Middlesex Hotels

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Our top choices for Middlesex hotels

Hotel 39 Jamaica

Hotel 39 Jamaica
4.5 star property
Hip Strip
8.4 out of 10, Very Good, (469)
Luxurious retreat with complimentary breakfast near Doctor's Cave Beach offers deep-tissue massages at the spa. Enjoy American cuisine at Alexander Restaurant, relax by the pool, or sip drinks at the bar while attentive staff cater to your needs.

"The room was very nice and staff was very nice as well "
United States
Lloyd
Hotel 39 Jamaica

Toby's Resort

Toby's Resort
3.0 star property
Montego Bay
8.6 out of 10, Excellent, (1154)
Unwind at this convenient retreat with 2 outdoor pools and a poolside bar for island vibes. Local and international cuisine at Tobby's Good Eats satisfies any craving, while the fitness center and massage services promote total wellness. Near Doctor's Cave Beach.

"Staff at the pool bar was awesome, and super friendly. He ordered our food and made decent drinks. The pool was very nice as well."
United States
Robin
The price is P5,921
P7,223 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Toby's 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, (2105)
Escape to this all-inclusive hotel right on Doctor's Cave Beach with 2 outdoor pools and poolside bar. Pamper yourself at the spa with deep-tissue massages while staying close to Montego Bay's cruise terminal. Free WiFi and parking included.

"Great place"
United States
Melissa
The price is P24,203
P28,069 total
includes taxes & fees
Jan 4 - Jan 5, 2026
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Deja Resort All Inclusive

Deja Resort All Inclusive
3.5 star property
Hip Strip
8.0 out of 10, Very Good, (1481)
This all-inclusive Montego Bay resort offers a private beach, outdoor pool, and spa treatments. Enjoy local cuisine at Waterfalls Restaurant, workout in the 24-hour fitness center, or relax at one of 2 bars. Doctor's Cave Beach and the cruise terminal are minutes away.

"Great place to stay"
United States
Danielle
The price is P16,159
P19,023 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Deja Resort All Inclusive

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, (1559)
"Clean room, great location, amazing staff. "
United States
Eva
The price is P15,718
P19,883 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Grand Palladium Jamaica Resort & Spa All Inclusive

Verney House Resort

Verney House Resort
3.0 star property
Montego Bay
7.6 out of 10, Good, (276)
Montego Bay's peaceful oasis offers an outdoor pool with relaxing pool bar service. Guests praise the helpful staff and quiet atmosphere. Doctor's Cave Beach and the cruise terminal are nearby, with the airport only 3 minutes away.

"Friendly staff, property very well maintained and managed, quiet and very close to downtown area."
United States
Hugh
The price is P3,442
P4,362 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Verney House Resort

Airport Beach Hotel

Airport Beach Hotel
2.0 star property
Montego Bay
8.4 out of 10, Very Good, (253)
Enjoy Caribbean charm at this hotel near Doctor's Cave Beach and Jamaica Beaches. Free WiFi and parking enhance your stay, while the 24-hour front desk ensures convenience. Clean rooms provide comfort after exploring nearby Montego Bay Cruise Ship Terminal.

"Was great to find a place with good food, next to beach , and hot water 💦 "
United States
Victoria
The price is P6,355
P7,368 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Airport Beach Hotel

Round Hill Hotel And Villas

Round Hill Hotel And Villas
4.5 star property
Montego Bay
9.6 out of 10, Exceptional, (287)
Escape to this Jamaica gem featuring a spa offering deep-tissue massages and Ayurvedic treatments. Enjoy beachside drinks, international cuisine at The Grill, or relax at 3 bars. Kids stay entertained with a free club while you bask near Doctor's Cave Beach.

"Superb staff and awesome experience "
United States
Jennifer
The price is P88,740
P111,042 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Round Hill Hotel And Villas

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, (1429)
"Great service, had a wonderful time"
United States
Shardine
The price is P16,100
P20,360 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Grand Palladium Lady Hamilton Resort & Spa All Inclusive

The Cliff Hotel

The Cliff Hotel
4.5 star property
West End
9.6 out of 10, Exceptional, (261)
Perched on Negril's cliffs, this luxurious hotel offers snorkeling, two inviting outdoor pools, and three stylish bars. Enjoy international cuisine at Zest while the attentive staff ensures a flawless experience near Seven Mile Beach.

"Love this place"
United States
Alisha
The Cliff 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)
Pampered with beach massages, diverse dining at 6 restaurants, and 3 beachfront bars, this Negril resort offers pure Caribbean bliss. Kids enjoy a free club while adults relax at the spa with deep-tissue massages and aromatherapy treatments.

