Top 10 Hotels in Middlesex from ￥8,275 - Competitive Prices

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Our top choices for Middlesex hotels

A room with a view of the ocean, a wooden ceiling, a sofa, a table with a vase, and a suitcase.

A wooden deck with a table and chairs, overlooking a body of water and a distant island.

An overwater bungalows connected by a wooden walkway, a beach, and a resort building in the background.

A modern hotel room with a bed, a sofa, a TV, a minibar, and a view of the ocean.

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

Green Island

Bradley

￥87,173

￥87,173 total

includes taxes & fees

Oct 30 - Oct 31

A spacious outdoor area with wooden flooring, seating arrangements, and a view of the beach.

A spacious dining area with wooden tables and chairs, hanging wicker chandeliers, and a high wooden ceiling.

A resort with multiple buildings, a large pool area, and a beach.

A resort with multiple swimming pools, a beach, and a view of the ocean.

2. Princess Grand Jamaica Resort - All Inclusive

Green Island

Nicole

￥73,192

￥73,192 total

includes taxes & fees

Oct 30 - Oct 31

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

A spacious lobby with a grand chandelier, multiple levels with columns, and a central staircase.

A grand lobby with a central staircase, multiple levels, and a chandelier.

A hot tub with a wooden deck and a view of the beach.

3. Grand Palladium Jamaica Resort & Spa All Inclusive

Lucea

LaTwan

￥45,690

￥50,886 total

includes taxes & fees

Oct 26 - Oct 27

An aerial view of a coastal resort with multiple white buildings, a sandy beach, and clear turquoise waters.

An aerial view of a coastal resort with beachfront villas, clear turquoise waters, and lush greenery.

A grand, multi-level atrium with a central staircase, white columns, and a view of a lush garden.

4. Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Lucea

Rosalie

￥48,257

￥53,710 total

includes taxes & fees

Nov 18 - Nov 19

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

A spacious indoor area with a central bar, seating arrangements, and large windows offering views of palm trees and a pool.

A beach with clear blue water, a sandy shore, and palm trees.

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

Lucea

Ladell

￥53,886

￥62,596 total

includes taxes & fees

Nov 2 - Nov 3

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

A restaurant with wooden tables and chairs, hanging pendant lights, and decorative wall panels.

A modern outdoor bar area with seating, a view of the sea, and a palm tree.

A balcony with a view of a pool and the ocean, white furniture, and a table with a drink and fruit.

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

Negril

Winona M

￥46,923

￥54,589 total

includes taxes & fees

Oct 26 - Oct 27

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

A bar area with a view of the beach, outdoor seating, and a bar counter with shelves of bottles.

An infinity pool with a clear view of the ocean, a wooden pergola, and wicker chairs.

A modern hotel with multiple floors, large windows, and a view of a calm body of water.

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

Negril

Kenneth

￥54,466

￥54,466 total

includes taxes & fees

Oct 25 - Oct 26

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

A covered outdoor area with wooden furniture, including chairs and a table, and a view of lush greenery and a clear sky.

A spacious living room with a high ceiling, large windows, a sofa, patterned chairs, and a wooden coffee table.

A bedroom with a bed, a ceiling fan, a television, and a wicker chair.

8. Blue Paloma Bed & Breakfast

Lucea

Lorraine

￥20,471

￥23,699 total

includes taxes & fees

Oct 25 - Oct 26

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a tiled roof.

A bedroom with a wooden ceiling, a bed with a green bedspread, a nightstand with a lamp, a window with curtains, and a dining area with chairs.

An outdoor seating area with tables and chairs, a railing, and a view of the ocean.

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

9. CocoLaPalm Seaside Resort

Negril

Michaela

￥17,769

￥21,950 total

includes taxes & fees

Nov 2 - Nov 3

A pair of blue sandals on a pink wooden bench.

A wooden signpost with directional arrows pointing to 'Desert Rose', 'Anthurium', and 'Lignum Vitae'.

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

A spacious bedroom with a high ceiling, a bed with a headboard, a bedside table, a dresser, a television mounted on the wall, and a window with curtains.

10. The Boardwalk Village

Negril

Marvin

￥18,168

￥22,867 total

includes taxes & fees

Oct 30 - Oct 31

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

A large, multi-story house with a swimming pool, outdoor seating, and a well-lit entrance.

A room with a view of the ocean, a white table, a white chair, and a lamp.

