Cheap Vacations in Westmoreland

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Westmoreland vacations

Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at Coolshade V

Ocho Rios Villa at Coolshade V

3 out of 5
Save 100% on your flight
Price was $1,710, price is now $913 per person
$913
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Price was $4,292, price is now $1,795 per person
$1,795
per person
Oct 17 - Oct 25
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 $3,234, price is now $1,499 per person
$1,499
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Price was $3,321, price is now $1,581 per person
$1,581
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
Save 100% on your flight
Price was $3,158, price is now $1,565 per person
$1,565
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
Save 100% on your flight
Price was $1,853, price is now $962 per person
$962
per person
Nov 4 - Nov 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
Falmouth Historic Town Centre
Save 100% on your flight
Price was $1,863, price is now $987 per person
$987
per person
Nov 4 - Nov 7
found 1 day 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 $2,021, price is now $1,078 per person
$1,078
per person
Oct 31 - Nov 6
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Euphoria at Paradisiac Beach Club

Euphoria at Paradisiac Beach Club

2 out of 5
Save 100% on your flight
Price was $3,162, price is now $1,697 per person
$1,697
per person
Oct 26 - Oct 29
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 $1,813, price is now $980 per person
$980
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip non-stop 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.
Sea Breeze Villa at Coolshade

Sea Breeze Villa at Coolshade

3.5 out of 5
Save 100% on your flight
Price was $1,249, price is now $680 per person
$680
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
Save 100% on your flight
Price was $1,639, price is now $845 per person
$845
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
Save 100% on your flight
Price was $1,853, price is now $962 per person
$962
per person
Nov 4 - Nov 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
Save 100% on your flight
Price was $1,863, price is now $987 per person
$987
per person
Nov 4 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Euphoria at Paradisiac Beach Club

Euphoria at Paradisiac Beach Club

2 out of 5
Save 100% on your flight
Price was $3,162, price is now $1,697 per person
$1,697
per person
Oct 26 - Oct 29
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 $1,813, price is now $980 per person
$980
per person
Nov 4 - Nov 7
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 $2,434, price is now $1,358 per person
$1,358
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Price was $2,201, price is now $1,265 per person
$1,265
per person
Oct 15 - Oct 18
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 $1,532, price is now $894 per person
$894
per person
Nov 5 - Nov 8
found 2 hours 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 $1,307, price is now $765 per person
$765
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Price was $2,693, price is now $1,622 per person
$1,622
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocho Rios Villa at Coolshade III

Ocho Rios Villa at Coolshade III

2.5 out of 5
Save 100% on your flight
Price was $1,127, price is now $684 per person
$684
per person
Oct 26 - Oct 29
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.
Sea Breeze Villa at Coolshade

Sea Breeze Villa at Coolshade

3.5 out of 5
Save 100% on your flight
Price was $1,546, price is now $788 per person
$788
per person
Oct 26 - Oct 30
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 $1,854, price is now $909 per person
$909
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip 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
Save 100% on your flight
Price was $2,848, price is now $1,400 per person
$1,400
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Price was $3,027, price is now $1,502 per person
$1,502
per person
Nov 5 - Nov 9
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 $1,638, price is now $828 per person
$828
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
Save 100% on your flight
Price was $2,001, price is now $1,028 per person
$1,028
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Euphoria at Paradisiac Beach Club

Euphoria at Paradisiac Beach Club

2 out of 5
Price was $4,096, price is now $2,144 per person
$2,144
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $2,600, price is now $1,381 per person
$1,381
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip 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 $1,539, price is now $843 per person
$843
per person
Nov 7 - Nov 11
found 6 hours ago
Roundtrip non-stop flight included
New York (NYC) to Montego Bay (MBJ)
Hotel Riu Reggae - Adults Only - All Inclusive

Hotel Riu Reggae - Adults Only - All Inclusive

4 out of 5
Save 100% on your flight
Price was $1,863, price is now $1,032 per person
$1,032
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
Save 100% on your flight
Price was $2,451, price is now $1,393 per person
$1,393
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocho Rios Villa at Coolshade III

Ocho Rios Villa at Coolshade III

2.5 out of 5
Save 100% on your flight
Price was $1,384, price is now $793 per person
$793
per person
Oct 26 - Oct 30
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.
Ocho Rios Villa at the Palms II

