Title: Middlesex County Vacation Packages 2026 from $565 | Expedia.com

[Middlesex County Travel Guide](https://expedia.com/Middlesex-County.dx553248635975177226)[Hotels in Middlesex County](https://expedia.com/Middlesex-County-Hotels.d553248635975177226.Travel-Guide-Hotels)[Vacation Rentals in Middlesex County](https://expedia.com/Middlesex-County-Vacation-Rentals.d553248635975177226.Travel-Guide-VacationRentals)[Flights to Middlesex County](https://expedia.com/Cheap-Flights-To-Middlesex-County.d553248635975177226.Travel-Guide-Flights)[Car Rentals in Middlesex County](https://expedia.com/Car-Rentals-In-Middlesex-County.d553248635975177226.Car-Rental-Guide)

![](https://images.trvl-media.com/place/553248635209673480/780a0162-974c-427e-b049-593f2e948510.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Middlesex County Vacations from $565

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Photo by Mike Gauthier

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### Your Middlesex County Vacation

Lock in a Middlesex County vacation package and enjoy all the places your adventurous soul takes you. This destination has plenty to offer, including its culture, walking trails, history, and much more. A trip to Middlesex County wouldn't be complete without experiencing some of its leading cities, starting with [Ocho Rios](https://www.expedia.com/Ocho-Rios.d553248635209673480.Destination-Travel-Guides). Some of the most popular attractions here include Dunn's River Falls and Turtle Beach. [Mandeville](https://www.expedia.com/Mandeville.d8845.Destination-Travel-Guides) should also be on the itineraries of all Middlesex County travelers. Visitors to this destination love Mega Mart and Manchester Parish Court. Expedia has flights, hotels and all your other travel needs to help you curate your own customized Middlesex County vacation today.

## The Latest Middlesex County vacation packages

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

![Silver Creek Resort](https://images.trvl-media.com/lodging/12000000/11450000/11444200/11444133/e6055a65_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Silver Creek Resort

$565

per person

Apr 13 - Apr 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Montego Bay (MBJ)

7/10 Good! (51 reviews)

The only concern we had was that there is no restaurants within walking distance,

Reviewed on May 20, 2024

![Sunset at the Palms Resort - Adults Only - All Inclusive](https://images.trvl-media.com/lodging/2000000/1100000/1095800/1095763/f9c9162c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sunset at the Palms Resort - Adults Only - All Inclusive

$1,858

per person

Mar 12 - Mar 18

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Montego Bay (MBJ)

9/10 Wonderful! (1,002 reviews)

Clean room, friendly staff, wonderful amenities, and beautiful grounds!

Reviewed on Jan 29, 2026

![Ocho Rios Villa at Coolshade X](https://images.trvl-media.com/lodging/22000000/21400000/21397500/21397500/a67f823b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ocho Rios Villa at Coolshade X

$1,110

per person

Apr 13 - Apr 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Montego Bay (MBJ)

9.6/10 Exceptional! (5 reviews)

![Hotel Riu Palace Aquarelle - All Inclusive](https://images.trvl-media.com/lodging/100000000/99460000/99455900/99455860/dd6f8fb1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Riu Palace Aquarelle - All Inclusive

$1,636

per person

Apr 25 - May 2

found 1 day ago

Roundtrip flight included

Boston (BOS) to Montego Bay (MBJ)

8.8/10 Excellent! (2,062 reviews)

The services are top tier Room is clean Staffs are nice and welcoming Riu Palace keeps the drinks coming and their guests entertained. I will definitely be back!!!

Reviewed on Feb 5, 2026

![Ocho Rios Villa at the Palms III](https://images.trvl-media.com/lodging/22000000/21400000/21397600/21397573/7ff65415_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ocho Rios Villa at the Palms III

$984

per person

Mar 8 - Mar 13

found 1 day ago

Roundtrip flight included

Boston (BOS) to Montego Bay (MBJ)

No reviews

Don't see what you're looking for?

See all available trips from Columbus to Middlesex County

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-06/2026-03-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=KIN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Where to stay in Middlesex County

Find the best Middlesex County areas and neighborhoods for the activities you enjoy most. [Learn more about Middlesex County](https://expedia.com/Middlesex-County.dx553248635975177226)

![Aerial view of Ocho Rios, Jamaica](https://images.trvl-media.com/place/553248635976659261/fdebb68a-d243-43ff-a849-1db5bfa42d24.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Caribbean Estates

 While there might not be top attractions in Caribbean Estates, you can explore the larger area and discover places like Sovereign Village Mall and Fort Clarence Beach. 

[Find hotel + flight trips in Caribbean Estates](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Caribbean%20Estates&DestID=553248635976659261&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Early morning in Hellshire, Jamaica.](https://images.trvl-media.com/place/553248635976391883/1d2ef9c0-4638-42be-b524-42c9564d5de5.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Greater Portmore

 While Greater Portmore isn't home to many top sights, Sovereign Village Mall and Fort Clarence Beach are some notable places to visit nearby. 

[Find hotel + flight trips in Greater Portmore](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Greater%20Portmore&DestID=553248635976391883&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Would you like to have your summer house in Jamaica?](https://images.trvl-media.com/place/553248635209673480/470e55cc-d132-4b5c-a157-410b6aa169a5.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### New Buckfield

 While there might not be top attractions in New Buckfield, you can explore the larger area and discover places like Mahogany Beach and Turtle River Park. 