A luxurious outdoor seating area with a pool, white furniture, and a scenic view of the ocean and hills.

11. Round Hill Hotel And Villas

Montego Bay

Alexandria

￥112,071

￥140,716 total

includes taxes & fees

Oct 28 - Oct 29

A pool area with a blue roof, lounge chairs, and a view of the ocean.

A beachside patio with blue and white furniture, a covered seating area, and a view of the ocean.

A two-story building with a balcony, surrounded by well-maintained gardens and palm trees.

A massage therapy session on a beach with a view of the ocean and lounge chairs.

12. Negril Tree House Resort

Negril

Karen

￥24,433

￥28,412 total

includes taxes & fees

Nov 1 - Nov 2

A beach view with a pathway leading to beach umbrellas and lounge chairs.

A thatched-roof bar with wooden stools and a menu board.

A beach with sun loungers and umbrellas, a clear sky, and the ocean.

A resort with a covered outdoor area, a pathway leading to the main building, and a sign indicating 'Country Cottage'.

13. Country Country

Negril

Kerry

￥22,589

￥25,005 total

includes taxes & fees

Oct 25 - Oct 26

A pool area with a unique shape, surrounded by palm trees and beach chairs, overlooking a clear blue sea.

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

A beachside bar with wooden furniture and a view of the ocean.

Two massage tables on a beach with a sign for Evet's Healing Hands.

14. Negril Palms

Negril

Chevonnese

￥14,118

￥17,099 total

includes taxes & fees

Oct 26 - Oct 27

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

A covered outdoor seating area with wicker chairs, a small table with fruit and drinks, and a view of the ocean.

A dining area with a stone wall, a ceiling fan, and a sign reading "ARMADILLO TEQUILA MEXICO".

A modern hotel room with a large bed, a desk, and a view of the sea.

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

Negril

Kaweena

￥94,289

￥94,289 total

includes taxes & fees

Oct 25 - Oct 26

A white house with a covered porch and a garden with various plants and a tree.

A tropical garden with a palm tree, white sand beach, and thatched-roof structures.

A bar area with a variety of liquor bottles and a shelf with more bottles.

A bedroom with a bed, bedside table, and a view of the outdoors.

16. The Yellow Bird

Negril

Gevel

￥7,777

￥9,489 total

includes taxes & fees

Oct 25 - Oct 26

A hotel with a pool area, outdoor seating, and a view of the sea.

A modern outdoor area with a pool, seating, and a view of the sea.

A spacious lounge area with a large sofa, multiple seating options, and a view of the water.

17. Royalton Hideaway Negril, An Autograph Collection® All-Inclusive Resort - Adults Only

Negril

Tanya

￥68,460

￥68,460 total

includes taxes & fees

Oct 25 - Oct 26

A terrace with wicker furniture and potted plants, overlooking a calm sea and boats.

A plate with rice, a bowl of meat dish, and a wrap.

A hotel room with two beds, a ceiling fan, a TV, a small table with a chair, and framed pictures on the walls.

A reception area with a curved wall, two chairs, a reception desk, and potted plants.

18. Negril Footeprints Hotel

Negril

Farah

￥40,520

￥53,746 total

includes taxes & fees

Oct 27 - Oct 28

An aerial view of a resort with a swimming pool, lounge chairs, and thatched-roof structures.

A wooden deck with two lounge chairs and a table, overlooking a body of water with a sailboat in the distance.

An aerial view of a coastal property with a rocky shoreline, clear blue waters, and several orange-roofed structures likely serving as accommodations.

A room with a bed, a wooden nightstand, a chair, and a window with shutters.

19. Tensing Pen Hotel

West End

Denise

￥36,127

￥43,509 total

includes taxes & fees

Oct 25 - Oct 26

A beachside view with a wooden deck, a thatched umbrella, and a hammock.

A hallway with a tiled floor, glass doors, and a sign for Golding's Queenstown Spa & Institute.

A bar area with a counter, stools, and a decorative wall.

20. Sky Beach Rooms

Montego Bay

Clayton

￥13,880

￥15,425 total

includes taxes & fees

Oct 28 - Oct 29

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Top Middlesex Hotel Reviews

Princess Grand Jamaica Resort - All Inclusive

10/10 Excellent

"Loved everything about it!!! 20/10!"

