Cheap Vacations in Westmoreland

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Westmoreland vacations

Price found within the past 48 hours. Click for updated prices.
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 8 hours 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)
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)
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 $2,641, price is now $1,427 per person
$1,427
per person
Oct 26 - Nov 2
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 $2,171, price is now $1,207 per person
$1,207
per person
Oct 26 - Nov 2
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 Tranquility at Coolshade VII

Ocho Rios Tranquility at Coolshade VII

3 out of 5
Save 100% on your flight
Price was $1,090, price is now $675 per person
$675
per person
Oct 26 - Oct 29
found 1 day ago
Roundtrip 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)
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)
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 3 hours 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 $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)
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 $1,859, price is now $1,124 per person
$1,124
per person
Oct 22 - Oct 25
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
Price was $2,615, price is now $1,586 per person
$1,586
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)
Ocean Coral Spring - All Inclusive

Ocean Coral Spring - All Inclusive

5 out of 5
Price was $2,138, price is now $1,311 per person
$1,311
per person
Oct 15 - Oct 18
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 $1,743, price is now $1,081 per person
$1,081
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop 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.
Ocho Rios Villa at Coolshade XI

Ocho Rios Villa at Coolshade XI

3.5 out of 5
Save 100% on your flight
Price was $1,340, price is now $783 per person
$783
per person
Oct 26 - Oct 30
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)
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)
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 $2,701, price is now $1,427 per person
$1,427
per person
Oct 21 - Oct 25
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 $1,907, price is now $1,042 per person
$1,042
per person
Oct 21 - Oct 25
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 $1,539, price is now $843 per person
$843
per person
Nov 7 - Nov 11
found 7 hours ago
Roundtrip non-stop flight included
New York (NYC) 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 $2,113, price is now $1,168 per person
$1,168
per person
Oct 21 - Oct 25
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 $2,563, price is now $1,425 per person
$1,425
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip 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.
Sea Castle Vacation Villa

Sea Castle Vacation Villa

3.5 out of 5
Save 100% on your flight
Price was $1,696, price is now $935 per person
$935
per person
Oct 26 - Oct 31
found 20 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
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)
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Price was $2,679, price is now $1,269 per person
$1,269
per person
Nov 6 - Nov 11
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 $2,655, price is now $1,278 per person
$1,278
per person
Nov 6 - Nov 11
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 $2,902, price is now $1,475 per person
$1,475
per person
Oct 29 - Nov 3
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 $2,351, price is now $1,238 per person
$1,238
per person
Oct 29 - Nov 3
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 $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)
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 21 hours 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 23 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 24 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 $2,871, price is now $1,419 per person
$1,419
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 $2,796, price is now $1,391 per person
$1,391
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 24 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
The price is $128 total per night
$128 total
per night
Sep 14 - Sep 15
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
The price is $109 total per night
$109 total
per night
Sep 13 - Sep 14
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.