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Our top choices for Middlesex hotels

Whistling Bird Resort Negril

Whistling Bird Resort Negril
3.0 star property
Negril
$105 nightly
The price is $122
May 22 - May 23
Total with taxes and fees
Whistling Bird Resort Negril

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
4.0 star property
Negril
$101 nightly
The price is $117
May 14 - May 15
Total with taxes and fees
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa
5.0 star property
Lucea
8.6 out of 10, Excellent, (155 reviews)
"We enjoyed our stay in genereal.Food was good and the staff were nice overall, but relative to other places we have visited, the services provided and experience can be better overall Daily entertainment was a good touch"
United States
Eyitayo
$511 nightly
The price is $591
Jun 2 - Jun 3
Total with taxes and fees
The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only
4.0 star property
Green Island
9.2 out of 10, Wonderful, (664 reviews)
"Great place to stay!"
United States
Max Dylan
$643 nightly
The price is $643
May 25 - May 26
Total with taxes and fees
Princess Senses The Mangrove Resort - Adults Only

BAYVIEW LUXURY RETREATS

BAYVIEW LUXURY RETREATS
3.0 star property
Reading
$243 nightly
The price is $280
May 14 - May 15
Total with taxes and fees
BAYVIEW LUXURY RETREATS

Boutique B & B at Stonevillage

Boutique B & B at Stonevillage
4.0 star property
Bluefields
10.0 out of 10, Exceptional, (2 reviews)
"Brian & Miss Olive went above and beyond to make our vacation extra special ! Thanks again Mr. Hollywood "
United States
Chad
$127 nightly
The price is $146
Jun 9 - Jun 10
Total with taxes and fees
Boutique B & B at Stonevillage

Hotel 39 Jamaica

Hotel 39 Jamaica
4.5 star property
Hip Strip
8.4 out of 10, Very Good, (655 reviews)
"Clean room, friendly and attentive staff"
United States
Taneisha
$118 nightly
The price is $138
May 17 - May 18
Total with taxes and fees
Hotel 39 Jamaica

CocoLaPalm Seaside Resort

CocoLaPalm Seaside Resort
3.5 star property
Negril
9.4 out of 10, Exceptional, (1,110 reviews)
"We loved our stay at Coco, the grounds were well kept, the restaurant/bar were good and the staff were great! "
Canada
Tory
$113 nightly
The price is $128
May 15 - May 16
Total with taxes and fees
CocoLaPalm Seaside Resort

The Westender Inn

The Westender Inn
3.5 star property
West End
8.6 out of 10, Excellent, (411 reviews)
"Wonderful staff who were incredibly kind and helpful. The bar and food was great to have right on site and the view from the cliffs was breathtaking"
United States
Meredith
$128 nightly
The price is $141
May 21 - May 22
Total with taxes and fees
The Westender Inn

Hospitality Expert CP

Hospitality Expert CP
2.5 star property
Hip Strip
$189 nightly
The price is $218
May 19 - May 20
Total with taxes and fees
Hospitality Expert CP

Blue Paloma Bed & Breakfast

Blue Paloma Bed & Breakfast
3.5 star property
Lucea
10.0 out of 10, Exceptional, (105 reviews)
"Loved everything about it Andrea and her staff are amazing!"
United States
wigberly
$131 nightly
The price is $151
May 14 - May 15
Total with taxes and fees
Blue Paloma Bed & Breakfast

The Cliff Hotel

The Cliff Hotel
4.5 star property
West End
9.8 out of 10, Exceptional, (281 reviews)
"My stay here was absolutely amazing. We stayed in the 1bd private villa and our butler Evril was very attentive to our needs. This resort is very peaceful and quiet and gets 5 stars from me! "
United States
Saran
$433 nightly
The price is $471
May 20 - May 21
Total with taxes and fees
The Cliff Hotel

Peaceful Cozy Place

Peaceful Cozy Place
2.0 star property
Montego Bay
8.4 out of 10, Very Good, (6 reviews)
"The owner was very hospitable and the apartment was very clean and perfect. "
United States
SOPHIA
$86 nightly
The price is $100
May 21 - May 22
Total with taxes and fees
Peaceful Cozy Place

