Middlesex County Vacation Packages 2025/2026 from $843

Middlesex County flight + hotel vacation packages

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

Alamanda Cottage at Serenity

Ironshore

$843

per person

Nov 20 - Nov 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Montego Bay (MBJ)

An outdoor pool, free self parking, and laundry facilities are featured at this cottage. Luggage storage and a virtual front desk are also provided.

The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive

$3,101

per person

Nov 17 - Nov 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Montego Bay (MBJ)

A full-service spa, 11 restaurants, and 2 outdoor pools are all featured at this all-inclusive property. Enjoy the 3 hot tubs and perks like free buffet breakfast and a free airport shuttle. 3 poolside bars and 10 bars/lounges are featured at this property, along with a 24-hour gym.

Retreat Plantation House

Save 100% on your flight

$1,126

per person

Nov 2 - Nov 8

found 10 hours ago

Roundtrip non-stop flight included

New York (JFK) to Montego Bay (MBJ)

This villa doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the laundry service and free internet in public areas. You'll appreciate the area shuttle, terrace, and garden.

Ocho Rios Villa Azul at Coolshade XIII

Save 100% on your flight

$1,098

per person

Nov 2 - Nov 8

found 11 hours ago

Roundtrip flight included

New York (JFK) to Montego Bay (MBJ)

This vacation home features an outdoor pool and a 24-hour gym. Free self parking, a terrace, and a garden are also offered.

Ocho Rios Villa at the Palms V

Save 100% on your flight

$1,197

per person

Nov 2 - Nov 8

found 10 hours ago

Roundtrip non-stop flight included

New York (JFK) to Montego Bay (MBJ)

A golf course and an outdoor pool are featured at this smoke-free villa. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Enjoy the 24-hour gym and perks like free self parking.

Top Middlesex County hotels deals

Bahia Principe Luxury Runaway Bay - Adults Only - All Inclusive

Salt Coppers, Runaway Bay, Saint Ann

$323 nightly

$323 total

Oct 30 - Oct 31

Total with taxes and fees

A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this all-inclusive property. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Relax with a drink at one of the 4 poolside bars and enjoy free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Bahia Principe Grand Jamaica - All Inclusive

Salt Coppers Villa, Runaway Bay, Saint Ann

$269 nightly

$269 total

Oct 30 - Oct 31

Total with taxes and fees

This all-inclusive property features free water park access, a full-service spa, and a nightclub. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and mini golf, and free supervised childcare is an added bonus.

Pool

Hot Tub

Couples Tower Isle All Inclusive

Tower Isle, Ocho Rios, Tower Isle, Saint Mary

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This all-inclusive property features a private beach, a full-service spa, and a nightclub. Enjoy a day at the beach snorkeling, or relax with sun loungers. Enjoy the 4 outdoor pools and perks like free self parking and a free airport shuttle.

On private beach

Pool

Jewel Paradise Cove Adult Beach Resort & Spa – All Inclusive

Paradise Cove Drive, Runaway Bay, Saint Ann

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This all-inclusive resort features a full-service spa, a nightclub, and 7 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Enjoy the 3 outdoor pools and perks like free WiFi.

Pool

Hot Tub

Franklyn D. Resort & Spa

201 Runaway Bay, Runaway Bay, Saint Ann

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A full-service spa, 4 restaurants, and 4 outdoor pools are all featured at this all-inclusive hotel. Bring the family and enjoy the free kid's club, mini golf, and kid-friendly dining. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and a roundtrip airport shuttle.

Pool

Hot Tub

Golf View Hotel

5 1/2 Caledonia Road, Mandeville, Manchester

$111 nightly

$124 total

Oct 1 - Oct 2

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and a shopping center shuttle. A poolside bar, a 24-hour front desk, and a terrace are also provided.

Pool

Spa

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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.

Popular places to visit

Dunn's River Falls

4.5/5(622 reviews)

Explore the lovely green spaces of Dunn's River Falls and enjoy the boating in Ocho Rios. Discover the beautiful waterfalls and top-notch restaurants in this romantic area.

Mystic Mountain

4.5/5(189 reviews)

You can take time to visit Mystic Mountain during your travels to Ocho Rios. Amble around this romantic area's beautiful beaches or experience its entertainment choices.

Better than Dunns River Falls. Rope swings, jump off the falls into amazing turquoise blue water. Far fewer people

Cool Blue Hole

4.5/5(139 reviews)

Explore the great outdoors at Cool Blue Hole and enjoy the beautiful waterfalls during your trip to Ocho Rios. Stroll along the seaside or experience the entertainment choices in this romantic area.

Frequently asked questions

How much are vacation packages to Middlesex County?

Your vacation fantasies can become a reality in Middlesex County from just $843. Packages include flights and hotels, so you'll find booking is nice and easy. All you'll have to worry about is what amazing attraction you'll head to first.

Where can I get the best vacation package deals for Middlesex County?

Travelocity has all you need to score a fantastic Middlesex County package deal. Take your pick of 400 partner airlines and 1,000,000 properties across the globe and craft a travel itinerary that's perfect for you. With this amount of choice, it's time to start planning your next big adventure.

Why should I book my Middlesex County vacation bundle via Travelocity?

From our 24/7 support to our range of exciting destinations, we are committed to fulfilling your vacation dreams. All you have to do is click and book — our Price Match Guarantee will make sure you get the cheapest price.

Can I save money on my Middlesex County car rental if I combine it with a hotel or flight?

You sure can with our Middlesex County vacation packages. With one of these, there are loads of ways to stretch your vacation budget further. Combine any two or more car, flight, hotel and tour bookings and see the savings start to add up. With your own ride, all the popular attractions around Middlesex County are a fun road trip away.

Which airport is best for Middlesex County?

The most popular airports for Middlesex County are Sir Donald Sangster Intl. Airport (MBJ) and Norman Manley Intl. Airport (KIN).

What is there to do in Middlesex County?

A vibrant and impressive destination, Middlesex County offers some incredible things to see and do. Dunn's River Falls and Turtle Beach are a couple of the local highlights.