"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
The price is P21,831
P25,341 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

Stunning Ocean View

Stunning Ocean View
4.0 star property
Negril
10.0 out of 10, Exceptional, (11)
Experience Caribbean bliss at this vacation home where the azure waters meet luxury amenities. The outdoor pool and private beach access offer perfect relaxation while the nearby Seven Mile Beach invites exploration. Beachside massages await.

"The view and ambience was pure bliss!"
United States
Roxanne
The price is P26,920
P38,079 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Stunning Ocean View

Villas Sur Mer

Villas Sur Mer
4.0 star property
West End
8.8 out of 10, Excellent, (149)
Escape to Jamaica's beaches at this family-friendly villa. Enjoy the outdoor pool, grab drinks at the poolside bar, or book a manicure. Seven Mile Beach and Rick's Cafe are nearby, while kitchens and room service add vacation comfort.

"Amazing as always!!! "
United States
ronesha
The price is P14,417
P15,918 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Villas Sur Mer

Tropical Court Hotel

Tropical Court Hotel
2.5 star property
Montego Bay
6.0 out of 10, (100)
Situated in vibrant Montego Bay, this welcoming hotel offers a refreshing outdoor pool just minutes from Jamaica's famous beaches. Enjoy convenient perks like free WiFi and parking while exploring nearby cruise terminals and coastal attractions.

"Clean room and friendly"
United States
Venessa
Tropical Court Hotel

The Westender Inn

The Westender Inn
3.5 star property
West End
8.6 out of 10, Excellent, (386)
Escape to this coastal hotel featuring 4 outdoor pools and a children's pool. Westie's restaurant serves local cuisine while spa services ensure relaxation. Just a short walk to Jamaica Beaches with free WiFi and parking for your convenience.

"Staff was great and it was very secluded and peaceful"
United States
Courteney
The Westender Inn

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)
Experience tranquil relaxation at this Montego Bay hotel with private pools just minutes from the airport. A short 5-minute drive brings you to Doctor's Cave Beach and Jamaica's golden shorelines. Enjoy the outdoor pool, daily cooked-to-order breakfast, and 24-hour shuttle service.

"AC was excellent very walkable "
United States
Michelle
The price is P7,968
P10,018 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Palm View Guesthouse and Conference Centre

Negril Tree House Resort

Negril Tree House Resort
3.0 star property
Negril
9.0 out of 10, Wonderful, (656)
Relax on a quiet stretch of Seven Mile Beach with umbrellas and beachside drinks at this Negril resort. The outdoor pool, hot tub, and deep-tissue massages create a peaceful escape, while free breakfast, WiFi and parking add convenience.

"Delicious breakfast. Friendly staff. Beautiful beach view!"
Canada
Charles
The price is P10,275
P11,933 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Negril Tree House Resort

CocoLaPalm Seaside Resort

CocoLaPalm Seaside Resort
3.5 star property
Negril
9.4 out of 10, Exceptional, (1009)
Steps from Seven Mile Beach, this resort features 2 restaurants, a rooftop terrace, and spa offering deep-tissue massages. Enjoy volleyball on the sand, relax in sun loungers, or sip cocktails at the bar after a dip in the hot tub.

"Great staff, room was beautiful and property is gorgeous."
United States
Ali
The price is P8,579
P10,531 total
includes taxes & fees
Jan 5 - Jan 6, 2026
CocoLaPalm Seaside Resort

Idle Awhile Cliffs

Idle Awhile Cliffs
3.5 star property
West End
9.0 out of 10, Wonderful, (119)
Escape to this peaceful Negril haven offering a serene outdoor pool and poolside bar. Just a short drive from Seven Mile Beach, the villas include kitchenettes and washer/dryers. Enjoy Caribbean cuisine at Chill Awhile restaurant and complimentary beach shuttle service.

"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
Idle Awhile Cliffs

Mirage Resort - Clothing Optional - Adults Only

Mirage Resort - Clothing Optional - Adults Only
3.5 star property
West End
9.0 out of 10, Wonderful, (106)
"Great views and quiet areas. Wonderful place to be naked in the pool!"
United States
vincent
Mirage Resort - Clothing Optional - Adults Only
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

More cheap stays in Middlesex

Find out more about Middlesex

Top reasons to visit Middlesex

  • Stunning Beaches: Middlesex boasts beautiful beaches and serene bays, perfect for relaxation and water sports.
  • Vibrant Local Markets: Explore the lively markets offering authentic Jamaican cuisine and local crafts.
  • Natural Wonders: Visit nearby waterfalls and enjoy scenic hiking trails amidst lush landscapes.
  • Cultural Experiences: Immerse yourself in local festivals and traditions that highlight Jamaica's rich heritage.
  • Diverse Accommodations: Choose from a variety of hotels, from luxurious resorts to charming retreats.

