Cheap Vacations in Westmoreland

Choose two or more items and save on your trip:

Westmoreland vacations

Price found within the past 48 hours. Click for updated prices.
2 Bdrm Apartment at Runaway Bay

2 Bdrm Apartment at Runaway Bay

3.5 out of 5
Price was $1,407, price is now $839 per person
$839
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
New York (JFK) to Montego Bay (MBJ)
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
Save 100% on your flight
Price was $2,014, price is now $1,068 per person
$1,068
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
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 $9,586, price is now $5,289 per person
$5,289
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocho Rios Villa at Coolshade

Ocho Rios Villa at Coolshade

3.5 out of 5
Save 100% on your flight
Price was $1,925, price is now $1,072 per person
$1,072
per person
Jul 2 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Palace Tropical Bay - All Inclusive

Hotel Riu Palace Tropical Bay - All Inclusive

4 out of 5
Save 100% on your flight
Price was $2,878, price is now $1,608 per person
$1,608
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
Save 100% on your flight
Price was $2,625, price is now $1,468 per person
$1,468
per person
Jul 26 - Jul 31
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Retreat Plantation House

Retreat Plantation House

3 out of 5
Save 100% on your flight
Price was $2,533, price is now $1,421 per person
$1,421
per person
Jul 3 - Jul 10
found 8 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Montego Bay (MBJ)
Excellence Oyster Bay - Adults Only All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
Price was $3,336, price is now $1,880 per person
$1,880
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Falmouth Historic Town Centre
Price was $2,995, price is now $1,695 per person
$1,695
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Price was $2,679, price is now $1,561 per person
$1,561
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)

3-night Westmoreland vacations

Price found within the past 48 hours. Click for updated prices.
Ocho Rios Ocean View Villa at The Palms

Ocho Rios Ocean View Villa at The Palms

4 out of 5
Price was $1,252, price is now $780 per person
$780
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Montego Bay (MBJ)
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
Save 100% on your flight
Price was $2,014, price is now $1,068 per person
$1,068
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
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 $6,917, price is now $3,779 per person
$3,779
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Save 100% on your flight
Price was $2,090, price is now $1,150 per person
$1,150
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Excellence Oyster Bay - Adults Only All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
Save 100% on your flight
Price was $2,255, price is now $1,248 per person
$1,248
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Save 100% on your flight
Price was $1,787, price is now $1,021 per person
$1,021
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocho Rios Villa at Coolshade X

Ocho Rios Villa at Coolshade X

3.5 out of 5
Price was $1,386, price is now $802 per person
$802
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Montego Bay (MBJ)
Ocho Rios Treasure Villa at Coolshade XII

Ocho Rios Treasure Villa at Coolshade XII

3.5 out of 5
Price was $1,352, price is now $812 per person
$812
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Montego Bay (MBJ)
Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
Save 100% on your flight
Price was $1,749, price is now $1,055 per person
$1,055
per person
Jul 23 - Jul 26
found 24 hours ago
Roundtrip flight included
New York (NYC) to Montego Bay (MBJ)
Hotel Riu Ocho Rios - All Inclusive

Hotel Riu Ocho Rios - All Inclusive

3.5 out of 5
Save 100% on your flight
Price was $1,717, price is now $1,048 per person
$1,048
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

5 out of 5
Save 100% on your flight
Price was $1,827, price is now $1,134 per person
$1,134
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Negril - All Inclusive

Hotel Riu Negril - All Inclusive

4 out of 5
Save 100% on your flight
Price was $1,574, price is now $981 per person
$981
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)

4-night Westmoreland vacations

Price found within the past 48 hours. Click for updated prices.
2 Bdrm Apartment at Runaway Bay

2 Bdrm Apartment at Runaway Bay

3.5 out of 5
Price was $1,407, price is now $839 per person
$839
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
New York (JFK) to Montego Bay (MBJ)
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
Save 100% on your flight
Price was $2,612, price is now $1,350 per person
$1,350
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
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 $9,586, price is now $5,289 per person
$5,289
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Oasis at The Palms

