Deals on vacations and trips to Middlesex County

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Middlesex County flight + hotel vacation packages

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

Silver Creek Resort

3.5 out of 5
Price was $2,395, price is now $518 per person
$518
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montego Bay (MBJ)
An outdoor pool, free parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Blue Seas Two Unity Hall

Blue Seas Two Unity Hall

3 out of 5
Price was $2,426, price is now $1,013 per person
$1,013
per person
Feb 15 - Feb 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montego Bay (MBJ)
An outdoor pool is featured at this vacation home, along with free self parking. WiFi in public areas is free. A terrace and a garden are also provided.
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 $3,007, price is now $1,284 per person
$1,284
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montego Bay (MBJ)
A private beach, 4 restaurants, and an outdoor pool are all featured at this smoke-free property. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like buffet breakfast and WiFi in public areas.
Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Price was $2,705, price is now $1,218 per person
$1,218
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montego Bay (MBJ)
This all-inclusive property features free water park access, a full-service spa, and a nightclub. Enjoy a day at the beach snorkeling, or relax with sun loungers. Enjoy a meal in one of the 4 restaurants and perks like free buffet breakfast and free self parking.
Hotel Riu Palace Aquarelle - All Inclusive

Hotel Riu Palace Aquarelle - All Inclusive

4 out of 5
Price was $2,666, price is now $1,203 per person
$1,203
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Montego Bay (MBJ)
This all-inclusive hotel features free water park access, a full-service spa, and 5 restaurants. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site. Enjoy the 4 outdoor pools and free perks like buffet breakfast and free self parking.

Top Middlesex County hotels deals

Couples Tower Isle All Inclusive

Couples Tower Isle All Inclusive

4.5 out of 5
Tower Isle 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 a meal in one of the 6 restaurants and perks like free buffet breakfast and free self parking.
On private beach
Pool
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
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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
Grand Muthu Runaway Bay Club Caribbean - All Inclusive

Grand Muthu Runaway Bay Club Caribbean - All Inclusive

4 out of 5
A1 Runaway Bay Saint Ann
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This all-inclusive hotel features 2 outdoor pools and 5 bars/lounges. Enjoy a meal in one of the 3 restaurants and free perks like free self parking and WiFi in public areas. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
All inclusive
Bahia Principe Grand Jamaica - All Inclusive

Bahia Principe Grand Jamaica - All Inclusive

4 out of 5
Salt Coppers Villa Runaway Bay Saint Ann
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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
Golf View Hotel

Golf View Hotel

3 out of 5
5 1/2 Caledonia Road Mandeville Manchester
$111 nightly
The price is $124 total per night
$124 total
Jan 18 - Jan 19
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
Franklyn D. Resort & Spa

Franklyn D. Resort & Spa

4 out of 5
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
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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 which includes swimming and a cascade as well as a large group of people

Dunn's River Falls

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.

Dunn's River Falls
Mystic Mountain featuring a waterpark and a pool

Mystic Mountain

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.

Mystic Mountain
The place to go to for freshly caught and cooked seafood...I enjoyed the largest and tastiest lobster I've ever consumed at Prendy's on Hellshire Beach. It's crowded on the weekends but weekday afternoons are ideal for getting the best catch of the day.

Hellshire Beach

Why not spend a carefree afternoon at Hellshire Beach during your travels in Hellshire?

Hellshire Beach

Frequently asked questions

How much are vacation packages to Middlesex County?
Your vacation fantasies can become a reality in Middlesex County from just $518. 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.

Photos of local treasures

Browse Middlesex County vacation photos for more inspiration

Better than Dunns River Falls. Rope swings, jump off the falls into amazing turquoise blue water. Far fewer people
Better than Dunns River Falls. Rope swings, jump off the falls into amazing turquoise blue water. Far fewer people
Beautiful day at Fort Clarence Beach. Recommend going during the week if you want the beach pretty much all to yourself!
The place to go to for freshly caught and cooked seafood...I enjoyed the largest and tastiest lobster I've ever consumed at Prendy's on Hellshire Beach. It's crowded on the weekends but weekday afternoons are ideal for getting the best catch of the day.
The best lobster I ever had, I had it right here at Hellshire Beach. I got to pick my dinner from a fresh catch and watched as the cook prepared it in a small, no-frills kitchen. I can't think of a better way to eat seafood and I can't think of a better place either.