045CA $2,573found 1 day agoper traveller - Princess Grand Jamaica Resort - All Inclusive
Sept 23 - Sept 29Princess Grand Jamaica Resort - All Inclusive + Flight
Green Island6 nights4.5 star property9.0/10 - Wonderful (1,427 reviews)"Overall, the resort was great. Pros: Property was clean and beautiful Most staff were pleasant and attentive Rooms were nice and swim out suite was great Food variety was good and for the most part tasted decent- Breakfast was the best! Easy check-in process Pools and entertainment were great! Cons: Mixed drinks were not strong- If you ask they will accommodate Beach was rocky and average- we knew this going in No access to all restaurants on the adults side"Reviewed July 18, 2026Roundtrip • Ottawa (YOW) - Montego Bay (MBJ)YOW - MBJ • 1 stop MBJ - YOW • 1 stopCA $3,898CA $2,058found 1 day agoper traveller - Ocho Rios Villa at The Palms
Aug 24 - Aug 28Ocho Rios Villa at The Palms + Flight
St. Ann's Bay4 nights3.0 star property10/10 - 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..."Reviewed May 8, 2019Roundtrip • Toronto (YTO) - Montego Bay (MBJ)YYZ - MBJ • Nonstop MBJ - YYZ • 2 stopsCA $2,562CA $1,378found 15 hours agoper traveller
What to do in Greenwood
Adults Only Reggae Catamaran Cruise with Snorkeling & Drinks
CA $178
per traveller
86% of travellers recommend
Bamboo River Rafting On The Martha Brae
CA $162
per traveller
94% of travellers recommend
Luminous Lagoon Experience with Rum Punch & Transportation
CA $101
per adult
66% of travellers recommend
Greenwood Hotel Deals
9.0 out of 10, Wonderful, (8 reviews)
9.0/10
Wonderful
(8 reviews)
"We had an absolutely wonderful stay. The B&B was warm, cozy, and beautifully maintained, making it feel like a true home away from home.
The host was exceptional—friendly, welcoming, and genuinely cared about making our stay enjoyable. Their hospitality made all the difference, and they went above and beyond to ensure we had everything we needed.
I highly recommend this B&B to anyone looking for a peaceful, comfortable getaway with an amazing host. We would gladly stay here again!"
The price is CA $103
CA $103
CA $119 total
includes taxes & fees
Jul 25 - Jul 26
Sunshine Lodge- Your Home Away From Home
Sunshine Lodge- Your Home Away From Home4.0 star property
0.6 km from Greenwood
7.0 out of 10, Good, (4 reviews)
7.0/10
Good
(4 reviews)
"The host was very easy to communicate with. She greeted us when we arrived. She was great. The house is very beautiful inside and out, the view was amazing. It is very clean inside. The only issue is the way to the house is very difficult to get to. We drove up on a hill that had a lot of bumpy roads and a lot of garbage. Keep in mind if you stay here that once you go out, try to do all of your outings because it’s hard to go back and forth to the house."
The price is CA $104
CA $104
CA $129 total
includes taxes & fees
Aug 1 - Aug 2
The price is CA $429
CA $429
CA $756 total
includes taxes & fees
Jul 31 - Aug 1
Comfy Villa With Ocean View
Comfy Villa With Ocean View3.0 star property
Ironshore, 13.6 km from Greenwood
The price is CA $291
CA $291
CA $337 total
includes taxes & fees
Jul 21 - Jul 22
The price is CA $50
CA $50
CA $59 total
includes taxes & fees
Jul 22 - Jul 23
The price is CA $120
CA $120
CA $209 total
includes taxes & fees
Jul 20 - Jul 21
The price is CA $301
CA $301
CA $348 total
includes taxes & fees
Jul 20 - Jul 21
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.
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.
Frequently Asked Questions
How much does a Greenwood vacation package cost?
You'll find cheap prices from CA $1,011 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.