Oasis at The Palms

3 out of 5
Save 100% on your flight
Price was $2,597, price is now $1,437 per person
$1,437
per person
Jul 11 - Jul 15
found 6 hours ago
Roundtrip flight included
New York (NYC) to Montego Bay (MBJ)
Excellence Oyster Bay - Adults Only All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
Price was $3,336, price is now $1,880 per person
$1,880
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Price was $2,995, price is now $1,695 per person
$1,695
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocho Rios Villa at the Palms III

Ocho Rios Villa at the Palms III

3.5 out of 5
Save 100% on your flight
Price was $1,566, price is now $888 per person
$888
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Montego Bay (MBJ)
Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Price was $2,679, price is now $1,561 per person
$1,561
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Ocho Rios - All Inclusive

Hotel Riu Ocho Rios - All Inclusive

3.5 out of 5
Save 100% on your flight
Price was $1,987, price is now $1,162 per person
$1,162
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Negril - All Inclusive

Hotel Riu Negril - All Inclusive

4 out of 5
Save 100% on your flight
Price was $1,958, price is now $1,149 per person
$1,149
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocho Rios Treasure Villa at Coolshade XII

Ocho Rios Treasure Villa at Coolshade XII

3.5 out of 5
Save 100% on your flight
Price was $1,492, price is now $876 per person
$876
per person
Jul 11 - Jul 15
found 6 hours ago
Roundtrip flight included
New York (NYC) to Montego Bay (MBJ)
Hotel Riu Palace Tropical Bay - All Inclusive

Hotel Riu Palace Tropical Bay - All Inclusive

4 out of 5
Price was $2,468, price is now $1,450 per person
$1,450
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)

5-night Westmoreland vacations

Price found within the past 48 hours. Click for updated prices.
Silver Creek Resort

Silver Creek Resort

3.5 out of 5
Price was $2,471, price is now $592 per person
$592
per person
Jul 6 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
Price was $3,058, price is now $1,472 per person
$1,472
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Price was $3,356, price is now $1,704 per person
$1,704
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Excellence Oyster Bay - Adults Only All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
Price was $3,740, price is now $1,918 per person
$1,918
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Save 100% on your flight
Price was $2,984, price is now $1,545 per person
$1,545
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
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 $11,540, price is now $6,171 per person
$6,171
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

5 out of 5
Save 100% on your flight
Price was $2,587, price is now $1,426 per person
$1,426
per person
Jul 6 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Palace Tropical Bay - All Inclusive

Hotel Riu Palace Tropical Bay - All Inclusive

4 out of 5
Save 100% on your flight
Price was $2,878, price is now $1,608 per person
$1,608
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
Save 100% on your flight
Price was $2,625, price is now $1,468 per person
$1,468
per person
Jul 26 - Jul 31
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Negril - All Inclusive

Hotel Riu Negril - All Inclusive

4 out of 5
Save 100% on your flight
Price was $2,354, price is now $1,336 per person
$1,336
per person
Jul 6 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Ocho Rios - All Inclusive

Hotel Riu Ocho Rios - All Inclusive

3.5 out of 5
Save 100% on your flight
Price was $2,608, price is now $1,493 per person
$1,493
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocho Rios Getaway Villa at The Palms

Ocho Rios Getaway Villa at The Palms

4 out of 5
Price was $1,945, price is now $1,115 per person
$1,115
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)

6-7 night Westmoreland vacations

Price found within the past 48 hours. Click for updated prices.
Silver Creek Resort

Silver Creek Resort

3.5 out of 5
Price was $2,975, price is now $719 per person
$719
per person
Jul 2 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Excellence Oyster Bay - Adults Only All Inclusive

Excellence Oyster Bay - Adults Only All Inclusive

5 out of 5
Price was $5,030, price is now $2,388 per person
$2,388
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
Price was $4,177, price is now $1,994 per person
$1,994
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Price was $4,630, price is now $2,239 per person
$2,239
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocho Rios Villa at Coolshade X