[Find hotel + flight trips in New Buckfield](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=New%20Buckfield&DestID=553248635976400619&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Strand in Ocho Rios bei den Dunns River falls / Karibik Jamaika](https://images.trvl-media.com/place/553248635976659137/54f6bab4-04a1-4545-a41d-8623be78bebe.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Greenwich Estate

 Greenwich Estate might not have many top sights, but Green Grotto Caves and Dunn's River Falls are two attractions nearby that you can check out. 

[Find hotel + flight trips in Greenwich Estate](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Greenwich%20Estate&DestID=553248635976659137&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Panorama of Ocho Rios in Jamaica](https://images.trvl-media.com/place/553248635976399959/aee88d0c-e455-4207-810f-04dbd71729a6.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### River Oaks

 While there might not be top attractions in River Oaks, you can explore the larger area and discover places like White River Reggae Park and Mahogany Beach. 

[Find hotel + flight trips in River Oaks](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=River%20Oaks&DestID=553248635976399959&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

### Discover the most popular places to visit in Middlesex County

![Dunn\'s River Falls which includes a cascade and rainforest](https://images.trvl-media.com/place/6078286/8af32393-ffa1-4356-8577-185ad17feae2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Dunn's River Falls

4.5/5(622 reviews)

The natural mineral pools under these beautiful terracing waterfalls are a refreshing treat after a hike through this tropical paradise.

[](https://expedia.com/Dunns-River-Falls-Ocho-Rios.d6078286.Vacation-Attraction)

![Mystic Mountain which includes a bay or harbor and a coastal town](https://images.trvl-media.com/place/6163902/ddf9e528-8197-4d38-a964-874234e1f670.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Mystic Mountain

4.5/5(189 reviews)

Enjoy the rainforest at top speed by gliding down a huge hill in a bobsled, a fun activity for the whole family.

[](https://expedia.com/Mystic-Mountain-Ocho-Rios.d6163902.Vacation-Attraction)

![Jamaica, Cool Blue Hole - Ocho Rios](https://images.trvl-media.com/place/553248621593240858/0d27a47c-7161-48de-911d-19ced10980b2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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. 

[](https://expedia.com/Cool-Blue-Hole-Ocho-Rios.d553248621593240858.Vacation-Attraction)

## Middlesex County Hotel Deals

![Couples Tower Isle All Inclusive](https://images.trvl-media.com/lodging/1000000/530000/522100/522057/17fe4790_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Couples Tower Isle All Inclusive

Tower Isle Tower Isle Saint Mary

9/10 Wonderful! (1,002 reviews)

The best vacation I’ve had in years. Couples staff takes care of everything from the welcome right at the bus, to the way they get to know the guests. The room was clean and the amenities were unparalleled. I would recommend Couples resort to anyone who would here. Truly a magical experience.

Reviewed on Jan 29, 2026

[Get rates](https://expedia.com/Hotel-Search?startDate=2%2F20%2F2026&endDate=2%2F21%2F2026&selected=522057&PinnedHotelID=522057&HadPinnedHotel=true&regionId=553248635975177226)

[](https://expedia.com/Hotel-Search?startDate=2%2F20%2F2026&endDate=2%2F21%2F2026&selected=522057&PinnedHotelID=522057&HadPinnedHotel=true&regionId=553248635975177226)

![GoldenEye](https://images.trvl-media.com/lodging/55000000/54010000/54004700/54004628/61744773_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

GoldenEye

Oracabessa Oracabessa St. Mary

$809 nightly

$883 total

Mar 2 - Mar 3

Total with taxes and fees

9.2/10 Wonderful! (135 reviews)

Gorgeous hotel very friendly lovely staff great setting shame had to pay for breakfast would prefer if included …

Reviewed on Jan 9, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F2%2F2026&endDate=3%2F3%2F2026&selected=54004628&PinnedHotelID=54004628&HadPinnedHotel=true&regionId=553248635975177226)

![Jewel Paradise Cove Adult Beach Resort & Spa – All Inclusive](https://images.trvl-media.com/lodging/7000000/6440000/6430200/6430187/a2cfa427_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Jewel Paradise Cove Adult Beach Resort & Spa – All Inclusive

Paradise Cove Drive Runaway Bay Saint Ann

8.2/10 Very Good! (1,000 reviews)

Excellent stay, highly recommended. Hope to return soon 😍

Reviewed on Mar 17, 2025

[Get rates](https://expedia.com/Hotel-Search?startDate=2%2F20%2F2026&endDate=2%2F21%2F2026&selected=6430187&PinnedHotelID=6430187&HadPinnedHotel=true&regionId=553248635975177226)

[](https://expedia.com/Hotel-Search?startDate=2%2F20%2F2026&endDate=2%2F21%2F2026&selected=6430187&PinnedHotelID=6430187&HadPinnedHotel=true&regionId=553248635975177226)

[See all 2,732 properties in Middlesex County](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F7%2F2026&endDate=2%2F8%2F2026&regionId=553248635975177226)

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.

## Find the Best Middlesex County Vacation Packages

## Middlesex County Essential Information

| Language        | English                                 |
| --------------- | --------------------------------------- |
| Currency        | Jamaican dollars                        |
| Closest Airport | Sir Donald Sangster Intl. Airport (MBJ) |

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