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Our top choices for Middlesex hotels

Toby's Resort

Toby's Resort
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (1157)
"The room was spotless and was clean each day with fresh towels. Staff were very friendly and helpful. "
United Kingdom
Sophia
$111 nightly
The price is $123
Jan 5 - Jan 6, 2026
Total with taxes and fees
Toby's Resort

Hotel 39 Jamaica

Hotel 39 Jamaica
4.5 star property
Hip Strip
8.4 out of 10, Very Good, (474)
"Very nice staff and service as well location is convenient nearby shopping/ restaurant we enjoyed it By main road it’s bit noisy if you are in front facing room, over all we had joyful stay."
United States
SHYAM
$186 nightly
The price is $216
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hotel 39 Jamaica

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, (1569)
"Staff were awesome and room were clean!"
United States
Monique
$265 nightly
The price is $305
Jan 20 - Jan 21, 2026
Total with taxes and fees
Grand Palladium Jamaica Resort & Spa All Inclusive

Deja Resort All Inclusive

Deja Resort All Inclusive
3.5 star property
Hip Strip
8.0 out of 10, Very Good, (1493)
"I absolutely love this resort but it was more like an hotel "
United States
Danielle
$250 nightly
The price is $275
Jan 5 - Jan 6, 2026
Total with taxes and fees
Deja Resort All Inclusive

Verney House Resort

Verney House Resort
3.0 star property
Montego Bay
7.6 out of 10, Good, (277)
"There was no towel in the room "
United States
Fitzgerald
$64 nightly
The price is $74
Jan 4 - Jan 5, 2026
Total with taxes and fees
Verney House Resort

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
4.0 star property
Hip Strip
9.4 out of 10, Exceptional, (2107)
"Great place"
United States
Melissa
$390 nightly
The price is $453
Jan 21 - Jan 22, 2026
Total with taxes and fees
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Airport Beach Hotel

Airport Beach Hotel
2.0 star property
Montego Bay
8.4 out of 10, Very Good, (256)
"Was great to find a place with good food, next to beach , and hot water 💦 "
United States
Victoria
$97 nightly
The price is $113
Dec 30 - Dec 31
Total with taxes and fees
Airport Beach Hotel

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, (1434)
"Great service, had a wonderful time"
United States
Shardine
$278 nightly
The price is $320
Jan 24 - Jan 25, 2026
Total with taxes and fees
Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Round Hill Hotel And Villas

Round Hill Hotel And Villas
4.5 star property
Montego Bay
9.6 out of 10, Exceptional, (287)
"Superb staff and awesome experience "
United States
Jennifer
$1,635 nightly
The price is $1,779
Jan 28 - Jan 29, 2026
Total with taxes and fees
Round Hill Hotel And Villas

Stunning Ocean View

Stunning Ocean View
4.0 star property
Negril
10.0 out of 10, Exceptional, (11)
"The view and ambience was pure bliss!"
United States
Roxanne
$577 nightly
The price is $647
Jan 2 - Jan 3, 2026
Total with taxes and fees
Stunning Ocean View

Palm View Guesthouse and Conference Centre

Palm View Guesthouse and Conference Centre
2.5 star property
Montego Bay
7.4 out of 10, Good, (237)
"AC was excellent very walkable "
United States
Michelle
$149 nightly
The price is $170
Jan 2 - Jan 3, 2026
Total with taxes and fees
Palm View Guesthouse and Conference Centre

The Cliff Hotel

The Cliff Hotel
4.5 star property
West End
9.6 out of 10, Exceptional, (261)
"Love this place"
United States
Alisha
$569 nightly
The price is $620
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Cliff Hotel

Tropical Court Hotel

Tropical Court Hotel
2.5 star property
Montego Bay
6.0 out of 10, (101)
"Is a lot of things need to be improved in the hotel there is no hot water and They need to spray the place "
United States
Andrea
$59 nightly
The price is $68
Dec 31 - Jan 1, 2026
Total with taxes and fees
Tropical Court Hotel

Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

Azul Beach Resort Negril, Gourmet All Inclusive by Karisma
5.0 star property
Negril
7.2 out of 10, Good, (1006)
"We had a phenomenal experience. It was our first time in Jamaica and we will go back and tell all our friends and family five stars to the Azul Beach Resorts."
United States
Richard
$350 nightly
The price is $407
Jan 4 - Jan 5, 2026
Total with taxes and fees
Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

Montego Bay Club Beach Resort

Montego Bay Club Beach Resort
3.5 star property
Hip Strip
4.2 out of 10, (44)
"Good location and Great view of the Caribbean Sea"
Canada
Owen
$133 nightly
The price is $151
Jan 16 - Jan 17, 2026
Total with taxes and fees
Montego Bay Club Beach Resort

Villas Sur Mer

Villas Sur Mer
4.0 star property
West End
8.8 out of 10, Excellent, (149)
"Amazing as always!!! "
United States
ronesha
$196 nightly
The price is $217
Jan 6 - Jan 7, 2026
Total with taxes and fees
Villas Sur Mer