Find great hotels near Middlesex

Discover ideal hotel options in Middlesex, Hanover, Jamaica, whether you seek a family-friendly resort or an adventurous getaway. With a range of accommodations available, from beachside hotels to charming retreats, you’ll find the perfect place to unwind and explore the vibrant local culture. Take advantage of the best hotels in the area, ensuring a memorable experience for your Jamaican holiday.

  • Grand Palladium Jamaica Resort & Spa All Inclusive: This 4-star resort offers an ideal blend of family-friendly amenities and beachside relaxation. Located a mere 6.4km from Middlesex, it features direct access to pristine beaches, making it a perfect choice for sun-seekers. The resort is equipped with a dedicated Children’s Club, a water park, and supervised childcare services, ensuring that younger guests are entertained. With a focus on family and business travel, visitors can enjoy a wealth of activities, including water sports and evening entertainment, all within a beautiful tropical setting.
  • CocoLaPalm Seaside Resort: Situated 20.9km from Middlesex, this 3.5-star resort is perfect for those seeking adventure and family fun. Emphasising a golf-themed experience, guests can indulge in various activities such as surfing, windsurfing, and rock climbing nearby. The resort boasts a welcoming atmosphere and offers amenities like babysitting services and first aid kits, catering to families with children. Whether you’re looking to enjoy the thrill of adventure sports or relax in a serene seaside location, CocoLaPalm Seaside Resort provides a delightful mix of recreation and relaxation.
  • Grand Palladium Lady Hamilton Resort & Spa All Inclusive: A luxurious 4.5-star retreat located just 4.8km from Middlesex, this resort is ideal for travellers seeking a blend of business, beach, and spa experiences. Guests can unwind with direct beach access, indulge in spa treatments, or enjoy a refreshing dip in the pool. The extensive spa services include a hot tub, Turkish bath, and advanced massage options, ensuring complete relaxation. With its upscale amenities and a focus on wellness, Grand Palladium Lady Hamilton Resort & Spa is a top choice for those looking to rejuvenate during their holiday.

Where to stay near Middlesex

Middlesex, a charming village in Hanover, Jamaica, offers a delightful blend of romantic escapes and family-friendly adventures. Nearby, visitors can explore the vibrant Middlesex Mall for shopping and dining, while the surrounding area boasts serene vacation destinations perfect for relaxation. Whether you're seeking luxury or exciting excursions, the Middlesex region and its neighbouring cities promise an unforgettable travel experience for every kind of holidaymaker.

  • Lucea: A charming city located merely 3.2km from Middlesex, Lucea is a delightful destination for those seeking a blend of beach, outdoor, and cultural experiences. The city's welcoming atmosphere attracts visitors year-round, with peak arrivals in January and March to April. Here, you can enjoy stunning beaches, explore historic places, and partake in vibrant events at local conference venues. Lucea is also home to several resorts and a golf course, making it perfect for relaxation and leisure activities.
  • Kew: Just 3.2km from Middlesex, Kew is a quaint village that offers a unique blend of business and cultural experiences. While traveller numbers peak in March and July to August, Kew remains a year-round destination. Visitors can appreciate the local sports scene while exploring notable landmarks such as monuments and modern civic government buildings. The village is also close to beautiful beaches, providing a perfect spot for relaxation and soaking up the sun.
  • Green Island: Situated 9.7km away from Middlesex, Green Island is a vibrant city renowned for its family-friendly atmosphere and outdoor adventures. With peak visitation in January and March to April, this locale is ideal for beach lovers and those seeking fun activities. Green Island boasts excellent golf courses, resorts, and well-maintained parks. Coupled with historic attractions and picturesque beaches, this destination promises a memorable getaway for visitors of all ages.

Things to do near Middlesex

Middlesex, Hanover in Jamaica is a delightful destination offering stunning beaches, vibrant local markets, and rich cultural experiences. Visitors can explore the natural beauty of nearby waterfalls, indulge in authentic Jamaican cuisine, and immerse themselves in the lively atmosphere of local festivals. Outdoor enthusiasts will enjoy hiking trails and water sports, while the warm hospitality of the locals adds to the charm of this enchanting locale.

Shopping

If you're up for a drive, The Boardwalk Shopping Village (20.9km away) and Time Square Mall (22.5km away) offer a vibrant mix of entertainment and family-friendly vibes. For local crafts, the Harbour Street Craft Market (27.4km away) showcases authentic Jamaican artistry in a bustling atmosphere.

