Vacation Packages to Westmoreland for 2025

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Westmoreland Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Blue Seas Two Unity Hall

Blue Seas Two Unity Hall

3 out of 5
Price was $2,454, price is now $1,114 per person
$1,114
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 3-star vacation home in Montego Bay. Enjoy free parking, a beach shuttle (surcharge), and a garden. Popular attractions Sunset Beach Resort Au Natural Beach and Montego Bay Cruise Ship Terminal are located nearby.

Ocho Rios Villa at The Palms

Ocho Rios Villa at The Palms

3 out of 5
Price was $3,235, price is now $1,347 per person
$1,347
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 3-star family-friendly villa in St. Ann's Bay. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Dunn's River Falls and Maima Seville Great House & Heritage Park 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
Price was $17,581, price is now $7,934 per person
$7,934
per person
Dec 6 - Dec 13
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 Water Square are located nearby.

Alamanda Cottage at Serenity

Alamanda Cottage at Serenity

3 out of 5
Ironshore
Price was $2,617, price is now $1,223 per person
$1,223
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 3-star business-friendly cottage in Montego Bay. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.

Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Price was $3,594, price is now $1,728 per person
$1,728
per person
Dec 6 - Dec 13
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 Water Square and Martha Brae River are located nearby.

Ocho Rios Villa at the Palms II

Ocho Rios Villa at the Palms II

3.5 out of 5
Price was $2,740, price is now $1,333 per person
$1,333
per person
Dec 6 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Montego Bay (MBJ)
Stay at this 3.5-star golf villa in St. Ann's Bay. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Dunn's River Falls and Maima Seville Great House & Heritage Park are located nearby.

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Top Hotel Deals

CocoLaPalm Seaside Resort

CocoLaPalm Seaside Resort

3.5 out of 5
Norman Manley Boulevard, Negril, Westmoreland
26.24 km from city center
Stay at this 3.5-star beach resort in Negril. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean ...
Samsara Cliff Resort

Samsara Cliff Resort

3.5 out of 5
West End Road, Negril, Westmoreland
28.92 km from city center
Stay at this 3.5-star beach resort in Negril. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
Couples Swept Away All Inclusive

Couples Swept Away All Inclusive

4.5 out of 5
111 Norman Manley Blvd, Negril, Westmoreland
26.5 km from city center
Stay at this 4.5-star luxury property in Negril. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the bar and the helpful staff in our reviews. ...
Legends Beach Resort

Legends Beach Resort

3 out of 5
Norman Manley Boulevard, Negril, Westmoreland
26.31 km from city center
Stay at this 3-star beach resort in Negril. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our ...
Travellers Beach Resort

Travellers Beach Resort

3.5 out of 5
Norman Manley Boulevard, PO Box 2575, Negril, Westmoreland
26.47 km from city center
Stay at this 3.5-star beach resort in Negril. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
Negril Palms

Negril Palms

3.5 out of 5
Norman Manley Blvd, 7 Mile Beach, Negril
26.43 km from city center
Stay at this 3.5-star beach hotel in Negril. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Country Country

Country Country

3 out of 5
Norman Manley Blvd, Negril, Westmoreland
26.32 km from city center
Stay at this 3-star beach hotel in Negril. Enjoy free parking, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
Ocean Cliff Hotel Negril Limited

Ocean Cliff Hotel Negril Limited

3.5 out of 5
West End Road, Negril, Westmoreland Parish
27.72 km from city center
Stay at this 3.5-star beach hotel in Negril. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition ...
Sandy Haven Resort

Sandy Haven Resort

4 out of 5
Norman Manley Boulevard, P.o. Box 3258, Negril, Westmoreland
26.23 km from city center
Stay at this 4-star beach hotel in Negril. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
The Westender Inn

The Westender Inn

3.5 out of 5
West End Road, Negril, Westmoreland
25.14 km from city center
Stay at this 3.5-star beach hotel in Negril. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Negril Tree House Resort

Negril Tree House Resort

3 out of 5
Norman Manley Boulevard, PO Box 29, Negril, Westmoreland
26.48 km from city center
Stay at this 3-star beach resort in Negril. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Cliff Hotel

The Cliff Hotel

4.5 out of 5
West End Road, Negril, Westmoreland
27.66 km from city center
Stay at this 4.5-star luxury hotel in Negril. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property ...
Catcha Falling Star

Catcha Falling Star

3.5 out of 5
West End Road, Negril, Westmoreland
28.53 km from city center
Stay at this 3.5-star beach hotel in Negril. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Seven Mile Beach and Rick's Cafe are ...
Kaisers Sunset Hotel -Adult Only -Negril

Kaisers Sunset Hotel -Adult Only -Negril

2.5 out of 5
W End Rd, Negril, Westmoreland Parish
29.05 km from city center
Stay at this hotel in Negril. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Seven Mile Beach and Bloody Bay Beach are located ...
moms place negril

moms place negril

3 out of 5
Norman Manley Blvd, next to the Bar-B-Barn, halfway down the, Negril, Westmoreland
26.49 km from city center
Stay at this 3-star guesthouse in Negril. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Seven Mile Beach and Bloody Bay Beach are located ...
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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
Tue, Nov 11 - Sat, Nov 15
FLL
Fort Lauderdale
MBJ
Montego Bay
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Tue, Nov 11 from Fort Lauderdale to Montego Bay, returning Sat, Nov 15, priced at $232 found 1 day ago
JetBlue Airways
Tue, Nov 11 - Fri, Nov 21
FLL
Fort Lauderdale
MBJ
Montego Bay
$276 Roundtrip, found 1 day ago
$276
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Nov 11 from Fort Lauderdale to Montego Bay, returning Fri, Nov 21, priced at $276 found 1 day ago
Frontier Airlines
Sat, Nov 1 - Fri, Nov 14
ATL
Atlanta
MBJ
Montego Bay
$300 Roundtrip, found 3 days ago
$300
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Nov 1 from Atlanta to Montego Bay, returning Fri, Nov 14, priced at $300 found 3 days ago
American Airlines
Mon, Dec 1 - Wed, Dec 17
MIA
Miami
MBJ
Montego Bay
$336 Roundtrip, found 1 day ago
$336
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Dec 1 from Miami to Montego Bay, returning Wed, Dec 17, priced at $336 found 1 day ago
Delta
Wed, Nov 12 - Wed, Nov 19
FLL
Fort Lauderdale
MBJ
Montego Bay
$341 Roundtrip, found 1 day ago
$341
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 12 from Fort Lauderdale to Montego Bay, returning Wed, Nov 19, priced at $341 found 1 day ago