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, (122)
"Best meal"
United States
Kristin
$278 nightly
The price is $320
Jan 24 - Jan 25, 2026
Total with taxes and fees
The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

Barry's Rooms Negril

Barry's Rooms Negril
3.0 star property
Negril
8.0 out of 10, Very Good, (32)
"I stayed at Moms Place for 3 days. I come to Jamaica often and have stayed at many places in Negril. I was very happy with my stay here. The staff was amazing. I felt like i was in a little cottage in Negril. Very clean and safe. I will definitely be back. "
United States
sunny
$110 nightly
The price is $128
Jan 6 - Jan 7, 2026
Total with taxes and fees
Barry's Rooms Negril

The Westender Inn

The Westender Inn
3.5 star property
West End
8.6 out of 10, Excellent, (386)
"Staff was great and it was very secluded and peaceful"
United States
Courteney
$112 nightly
The price is $123
Dec 31 - Jan 1, 2026
Total with taxes and fees
The Westender Inn

Idle Awhile Cliffs

Idle Awhile Cliffs
3.5 star property
West End
9.0 out of 10, Wonderful, (119)
"We adored this “rustic” property with its early morning birdsong, simple clean (very clean!) rooms and lovely pool overlooking the ocean. Delicious breakfast poolside or on our terrace. Courteous and kind staff. Highly recommend!"
United States
Pamela
$184 nightly
The price is $211
Jan 23 - Jan 24, 2026
Total with taxes and fees
Idle Awhile Cliffs
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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: Enjoy the beautiful coastline and unwind on the sandy shores, perfect for relaxation and sunbathing.
  • Water Sports: Engage in thrilling water activities such as snorkeling, kayaking, and diving in crystal-clear waters.
  • Authentic Jamaican Cuisine: Savor delicious local dishes at charming eateries, experiencing the true flavors of Jamaica.
  • Cultural Experiences: Explore historic sites and vibrant local markets to immerse yourself in the rich culture of the region.
  • Variety of Accommodations: Choose from beachfront resorts to family-friendly hotels, catering to all types of travelers.

Find great hotels near Middlesex

When visiting Middlesex, Hanover in Jamaica, you'll discover a variety of accommodation options tailored for every type of traveler. From beachfront resorts to family-friendly hotels, the area offers a perfect blend of adventure and relaxation. Whether you're seeking the best hotels with stunning views or looking to explore the local charm, Middlesex has something for everyone to enjoy during their vacation.

  • Grand Palladium Jamaica Resort & Spa All Inclusive: Situated 4 miles from Middlesex, this 4-star resort presents an exhilarating blend of luxury and adventure. Catering to both leisure and business travelers, it boasts extensive amenities including multiple meeting rooms and a business center. Water enthusiasts can indulge in onsite kayaking, snorkeling, and personal motor watercraft activities, while nearby horse riding and windsurfing opportunities await the thrill-seekers. With a focus on providing a multifaceted vacation experience, this resort is perfect for those seeking both relaxation and excitement.
  • Grand Palladium Lady Hamilton Resort & Spa All Inclusive: Located just 3 miles from Middlesex, this eco-certified 4.5-star resort is a family-friendly paradise with direct beach access. Designed with families in mind, it features free children’s clubs, a mini-golf course, and shared playgrounds, ensuring younger guests are entertained. This property emphasizes sustainability while providing a beautiful setting for beach lovers and those looking to unwind in a serene environment. The combination of eco-friendly practices and family amenities makes it an ideal choice for environmentally-conscious travelers.
  • CocoLaPalm Seaside Resort: Positioned 13 miles from Middlesex, this charming 3.5-star resort offers a delightful blend of beachside relaxation and adventure. Guests can easily access a range of water activities including parasailing, fishing, and snorkeling nearby. The resort accommodates families with childcare services available, ensuring parents can enjoy their time while knowing their children are well cared for. With a focus on creating memorable family experiences by the sea, CocoLaPalm is a perfect retreat for those seeking both tranquility and adventure.

Where to stay near Middlesex

Exploring Middlesex, Hanover, Jamaica, offers a delightful experience for travelers seeking romance, family-friendly activities, and relaxation. Discover the charm of the Middlesex area, indulge in shopping at the Middlesex Mall, and venture into nearby cities that showcase local culture and attractions. Whether you prefer luxury excursions or laid-back adventures, this region is a perfect vacation destination that promises to captivate your senses and create unforgettable memories.