Recreation

At Tryall Golf Club, enjoy scenic views while playing on a world-class golf course, located 14.5km from Middlesex. For a serene retreat, Nature Village Farms, 22.5km away, offers relaxation and wellness experiences amidst nature. Negril Hills Golf Club, 20.9km distant, combines sport with stunning outdoor surroundings.

Adventure

At Chukka Ocean Outpost in Sandy Bay, 11.3km from Middlesex, immerse yourself in thrilling water sports and zip-lining adventures amidst stunning landscapes. Kool Runnings Water Park, located 19.3km away, offers family-friendly fun with exhilarating water slides and pools, perfect for an adventurous day out.

Nightlife

Middlesex offers a vibrant nightlife, with lively bars and clubs. Enjoy a refreshing drink at The Grove, or dance the night away at Club 21. For a more laid-back vibe, unwind at a local rum bar, soaking in the warm Caribbean atmosphere 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

To save money on your trip to Middlesex, Jamaica, consider visiting between September and November when prices are lower. Utilise public transport options like buses for economical travel. Take advantage of free attractions such as Bloody Bay Beach. Book your hotel about a month in advance, aiming for a Tuesday stay for the best rates. Explore Expedia for last-minute deals and consider bundling your hotel, flights, and activities for additional savings. Use filters to find eco-friendly accommodation and sort prices from lowest to highest for the best offers.

  • 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: Book your hotel in Middlesex about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Middlesex hotel booking with your flights and activities through an Expedia package.

Find the best attractions near Middlesex

Middlesex, Hanover, Jamaica, offers a delightful mix of attractions for tourists, featuring stunning beaches, serene bays, and picturesque islands. Visitors can indulge in a range of outdoor activities and immerse themselves in the local culture, making it an ideal destination for those seeking relaxation and adventure alike. Whether lounging by the shore or exploring the vibrant surroundings, Middlesex promises an unforgettable experience for every traveller.

  • Jamaica Giants Sculpture Park & Art Gallery: Immerse yourself in a vibrant outdoor experience at this unique sculpture garden, featuring impressive works that celebrate Jamaican culture and artistry. It's perfect for families looking to appreciate art in a serene environment.
  • Seven Mile Beach: Renowned for its pristine sands and crystal-clear waters, Seven Mile Beach offers a quintessential Caribbean beach experience. Spend your day soaking up the sun, swimming, or enjoying water sports amidst stunning surroundings.
  • Bloody Bay: This picturesque bay is known for its breathtaking scenery and tranquil atmosphere. Ideal for relaxation, you can explore the beach, enjoy local cuisine, or take in the stunning views that make it a hidden gem.

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

For your visit to Middlesex, Hanover, Jamaica, you can conveniently fly into Montego Bay's Sir Donald Sangster International Airport (MBJ), situated 29.0km away. Notable hotel options near the airport include the luxurious Secrets Wild Orchid Montego Bay and Secrets St. James Montego Bay, both 4.8km from MBJ and offering adults-only, all-inclusive experiences. Additionally, the Hyatt Zilara Rose Hall, a 9.7km distance from the airport, is another excellent adults-only, all-inclusive resort. All these hotels provide easy access to the airport, ensuring a seamless travel experience during your stay in Jamaica.

Frequently asked questions

Where is the best place for a stay in Middlesex?
Deja Resort All Inclusive, located 17.4 mi (28 km) from the heart of Middlesex, is a top choice for your stay based on our traveler data. Two other choices for your stay in the area are Azul Beach Resort Negril, Gourmet All Inclusive by Karisma and Princess Grand Jamaica Resort - All Inclusive. See all available top hotels, or vacation rentals in Middlesex.
What are some of the best vacation rentals that Middlesex has to offer?
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL: This vacation home rental near Middlesex has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, an oven, and a microwave. See all vacation rentals in Middlesex.
If I need to cancel my hotel reservation in Middlesex, will I receive a refund?
Yes! You'll find that most room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Middlesex.
How is it to stay in Middlesex?
Visitors are sure to enjoy all that Middlesex has to offer. A top sight in the area is Seven Mile Beach. There are 1517 hotels and other accommodations in the surrounding area. Find out more about Middlesex.
What should I do while I'm visiting Middlesex?
Seven Mile Beach is a notable place to visit in the area. You'll also find Half Moon Beach and Bloody Bay Beach in the area. Check out what more to see and do in Expedia's Middlesex guide.
What's the seasonal weather like in Middlesex?
The hottest months are usually August and September with an average temp of 83°F, while the coldest months are February and January with an average of 79°F. The rainiest months in Middlesex are May, October, September, and August, with each month seeing an average of 8 inches of rainfall.