Haley's Paradise at Blue Hole

Haley's Paradise at Blue Hole
3.0 star property
Little Bay
$177 nightly
The price is $202
May 22 - May 23
Total with taxes and fees
Haley's Paradise at Blue Hole

Unity Villa

Unity Villa
3.0 star property
Montego Bay
8.0 out of 10, Very Good, (1 review)
"I LIKE HOW THEY COMMUNICATED AND ADDRESSED THE PROBLEMS ! Only thing I didn’t like was the no working ac and there wasn’t stuff close to go shop "
United States
Susan
$112 nightly
The price is $130
May 14 - May 15
Total with taxes and fees
Unity Villa

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Grand Palladium Lady Hamilton Resort & Spa All Inclusive
5.0 star property
Lucea
8.0 out of 10, Very Good, (1,397 reviews)
"I've stayed here a few times Very lovely rooms,ground and staff"
United States
Tina
$386 nightly
The price is $447
Jun 9 - Jun 10
Total with taxes and fees
Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive
4.5 star property
Green Island
8.8 out of 10, Excellent, (1,039 reviews)
"Great property friendly staff."
United States
Daquan
$481 nightly
The price is $481
May 17 - May 18
Total with taxes and fees
Princess Grand Jamaica Resort - All Inclusive

Travellers Beach Resort

Travellers Beach Resort
3.5 star property
Negril
9.0 out of 10, Wonderful, (1,001 reviews)
"The location was perfect! Would definitely return again!"
United States
Arienne
$122 nightly
The price is $135
Jun 11 - Jun 12
Total with taxes and fees
Travellers Beach Resort

Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive
5.0 star property
Lucea
8.0 out of 10, Very Good, (1,556 reviews)
"Loved my stay i will be back"
United States
Derrell
$339 nightly
The price is $393
Jun 2 - Jun 3
Total with taxes and fees
Grand Palladium Jamaica Resort & Spa All Inclusive

Ayurveda Resort Negril Jamaica

Ayurveda Resort Negril Jamaica
2.5 star property
Negril
7.2 out of 10, Good, (30 reviews)
"I love everything in this hotel. Great location.. Very friendly staff."
United States
Elina
$80 nightly
The price is $92
May 14 - May 15
Total with taxes and fees
Ayurveda Resort Negril Jamaica
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Top Middlesex Hotel Reviews

More cheap stays in Middlesex

Find out more about Middlesex

Top reasons to visit Middlesex

  • Stunning Beaches: Relax on picturesque beaches with clear waters and soft sand, perfect for sunbathing and swimming.
  • Vibrant Music Scene: Enjoy live reggae performances and immerse yourself in the local music culture at lively venues.
  • Outdoor Adventures: Explore hiking trails in the surrounding hills and engage in exciting water sports.
  • Cultural Attractions: Visit art galleries and cultural centers to learn about Jamaica's rich heritage.
  • Charming Local Atmosphere: Stroll through Main Street and enjoy the unique ambiance of 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.

  • Grand Palladium Jamaica Resort & Spa All Inclusive: This 4-star resort boasts a guest rating of 8.0 and is a mere 4 miles from Middlesex. Ideal for beach lovers and families seeking adventure, the Grand Palladium Jamaica Resort & Spa offers direct beach access along with a plethora of onsite activities. Guests can indulge in various water sports like kayaking and windsurfing, while the resort caters to children with amenities such as a free children's club, a water park, and an arcade game room. With its vibrant atmosphere and abundance of recreational options, this resort promises a memorable family getaway.
  • Grand Palladium Lady Hamilton Resort & Spa All Inclusive: Rated at 4.5 stars with a guest rating of 8.0, this resort is also located 4 miles from Middlesex. The Grand Palladium Lady Hamilton is perfect for families and adventure seekers looking to enjoy beachside fun. With direct access to the beach, guests can engage in activities like kayaking, snorkeling, and sailing right on site. The resort features a free children's club and a water park, ensuring that younger guests are entertained. The lush surroundings and luxurious amenities make this resort an exceptional choice for a family vacation.
  • CocoLaPalm Seaside Resort: This charming 3.5-star resort, rated 9.4 by guests, is situated 13 miles from Middlesex. CocoLaPalm Seaside Resort offers a unique beach and golf-themed experience, appealing to travelers who enjoy an active holiday. With direct access to the beach, guests can take part in nearby rafting or snorkeling excursions. Onsite, visitors can enjoy personal motor watercraft rentals and fishing opportunities. The resort’s inviting atmosphere and outstanding service make it a perfect retreat for those looking to relax and enjoy the beauty of Jamaica.