Ocho Rios Villa at Coolshade X

3.5 out of 5
Save 100% on your flight
Price was $2,849, price is now $1,462 per person
$1,462
per person
Jul 3 - Jul 10
found 1 day ago
Roundtrip flight included
New York (JFK) to Montego Bay (MBJ)
Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Save 100% on your flight
Price was $3,289, price is now $1,714 per person
$1,714
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Sea Castle Vacation Villa

Sea Castle Vacation Villa

3.5 out of 5
Save 100% on your flight
Price was $2,754, price is now $1,435 per person
$1,435
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Montego Bay (MBJ)
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 $15,955, price is now $8,438 per person
$8,438
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Hotel Riu Palace Tropical Bay - All Inclusive

Hotel Riu Palace Tropical Bay - All Inclusive

4 out of 5
Price was $4,010, price is now $2,134 per person
$2,134
per person
Jul 4 - Jul 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Oasis at The Palms

Oasis at The Palms

3 out of 5
Save 100% on your flight
Price was $4,404, price is now $2,418 per person
$2,418
per person
Jul 11 - Jul 18
found 16 hours ago
Roundtrip flight included
New York (JFK) to Montego Bay (MBJ)
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Save 100% on your flight
Price was $4,054, price is now $2,229 per person
$2,229
per person
Jul 9 - Jul 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocho Rios Villa at the Palms IV

Ocho Rios Villa at the Palms IV

3 out of 5
Save 100% on your flight
Price was $2,142, price is now $1,184 per person
$1,184
per person
Jul 2 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)

Top places to visit in Westmoreland

FlightsFlightsHotelsHotels

Negril

Negril

Flight deals to Westmoreland

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Feb 4 - Mon, Feb 8
MIA
Miami
MBJ
Montego Bay
$318 Roundtrip, found 9 hours ago
$318
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Thu, Feb 4 from Miami to Montego Bay, returning Mon, Feb 8, priced at $318 found 9 hours ago
Mon, Oct 12 - Thu, Oct 15
EWR
New York
MBJ
Montego Bay
$318 Roundtrip, found 5 hours ago
$318
Roundtrip
found 5 hours ago
Select United flight, departing Mon, Oct 12 from New York to Montego Bay, returning Thu, Oct 15, priced at $318 found 5 hours ago
Sun, Sep 13 - Sun, Sep 20
JFK
New York
MBJ
Montego Bay
$318 Roundtrip, just found
$318
Roundtrip
just found
Select JetBlue Airways flight, departing Sun, Sep 13 from New York to Montego Bay, returning Sun, Sep 20, priced at $318 just found

Top rated hotels for your Westmoreland vacation

CocoLaPalm Seaside Resort

CocoLaPalm Seaside Resort

3.5 out of 5
Norman Manley Boulevard Negril Westmoreland
Free Cancellation
Reserve now, pay when you stay
16.3 mi from city center
$113 nightly
The price is $128 total per night
$128 total
Jun 2 - Jun 3
Total with taxes and fees
When you stay at CocoLaPalm Seaside Resort in Negril, you'll be on the beach, a 1-minute drive from Seven Mile Beach and 6 minutes from Negril Cliffs.
Pool
Hot Tub
Legends Beach Resort

Legends Beach Resort

3 out of 5
Norman Manley Boulevard Negril Westmoreland
16.34 mi from city center
Get rates
With a stay at Legends Beach Resort in Negril, you'll be on the beach, steps from Seven Mile Beach and a 5-minute drive from Negril Cliffs.
Pool
Spa
Samsara Cliff Resort

Samsara Cliff Resort

3.5 out of 5
West End Road Negril Westmoreland
17.96 mi from city center
Get rates
With a stay at Samsara Cliff Resort in Negril (West End), you'll be a 1-minute drive from Negril Cliffs and 7 minutes from Seven Mile Beach.
Pool
Spa
Don't see what you're looking for?
See all available properties in Westmoreland
View all properties
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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.