Ocho Rios Villa at the Palms II

3.5 out of 5
Save 100% on your flight
Price was $1,776, price is now $956 per person
$956
per person
Oct 13 - Oct 18
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Price was $3,426, price is now $1,515 per person
$1,515
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip 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 $3,234, price is now $1,499 per person
$1,499
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Price was $3,321, price is now $1,581 per person
$1,581
per person
Oct 21 - Oct 26
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 $2,093, price is now $1,009 per person
$1,009
per person
Oct 24 - Oct 29
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 $2,066, price is now $999 per person
$999
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
Save 100% on your flight
Price was $3,158, price is now $1,565 per person
$1,565
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
Save 100% on your flight
Price was $2,486, price is now $1,317 per person
$1,317
per person
Oct 19 - Oct 24
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 $1,968, price is now $1,064 per person
$1,064
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocho Rios Villa at the Palms V

Ocho Rios Villa at the Palms V

3 out of 5
Save 100% on your flight
Price was $1,775, price is now $972 per person
$972
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip flight included
New York (JFK) 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 $2,403, price is now $1,318 per person
$1,318
per person
Nov 4 - Nov 9
found 21 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Sea Breeze Villa at Coolshade

Sea Breeze Villa at Coolshade

3.5 out of 5
Save 100% on your flight
Price was $2,008, price is now $1,101 per person
$1,101
per person
Oct 12 - Oct 17
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.
Sea Breeze Villa at Coolshade

Sea Breeze Villa at Coolshade

3.5 out of 5
Price was $2,134, price is now $986 per person
$986
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Price was $4,149, price is now $1,770 per person
$1,770
per person
Oct 26 - Nov 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
Price was $3,368, price is now $1,484 per person
$1,484
per person
Oct 26 - Nov 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
Price was $3,180, price is now $1,458 per person
$1,458
per person
Oct 20 - Oct 27
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 $4,476, price is now $2,141 per person
$2,141
per person
Oct 26 - Nov 2
found 1 day ago
Roundtrip 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 $2,500, price is now $1,205 per person
$1,205
per person
Oct 18 - Oct 24
found 23 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Save 100% on your flight
Price was $3,651, price is now $1,783 per person
$1,783
per person
Oct 26 - Nov 1
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 $2,923, price is now $1,472 per person
$1,472
per person
Oct 14 - Oct 20
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
Save 100% on your flight
Price was $2,848, price is now $1,444 per person
$1,444
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip non-stop 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 $1,978, price is now $1,026 per person
$1,026
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)
Euphoria at Paradisiac Beach Club

Euphoria at Paradisiac Beach Club

2 out of 5
Price was $6,085, price is now $3,173 per person
$3,173
per person
Oct 18 - Oct 24
found 23 hours 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
Save 100% on your flight
Price was $1,959, price is now $1,030 per person
$1,030
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Montego Bay (MBJ)

Top places to visit in Westmoreland

A coastal cliff with a clear blue sea, a small boat, and a thatched-roof structure.
FlightsFlightsHotelsHotels

Negril

Negril

Flight deals to Westmoreland

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

Sun, Oct 4 - Sun, Oct 18
ATL
Atlanta
MBJ
Montego Bay
$278 Roundtrip, found 3 days ago
$278
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Oct 4 from Atlanta to Montego Bay, returning Sun, Oct 18, priced at $278 found 3 days ago
Fri, Nov 27 - Sat, Dec 5
YYZ
Toronto
MBJ
Montego Bay
$287 Roundtrip, found 2 days ago
$287
Roundtrip
found 2 days ago
Select WestJet flight, departing Fri, Nov 27 from Toronto to Montego Bay, returning Sat, Dec 5, priced at $287 found 2 days ago
Sun, Nov 1 - Fri, Nov 6
LGA
New York
MBJ
Montego Bay
$330 Roundtrip, found 21 hours ago
$330
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Sun, Nov 1 from New York to Montego Bay, returning Fri, Nov 6, priced at $330 found 21 hours ago

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
Sep 14 - Sep 15
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
Couples Swept Away All Inclusive

Couples Swept Away All Inclusive

4.5 out of 5
111 Norman Manley Blvd Negril Westmoreland
16.49 mi from city center
Get rates
When you stay at Couples Swept Away All Inclusive in Negril, you'll be on the beach, a 4-minute drive from Seven Mile Beach and 8 minutes from Negril Cliffs.
Pool
Hot Tub
Travellers Beach Resort

Travellers Beach Resort

3.5 out of 5
Norman Manley Boulevard Negril Westmoreland
Free Cancellation
Reserve now, pay when you stay
16.44 mi from city center
$96 nightly
The price is $109 total per night
$109 total
Sep 13 - Sep 14
Total with taxes and fees
When you stay at Travellers Beach Resort in Negril, you'll be in a shopping district, within a 5-minute drive of Seven Mile Beach and Negril Cliffs.
Pool
Parking included
Don't see what you're looking for?
See all available properties in Westmoreland
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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.

^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.