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.

  • Lucea: Nestled just 2 miles from Middlesex, Lucea is a charming city that offers a delightful beach experience complemented by outdoor activities perfect for families. The town sees a steady flow of visitors, with peak seasons in January and from March to April, when the warm weather beckons tourists to enjoy its pristine shores. Lucea is home to various resorts and golf courses, making it an appealing destination for those looking to unwind while engaging in recreational activities. Notable local attractions include beautiful beaches, historic sites, and event venues that enrich your travel experience.
  • Green Island: Located 6 miles from Middlesex, Green Island is a vibrant city known for its welcoming atmosphere and outdoor family-friendly experiences. Similar to Lucea, Green Island attracts visitors primarily during the peak months of January and March to April. Golf enthusiasts will find numerous courses available, alongside luxurious resorts for relaxation. The local scenery is dotted with stunning beaches, lush parks, and historic places that offer a glimpse into the area’s rich heritage, making Green Island an ideal spot for exploration and leisure.
  • Kew: Just 2 miles from Middlesex, Kew is a quaint village that captivates visitors with its unique blend of business and culture. This charming locale experiences a steady influx of travelers, with peak visits in March and from July to August. Kew boasts a range of sports venues and local landmarks, including a modern civic government building and a notable monument. The village's proximity to the beach adds an element of relaxation, making Kew a perfect stop for those seeking both cultural enrichment and recreational enjoyment.

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

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Middlesex are September to November, where the prices are slightly lower. This is in comparison to February to March and December, where prices are slightly higher.
  • The best time to book a hotel: The cheapest time to book a hotel in Middlesex is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Middlesex is Tuesday. The most expensive day to stay in Middlesex is Thursday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to customize your options based on your budget, preferred location, and the type of hotel you desire. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Middlesex hotel reservation with your flights and activities by booking through an Expedia package.

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.

  • Seven Mile Beach: Located 14 miles from Middlesex, this stunning beach is known for its soft white sands and crystal-clear waters. Ideal for sunbathing, swimming, and beach volleyball, it offers a vibrant atmosphere that captures the essence of Jamaican beach life.
  • Bloody Bay: Just 11 miles from Middlesex, Bloody Bay is famous for its breathtaking scenery and tranquil outdoor environment. This picturesque bay is perfect for relaxing, enjoying water sports, or simply taking in the serene beach vibes.
  • Booby Cay: Situated 12 miles away, this charming island is a hidden gem for outdoor enthusiasts. With its pristine beaches and lush surroundings, Booby Cay invites visitors to explore its natural beauty and indulge in water activities like snorkeling and kayaking.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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.

Why book with Expedia?

  • Flexible booking

    On Expedia, you can find plenty of hotels with flexible cancellation in Middlesex using the “Fully refundable property” search filter. Just be sure to always double-check each hotel's cancellation policy before booking.

  • Book now and pay later

    With countless book now, pay later options, there's no need to wait till payday to grab a deal. Use the “Reserve now, pay later” search filter to view all properties available with this payment option in Middlesex.

  • Hotel comparison

    Thanks to the handy “Compare properties” tool on Expedia, you can compare hotels in Middlesex side by side with just a few clicks.

  • Member prices

    Join Expedia's loyalty program, One Key, for free and unlock Member Prices and rewards on select hotels worldwide. Simply log in when you search and look out for the blue savings label.

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 can I save on a Middlesex hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Middlesex hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $49 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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