  • Lucea: Located a mere 2 miles from Middlesex, Lucea is a charming city that draws visitors year-round, especially peaking in January and during the spring months of March to April. Known for its stunning beaches and family-friendly atmosphere, Lucea offers a blend of relaxation and activities. You can enjoy local resorts, play a round of golf, or explore the historic sites nearby. The beautiful coastline, along with event venues and conference spaces, makes Lucea an ideal spot for both leisure and business travelers.
  • Green Island: Just 6 miles from Middlesex, Green Island is another delightful city that attracts travelers looking for outdoor adventures and family fun. The travel numbers here are consistent, with peaks in January and March to April. Visitors can indulge in the local resorts and golf courses, while the natural beauty of beaches, parks, and waterfalls beckons outdoor enthusiasts. Green Island's rich scenery and recreational opportunities make it a perfect getaway for those seeking both relaxation and adventure.
  • Kew: A quaint village located 2 miles from Middlesex, Kew is a hidden gem that offers a serene escape for tourists. Its visitor numbers peak in the warmer months of March and July to August, making it an excellent destination for outdoor activities and family bonding. Whether you’re looking to relax by the beach, explore the local bay, or discover beautiful waterfalls, Kew provides a picturesque setting. The village also boasts educational opportunities and sports venues, ensuring a well-rounded travel experience.

Things to do near Middlesex

Discover the vibrant culture of Middlesex, Hanover, Jamaica, where you can explore stunning beaches, enjoy water sports, and indulge in authentic Jamaican cuisine at local eateries. Don't miss the chance to visit historic sites and lush gardens, or experience the lively atmosphere of local markets. Whether you're relaxing by the sea or seeking adventure, Middlesex offers a perfect blend of relaxation and excitement for every traveler.

Shopping

If you're up for a drive, visit Time Square Mall, located 14 miles away, offering a vibrant atmosphere with entertainment and family-friendly activities. Closer to Middlesex, The Boardwalk Shopping Village (13 miles away) provides a mix of shopping and leisure. For a unique experience, check out Harbour Street Craft Market, 17 miles away.

Recreation

Experience the lush greens at Tryall Golf Club, just 9 miles from Middlesex, where you can enjoy a round of golf surrounded by nature. For a tranquil retreat, visit Nature Village Farms, located 14 miles away, offering wellness and relaxation activities in a serene setting.

Play a round at Negril Hills Golf Club, located 13 miles from Middlesex, where sports and the great outdoors combine for a rejuvenating experience amidst beautiful landscapes.

Adventure

Kool Runnings Water Park, located 12 miles from Middlesex, offers thrilling water slides, relaxing lazy rivers, and family-friendly attractions, making it a perfect spot for fun and excitement. At Chukka Ocean Outpost, 7 miles away, you’ll find exhilarating adventure activities that immerse you in the beauty of Jamaica's coastline.

Nightlife

Experience the vibrant nightlife at the Blue Beat Jazz Lounge on Main Street, where you can enjoy smooth jazz and cocktails. For dancing, visit the Pulse Nightclub, renowned for its energetic atmosphere and top DJs spinning the latest hits.

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

Booking tips and Expedia advantages for Middlesex

To save money on your trip to Middlesex, Jamaica, consider visiting between September and November when prices are lower. Use public transport like buses for affordable travel, and enjoy free attractions like Bloody Bay Beach. Book your hotel about a month in advance for the best rates, and check Expedia for last-minute deals. Tuesdays are typically the cheapest days to stay, while Thursdays are the priciest. Take advantage of Expedia's package deals to combine flights and accommodations, and sign up for their One Key membership for exclusive discounts.

  • 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: Booking a hotel in Middlesex about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • 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’re looking for. For the best prices and deals, make sure to arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Middlesex hotel reservation with flights and activities through an Expedia package.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Middlesex

Middlesex, Hanover, Jamaica, offers a captivating blend of beaches, bays, and islands, making it a perfect destination for travelers seeking outdoor adventures and cultural experiences. Explore the stunning coastline, unwind on the sandy shores, and immerse yourself in the local culture. Whether you're looking to relax by the ocean or engage in exciting activities, Middlesex has something for everyone to enjoy.

  • Seven Mile Beach: This stunning stretch of sand offers a perfect blend of relaxation and adventure, just 13 miles from Middlesex. Enjoy the sun-kissed shores, crystal-clear waters, and vibrant beach vibes. It's an ideal spot for swimming, sunbathing, and beach sports.
  • Bloody Bay: Located 11 miles away, Bloody Bay enchants visitors with its serene outdoor scenery and beautiful beach. The calm waters make it perfect for snorkeling, while the picturesque surroundings provide a stunning backdrop for relaxation and exploration.
  • Headland: Just 2 miles from Middlesex, Headland boasts breathtaking views and scenic beauty. This cape offers a mix of beach vibes and stunning landscapes, making it a fantastic place for photography or a peaceful stroll along the coast.

Best time to go to Middlesex

The best time to visit Middlesex is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. February is its coolest month on average. At this time, 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

If you're planning a vacation in Middlesex, Hanover, Jamaica, the primary airport to consider is Montego Bay's Sir Donald Sangster International Airport (MBJ), situated 18 miles away. Noteworthy hotels in close proximity include Secrets Wild Orchid Montego Bay, a luxury adults-only all-inclusive resort located 3 miles from the airport, and Hyatt Zilara Rose Hall, another 5-star adults-only all-inclusive property, which is 6 miles away. Secrets St. James Montego Bay, also a luxury adults-only all-inclusive resort, is conveniently located 3 miles from the airport. All these hotels provide easy access to the airport, ensuring a smooth travel experience for visitors.

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 $68 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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