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Find hotels in Middlesex from $43

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Check prices for these dates, December 13 – 14, 2026

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Our top choices for Middlesex hotels

1. Grand Palladium Jamaica Resort & Spa All Inclusive

A resort with a central pool, multiple lounge areas, and a beach.

2. Grand Palladium Lady Hamilton Resort & Spa All Inclusive

A resort with a central pool, multiple lounge areas, and a beach.

3. The Yellow Bird

A beach with clear turquoise water and a sandy shore under a bright blue sky with scattered clouds.

4. The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

A resort with a large central pool, multiple levels of cabanas, and a beach area.

5. The Boardwalk Village

A beach with colorful lounge chairs and a large tree providing shade.

6. Blue Paloma Bed & Breakfast

A swimming pool with lounge chairs and thatched umbrellas, surrounded by trees and a white fence.

7. CocoLaPalm Seaside Resort

A beach with rows of blue and white striped lounge chairs and a signboard.

8. Negril Palms

A beach with a resort named "Negril Palms Resort" and a clear blue sea.

9. Princess Senses The Mangrove Resort - Luxury Adults Only - All Inclusive

Living area

10. Ayurveda Resort Negril Jamaica

A thatched-roof structure with a pathway leading to a pool, surrounded by lush greenery.

11. The Westender Inn

An aerial view of a pool with a unique design, surrounded by rocky terrain and ocean waves.

12. Princess Grand Jamaica Resort - All Inclusive

A rooftop infinity pool with a clear view of the ocean and a distant shoreline.

13. Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

A spacious lobby with a large window overlooking a beach, furnished with sofas and armchairs, and featuring a wooden ceiling and patterned wall.

14. Sky Beach Rooms

An outdoor dining area with a view of the sea, featuring a thatched-roof structure and wicker furniture.

15. Royalton Negril, An Autograph Collection All-Inclusive Resort

A resort with multiple buildings, a beach area with sun loungers, and a view of the sea.

16. Negril Tree House Resort

A beachside area with blue-roofed structures, a parasail in the distance, and a clear view of the ocean.

17. Country Country

A wooden deck with tables and chairs, surrounded by palm trees and a beach view.

18. Fun Holiday Beach Resort

A beach with lounge chairs and a thatched umbrella.

19. Jamaica Tamboo Resort

A beachside area with wooden lounge chairs, a thatched umbrella, and a tree providing shade.

20. Rondel Village

A beachside restaurant with outdoor seating, a pool, and a view of the ocean.

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.

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Top Middlesex Hotel Reviews

Blue Paloma Bed & Breakfast

A swimming pool with lounge chairs and thatched umbrellas, surrounded by trees and a white fence.

CocoLaPalm Seaside Resort

A beach with rows of blue and white striped lounge chairs and a signboard.

The Boardwalk Village

A beach with colorful lounge chairs and a large tree providing shade.

Princess Senses The Mangrove Resort - Luxury Adults Only - All Inclusive

Living area

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

A resort with a large central pool, multiple levels of cabanas, and a beach area.

The Westender Inn

An aerial view of a pool with a unique design, surrounded by rocky terrain and ocean waves.

Princess Grand Jamaica Resort - All Inclusive

A rooftop infinity pool with a clear view of the ocean and a distant shoreline.

Grand Palladium Jamaica Resort & Spa All Inclusive

A resort with a central pool, multiple lounge areas, and a beach.

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

A resort with a central pool, multiple lounge areas, and a beach.

Round Hill Hotel And Villas

A poolside area with lounge chairs and a view of a beach and ocean.

Negril Tree House Resort

A beachside area with blue-roofed structures, a parasail in the distance, and a clear view of the ocean.

Country Country

A wooden deck with tables and chairs, surrounded by palm trees and a beach view.

Sky Beach Rooms

An outdoor dining area with a view of the sea, featuring a thatched-roof structure and wicker furniture.

Travellers Beach Resort

A pool with water jets under a rocky overhang.

Rayon Hotel

A nighttime pool area with a clear reflection, surrounded by lush greenery and warm lighting.

Grand Lido Negril Au-Naturel, An Autograph Collection All-Inclusive Resort - Adults Only

A couple relaxing in a private infinity pool with a view of the ocean, a table with fruit and drinks, and lounge chairs.

Tensing Pen Hotel

An aerial view of a coastal resort with a clear blue sea, rocky formations, and a wooden pier leading to a beach with sun loungers.

Rondel Village

A beachside restaurant with outdoor seating, a pool, and a view of the ocean.

Stunning Ocean View

A row of colorful houses with a white staircase leading up to a porch.

Negril Palms

A beach with a resort named "Negril Palms Resort" and a clear blue sea.

Find out more about Middlesex

Top reasons to visit Middlesex

Find great hotels near Middlesex

Discover a range of inviting accommodations in Middlesex, Hanover, Jamaica, perfect for beach lovers, families, and adventure seekers alike. From charming hotels to luxurious resorts, you’ll find the ideal spot to unwind and explore the vibrant local culture. Whether you seek the best hotels or a cozy midtowner hotel, Middlesex offers something for every traveler’s taste and budget.

Where to stay near Middlesex

Exploring Middlesex, Hanover, Jamaica offers a delightful mix of romance, family-friendly activities, and relaxation. Located in a central region, it serves as a perfect gateway to nearby attractions. Enjoy the charming ambiance of Main Street and unwind at favorite resorts. With convenient access to downtown Boston, visitors can indulge in luxury excursions while soaking in the local culture and scenery. Whether you're seeking adventure or tranquility, Middlesex has something for everyone.