Hotel 39 Jamaica

10/10 Excellent

"Great breakfast and friendly staff. Super close to the airport so will always be a great option especially if travelling solo"

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

10/10 Excellent

"Staff were amazing"

Toby's Resort

8/10 Good

"The staff was nice and helpful"

CocoLaPalm Seaside Resort

10/10 Excellent

"The staff is amazing!"

Hotel Grand A View

10/10 Excellent

"Beautiful property"

Princess Senses The Mangrove Resort - Adults Only

10/10 Excellent

"Romeo and Roy were out Butlers for this trip and they were excellent, took care of us from check in to check out with anything we needed. Will be revisiting this property every year."

Grand Palladium Jamaica Resort & Spa All Inclusive

8/10 Good

"The front staff, servers, and bartenders were amazing. HOWEVER upon arrival the bags being checked were a little rude, in a rush to get us to sit down for a meeting (probably time share) for a discounted massage, and the shuttle/trolley/golf cart back and forth to the rooms was HORRIBLE (I think this is what takes away from this being a 5 star resort) the rooms are a little far and transportation back and forth was horrible. The phones were down and we waited a 30 hr for a ride with no one in sight and had to walk in the rain with our luggage to the front to get our car to drive to the airport. Food was decent (no ackee or oxtail) served during my staff but overall a nice place to stay."

Sunset at the Palms Resort - Adults Only - All Inclusive

10/10 Excellent

"Great vacation"

More cheap stays in Middlesex

Mobay Kotch - Hostel

16 Church St Montego Bay St. James Parish

￥7,059

￥8,275 total

Oct 25 - Oct 26

includes taxes & fees

8.8/10 Excellent! (41 reviews)

Palm View Guesthouse and Conference Centre

22 Delisser Drive, off Queens Drive Montego Bay Saint James

￥7,306

￥9,289 total

Oct 26 - Oct 27

includes taxes & fees

7.4/10 Good! (275 reviews)

Tropical Court Hotel

34 Hobbs Ave Montego Bay St. James Parish

￥8,443

￥9,866 total

Oct 26 - Oct 27

includes taxes & fees

Shields Negril Villas

0000 Norman Manley Blvd Negril Westmoreland Parish

￥11,990

￥13,946 total

Oct 30 - Oct 31

includes taxes & fees

Airport Beach Hotel

9 Kent Ave Montego Bay St. James Parish

￥15,065

￥17,482 total

Oct 25 - Oct 26

includes taxes & fees

8.2/10 Very Good! (398 reviews)

Seascape Apartment

Norman Manley Blvd Negril Westmoreland

Get rates

7.2/10 Good! (11 reviews)

Frequently asked questions

Where is the best place for a stay in Middlesex?

Princess Grand Jamaica Resort - All Inclusive, located 5.7 mi (9.1 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 Princess Senses The Mangrove Resort - Adults Only and Grand Palladium Jamaica Resort & Spa 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?

5 bed villa, gated community, private pool, fully staffed, private chauffeur: This vacation home rental near Middlesex is located next to a golf course and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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.

Where can I learn more about changing or cancelling my trip to Middlesex?

To find more details about changing or cancelling your trip to Middlesex, go to https://www.expedia.com/service/.

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 1568 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.

Find hotels in Middlesex from ￥8,275

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Middlesex

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Middlesex hotels

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

2. Princess Grand Jamaica Resort - All Inclusive

3. Grand Palladium Jamaica Resort & Spa All Inclusive

4. Grand Palladium Lady Hamilton Resort & Spa All Inclusive

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

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

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

8. Blue Paloma Bed & Breakfast

9. CocoLaPalm Seaside Resort

10. The Boardwalk Village

11. Round Hill Hotel And Villas

12. Negril Tree House Resort

13. Country Country

14. Negril Palms

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

16. The Yellow Bird

17. Royalton Hideaway Negril, An Autograph Collection® All-Inclusive Resort - Adults Only

18. Negril Footeprints Hotel

19. Tensing Pen Hotel

20. Sky Beach Rooms

Top Middlesex Hotel Reviews

Princess Grand Jamaica Resort - All Inclusive

Hotel 39 Jamaica

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Toby's Resort

CocoLaPalm Seaside Resort

Hotel Grand A View

Princess Senses The Mangrove Resort - Adults Only

Grand Palladium Jamaica Resort & Spa All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

More cheap stays in Middlesex

Mobay Kotch - Hostel

Palm View Guesthouse and Conference Centre

Tropical Court Hotel

Shields Negril Villas

Airport Beach Hotel

Seascape Apartment

Frequently asked questions

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