Middlesex County Vacation Packages for 2026

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Middlesex County Flight + Hotel packages

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

Hotel Riu Ocho Rios - All Inclusive

3.5 out of 5
Save 100% on your flight
Price was $2,146, price is now $1,168 per person
$1,168
per person
Jan 20 - Jan 24
found 23 hours ago
Roundtrip flight included
New York (JFK) to Montego Bay (MBJ)
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Dunn's River Falls and Turtle Beach are located nearby.
The room was clean and spacious. Activities were on point so it was fun and things to do

Reviewed on Nov 4, 2026

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Price was $2,823, price is now $1,361 per person
$1,361
per person
Jan 20 - Jan 24
found 23 hours ago
Roundtrip flight included
New York (JFK) to Montego Bay (MBJ)
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Doctor's Cave Beach and Rose Hall Great House are located nearby.
💙

Reviewed on Nov 4, 2026

Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Falmouth Historic Town Centre
Price was $2,541, price is now $1,247 per person
$1,247
per person
Jan 20 - Jan 24
found 23 hours ago
Roundtrip flight included
New York (JFK) to Montego Bay (MBJ)
Book a stay at this 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.

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 $4,749, price is now $2,503 per person
$2,503
per person
Dec 10 - Dec 14
found 21 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Montego Bay (MBJ)
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seven Mile Beach and Bloody Bay Beach 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 $11,197, price is now $6,108 per person
$6,108
per person
Jan 20 - Jan 24
found 24 hours ago
Roundtrip flight included
New York (JFK) to Montego Bay (MBJ)
Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions Luminous Lagoon and Water Square 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
Price was $3,789, price is now $2,070 per person
$2,070
per person
Jan 20 - Jan 24
found 23 hours ago
Roundtrip flight included
New York (JFK) to Montego Bay (MBJ)
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 Water Square are located nearby.

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Top Hotel Deals

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only- Renovated 2026

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only- Renovated 2026

4.5 out of 5
Salt Coppers Runaway Bay Saint Ann
39.99 km from city center
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 ...
Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
Tower Isle Tower Isle Saint Mary
36.95 km from city center
Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Turtle Beach and ...
The Garden Hotel Mandeville

The Garden Hotel Mandeville

4 out of 5
4 Hotel St Mandeville Manchester Parish
33.29 km from city center
Book a stay at this business-friendly B&B in Mandeville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Reliance Centre and Mandeville ...
Jewel Paradise Cove Adult Beach Resort & Spa – All Inclusive

Jewel Paradise Cove Adult Beach Resort & Spa – All Inclusive

4 out of 5
Paradise Cove Drive Runaway Bay Saint Ann
39.64 km from city center
Book a stay at this beach resort in Runaway Bay. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Bahia Principe Explore Jamaica - Hyatt Inclusive Collection - All Inclusive - Totally Refurbished in 2026

Bahia Principe Explore Jamaica - Hyatt Inclusive Collection - All Inclusive - Totally Refurbished in 2026

4 out of 5
Salt Coppers Villa Runaway Bay Saint Ann
39.96 km from city center
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 ...
Sea Shell Palms

Sea Shell Palms

2.5 out of 5
Pompano Bay, Tower Isle Tower Isle
37.06 km from city center
Book a stay at this business-friendly hotel in Tower Isle. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Cardiff Hotel & Spa

The Cardiff Hotel & Spa

4.5 out of 5
8 Riketts Ave. Runaway Bay Saint Ann
38.66 km from city center
Book a stay at this luxury resort in Runaway Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Franklyn D. Resort & Spa

Franklyn D. Resort & Spa

4 out of 5
201 Runaway Bay Runaway Bay Saint Ann
39.51 km from city center
Book a stay at this spa hotel in Runaway Bay. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
GoldenEye

GoldenEye

4 out of 5
Oracabessa Oracabessa St. Mary
42.03 km from city center
Book a stay at this spa hotel in Oracabessa. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Golf View Hotel

Golf View Hotel

3 out of 5
5 1/2 Caledonia Road Mandeville Manchester
33.59 km from city center
Book a stay at this spa hotel in Mandeville. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Serenity Cove Resorts

Serenity Cove Resorts

3 out of 5
87 Mammee Bay Rd Ocho Rios St. Ann Parish
33.74 km from city center
Stay at this resort in Ocho Rios. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Dunn's River Falls and Turtle Beach are located ...
Tiamo Beach Resort and Spa

Tiamo Beach Resort and Spa

4 out of 5
Pear Tree Bottom, Runaway Bay St. Ann
40.17 km from city center
Book a stay at this beach hotel in Runaway Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cardiff Hall Beach and Ocean View Beach ...
Villa Sonate

Villa Sonate

3 out of 5
18 MarySunley Crescent Runaway Bay Saint Ann
38.5 km from city center
Book a stay at this beach guesthouse in Runaway Bay. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Ocean View Beach and Flavours ...
Mandeview Hotel

Mandeview Hotel

3 out of 5
7 Hillview Drive Mandeville Manchester
35.35 km from city center
Book a stay at this golf hotel in Mandeville. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Blue-sky penthouse

Blue-sky penthouse

4.5 out of 5
The Waves, A4 Penthouse Tower Isle St. Mary Parish
36.96 km from city center
Book a stay at this luxury aparthotel in Tower Isle. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Turtle Beach and Dunn's ...
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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.

JetBlue Airways
Mon, Jan 11 - Thu, Jan 14
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$327 Roundtrip, found 22 hours ago
$327
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Mon, Jan 11 from John F. Kennedy Intl. to Sir Donald Sangster Intl., returning Thu, Jan 14, priced at $327 found 22 hours ago
Delta
Mon, Nov 9 - Thu, Nov 12
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$358 Roundtrip, found 2 days ago
$358
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Nov 9 from John F. Kennedy Intl. to Sir Donald Sangster Intl., returning Thu, Nov 12, priced at $358 found 2 days ago
Breeze Airways
Wed, Feb 24 - Mon, Mar 1
FLL
Fort Lauderdale - Hollywood Intl.
MBJ
Sir Donald Sangster Intl.
$401 Roundtrip, found 5 days ago
$401
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Feb 24 from Fort Lauderdale - Hollywood Intl. to Sir Donald Sangster Intl., returning Mon, Mar 1, priced at $401 found 5 days ago
Frontier Airlines
Fri, Nov 20 - Sun, Dec 6
EWR
Newark Liberty Intl. Airport
MBJ
Sir Donald Sangster Intl.
$403 Roundtrip, found 2 days ago
$403
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Nov 20 from Newark Liberty Intl. Airport to Sir Donald Sangster Intl., returning Sun, Dec 6, priced at $403 found 2 days ago
American Airlines
Tue, Dec 1 - Thu, Dec 10
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$403 Roundtrip, found 6 days ago
$403
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Dec 1 from John F. Kennedy Intl. to Sir Donald Sangster Intl., returning Thu, Dec 10, priced at $403 found 6 days ago