Things to do near Middlesex

In Middlesex, Hanover, Jamaica, enjoy a variety of midday activities such as exploring local markets or relaxing on beautiful beaches. For entertainment, check out vibrant music venues featuring reggae and live performances. Engage in recreational activities like hiking in the surrounding hills or taking part in water sports. Indoor attractions include cultural centers and art galleries, offering a glimpse into the island's rich heritage. Experience the lively atmosphere that makes Middlesex a unique destination.

Shopping

The nearest shopping spot is the Spanish Town Market, where you can find local crafts and souvenirs. If you're up for a drive, visit the Constant Spring Shopping Centre, offering a variety of stores from clothing to electronics, perfect for picking up gifts.

Recreation

Experience the luxurious ambiance at Montego Bay Yacht Club, located 16 miles from Middlesex. Enjoy exclusive amenities, unwind by the pool, and indulge in refreshing spa treatments. For recreational activities, take part in sailing or enjoy the scenic views from the club's private beach.

Adventure

Experience the thrill of river rafting on the Rio Cobre, navigating exciting rapids while surrounded by lush scenery. For a unique adventure, hike up the Blue Mountains to explore breathtaking views, waterfalls, and diverse wildlife, providing an unforgettable outdoor experience in Jamaica.

Nightlife

Middlesex offers vibrant nightlife with spots like the lively Weddy Weddy Wednesday, where you can dance to reggae beats, or the cozy Blue Hole Bar, perfect for sipping on local drinks. For a laid-back vibe, check out the nearby beach bars for stunning views and friendly locals.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Middlesex

Find the best attractions near Middlesex

If you're planning a vacation in Middlesex, Hanover, Jamaica, you'll find plenty of attractions to explore. Popular spots include beautiful beaches, serene reserves, and scenic bays, perfect for outdoor and adventure enthusiasts. Don't miss visiting the Middlesex County Chamber for local insights and additional activities. Whether you seek relaxation or adventure, Middlesex offers a diverse range of experiences for every traveler.

Best time to go to Middlesex

The best time to visit Middlesex can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Middlesex falls in August, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Middlesex falls in February, visitor numbers are average and weather is mostly sunny with no rain.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January78.3°F (25.7°C)Light RainMostly SunnyAverageAverage
February78.1°F (25.6°C)No RainMostly SunnyAverageSlightly High
March78.3°F (25.7°C)Light RainMostly SunnySlightly HighSlightly High
April79.9°F (26.6°C)Light RainMostly SunnyAverageAverage
May81.1°F (27.3°C)Moderate RainMostly SunnyAverageAverage
June82.2°F (27.9°C)Light RainMostly SunnyAverageAverage
July82.9°F (28.3°C)Light RainMostly SunnySlightly HighAverage
August83.3°F (28.5°C)Light RainMostly SunnySlightly HighAverage
September83.1°F (28.4°C)Moderate RainMostly SunnySlightly LowSlightly Low
October82.4°F (28.0°C)Moderate RainMostly SunnySlightly LowSlightly Low
November80.8°F (27.1°C)Light RainMostly SunnySlightly LowSlightly Low
December79.5°F (26.4°C)Light RainMostly SunnyAverageSlightly High

The nearest major airports for your trip to Middlesex

When visiting Middlesex, Hanover, Jamaica, you can fly into two major airports. Montego Bay (MBJ-Sir Donald Sangster Intl.) is located 18 miles away and offers several nearby hotel options, including the 5-star Sandals Montego Bay - ALL INCLUSIVE, just 1 mile from the airport, and Sandals Royal Caribbean and Breathless Montego Bay, both 3 miles away. Ocho Rios (OCJ-Ian Fleming Intl.) is 80 miles away, with excellent accommodations like Moon Palace Jamaica – All Inclusive, 9 miles from the airport, and Sandals Royal Plantation, just 8 miles away. Each hotel provides various transportation services to their respective airports for a hassle-free journey.

Frequently Asked Questions

What is the best area to stay in Middlesex?

The best area to stay in Middlesex is the coastal stretch around Hopewell and Sandy Bay, offering convenient access to both Montego Bay's attractions and Negril's beaches.

This area provides a relaxed atmosphere with direct access to the Caribbean Sea. You'll find a mix of resorts and private villas located along the coastline, with many properties offering private beach access or ocean views. It's a less crowded alternative to the larger tourist hubs, providing a more intimate experience.

For couples seeking a romantic getaway, this area is ideal. Many resorts cater to adults, offering amenities like private dining experiences, couples' spa treatments, and secluded beachfronts. The proximity to quieter beaches allows for peaceful strolls and sunset views.

Families will also find this area accommodating. Several resorts offer family-friendly pools, supervised children's activities, and spacious rooms.

When is the best time to go to Middlesex?

The best time to visit Middlesex, Hanover, Jamaica, is during the dry season, from mid-December to May.

During these months, you'll experience pleasant temperatures and minimal rainfall, making it ideal for enjoying the region's natural beauty and outdoor activities. The weather is consistently sunny, great for relaxing on the beaches or exploring the countryside without interruption.

Couples looking for a romantic getaway will appreciate the consistently sunny days for beach outings and sunset views. The dry season also allows for stress-free exploration of local attractions and dining experiences.

For families, this period ensures comfortable conditions for children to play outdoors and participate in excursions without concerns about rain.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Middlesex.

How much is the nightly rate at a Middlesex hotel?

Prices for hotels in Middlesex often vary, but you can find a great deal from $43 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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