Greenwood Vacations

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Greenwood Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 4-star beach hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Martha Brae River and Luminous Lagoon are located nearby.

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
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 5-star luxury property in Falmouth. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions Luminous Lagoon and Blue Waters Beach Club are located nearby.

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

4.5 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 4.5-star luxury resort in Lucea. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Headland and Sir Alexander Bustamante Square & Around are located nearby.

Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 5-star luxury property in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. Popular attractions Burwood Beach and Blue Waters Beach Club are located nearby.

Excellence Oyster Bay - Adults Only All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 5-star luxury property in Falmouth. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Luminous Lagoon and Blue Waters Beach Club are located nearby.

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive

4.5 out of 5
Save 100% on your flight
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 4.5-star luxury property in Runaway Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Cardiff Hall Beach and Ocean View Beach are located nearby.

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Top 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
0.59 km from city center
Stay at this 4-star vacation home in Montego Bay. Enjoy free WiFi, free parking, and a garden. Popular attractions Rose Hall Great House and Greenwood Great ...
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
16.61 km from city center
Stay at this 5-star luxury property in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. ...
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
Mountain Spring Bay, Falmouth, 07
17.81 km from city center
Stay at this 5-star luxury resort in Falmouth. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
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
14.75 km from city center
Stay at this 4-star beach property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
Excellence Oyster Bay - Adults Only All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
Peninsula Oyster Bay, Falmouth
11.43 km from city center
Stay at this 5-star luxury property in Falmouth. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Falmouth, Falmouth
9.57 km from city center
Stay at this 4-star beach hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
SeaGarden Beach Resort - All Inclusive

SeaGarden Beach Resort - All Inclusive

3.5 out of 5
8 Kent Avenue, Montego Bay, Saint James
19.51 km from city center
Stay at this 3.5-star all-inclusive property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Catalonia Montego Bay - All Inclusive

Catalonia Montego Bay - All Inclusive

3.5 out of 5
Rose Hall, St. James, Montego Bay, Saint James
12.28 km from city center
Book a stay at this beach property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. ...
Deja Resort All Inclusive

Deja Resort All Inclusive

3.5 out of 5
92 Gloucester Avenue, Montego Bay, Saint James
19.81 km from city center
Stay at this 3.5-star beach property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Hilton Rose Hall an All-Inclusive Resort

Hilton Rose Hall an All-Inclusive Resort

4.5 out of 5
Rose Hall, Montego Bay, Saint James
7.4 km from city center
Stay at this 4.5-star luxury resort in Montego Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Hyatt Zilara Rose Hall - Adults Only - All Inclusive

Hyatt Zilara Rose Hall - Adults Only - All Inclusive

5 out of 5
Rose Hall Road, Montego Bay, Saint James
9.8 km from city center
Stay at this 5-star luxury property in Montego Bay. Enjoy free WiFi, free valet parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff ...
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

4 out of 5
7 Jimmy Cliff Blvd, Montego Bay, Saint James
19.71 km from city center
Stay at this 4-star beach property in Montego Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. ...
Hotel Riu Reggae - Adults Only - All Inclusive

Hotel Riu Reggae - Adults Only - All Inclusive

4 out of 5
Montego Bay, Montego Bay
15.18 km from city center
Stay at this 4-star beach property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...
Hyatt Ziva Rose Hall - All Inclusive

Hyatt Ziva Rose Hall - All Inclusive

5 out of 5
Rose Hall, Montego Bay, Saint James
9.38 km from city center
Stay at this 5-star luxury property in Montego Bay. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
Secrets St. James Montego Bay - Luxury - Adults Only - All Inclusive

Secrets St. James Montego Bay - Luxury - Adults Only - All Inclusive

5 out of 5
Lot 59A Freeport, Montego Bay, Saint James
22.51 km from city center
Stay at this 5-star luxury property in Montego Bay. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the room ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Sat, Jul 12 - Thu, Jul 24
FLL
Fort Lauderdale - Hollywood Intl.
MBJ
Sir Donald Sangster Intl.
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Jul 12 from Fort Lauderdale - Hollywood Intl. to Sir Donald Sangster Intl., returning Thu, Jul 24, priced at $232 found 1 day ago
Spirit Airlines
Tue, Jul 1 - Wed, Jul 9
PHL
Philadelphia Intl.
MBJ
Sir Donald Sangster Intl.
$283 Roundtrip, found 4 days ago
$283
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Jul 1 from Philadelphia Intl. to Sir Donald Sangster Intl., returning Wed, Jul 9, priced at $283 found 4 days ago
Spirit Airlines
Fri, Jul 11 - Sat, Jul 19
BWI
Baltimore Washington Intl. Thurgood Marshall
MBJ
Sir Donald Sangster Intl.
$284 Roundtrip, found 14 hours ago
$284
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Fri, Jul 11 from Baltimore Washington Intl. Thurgood Marshall to Sir Donald Sangster Intl., returning Sat, Jul 19, priced at $284 found 14 hours ago
Delta
Tue, Aug 26 - Fri, Sep 12
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$308 Roundtrip, found 7 hours ago
$308
Roundtrip
found 7 hours ago
Select Delta flight, departing Tue, Aug 26 from John F. Kennedy Intl. to Sir Donald Sangster Intl., returning Fri, Sep 12, priced at $308 found 7 hours ago