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Oct 30 - Nov 1
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Nov 6 - Nov 8

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Our top choices for Middlesex hotels

Living area

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

Princess Senses The Mangrove Resort - Luxury Adults Only - All Inclusive
5.0 star property
Green Island
9.4 out of 10, Exceptional, (1,124 reviews)
"Beautiful resort"
United States
Emonie
The price is ļæ„87,690
ļæ„87,690 total
includes taxes & fees
Oct 31 - Nov 1
Princess Senses The Mangrove Resort - Luxury Adults Only - All Inclusive
A spacious lobby with a central seating area, large windows, and ceiling fans.

2. Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive
5.0 star property
Green Island
9.0 out of 10, Wonderful, (1,934 reviews)
"Great hotel"
United States
Nicole
The price is ļæ„73,626
ļæ„73,626 total
includes taxes & fees
Nov 10 - Nov 11
Princess Grand Jamaica Resort - All Inclusive
A resort with a central pool, multiple lounge areas, and a beach.

3. 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, (1,594 reviews)
"The hotel was amazing"
United States
Baltimore
The price is ļæ„47,210
ļæ„52,562 total
includes taxes & fees
Nov 30 - Dec 1
Grand Palladium Jamaica Resort & Spa All Inclusive
A resort with a central pool, multiple lounge areas, and a beach.

4. 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, (1,361 reviews)
"Great place"
United States
Mark
The price is ļæ„45,204
ļæ„50,356 total
includes taxes & fees
Nov 30 - Dec 1
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
A resort with a large central pool, multiple levels of cabanas, and a beach area.

5. 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, (192 reviews)
"The cove was wonderful"
United States
Carl
The price is ļæ„54,068
ļæ„62,809 total
includes taxes & fees
Nov 8 - Nov 9
The Signature Level At Grand Palladium Lady Hamilton Resort & Spa
A resort with multiple buildings, a beach area with sun loungers, and a view of the sea.

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

Royalton Negril, An Autograph Collection All-Inclusive Resort
4.5 star property
Negril
6.8 out of 10, (86 reviews)
"Amazing resort, location and staff."
United States
Kenneth
The price is ļæ„58,271
ļæ„58,271 total
includes taxes & fees
Oct 31 - Nov 1
Royalton Negril, An Autograph Collection All-Inclusive Resort
A spacious lobby with a large window overlooking a beach, furnished with sofas and armchairs, and featuring a wooden ceiling and patterned wall.

7. 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, (1,000 reviews)
"Staff was very friendly and accommodating"
United States
Winona M
The price is ļæ„52,095
ļæ„60,541 total
includes taxes & fees
Oct 31 - Nov 1
Azul Beach Resort Negril, Gourmet All Inclusive by Karisma
A swimming pool with lounge chairs and thatched umbrellas, surrounded by trees and a white fence.

8. Blue Paloma Bed & Breakfast

Blue Paloma Bed & Breakfast
3.5 star property
Lucea
10.0 out of 10, Exceptional, (125 reviews)
"We loved the property and the food and was delicious , the staff was pleasant."
United States
Lorraine
The price is ļæ„20,575
ļæ„23,819 total
includes taxes & fees
Oct 31 - Nov 1
Blue Paloma Bed & Breakfast
A pair of blue sandals on a pink wooden bench.

9. The Boardwalk Village

The Boardwalk Village
3.0 star property
Negril
9.2 out of 10, Wonderful, (219 reviews)
"Totally enjoyed it! Would happily recommend if youā€™re heading to Negril for a vacation."
United States
Marvin
The price is ļæ„17,878
ļæ„22,505 total
includes taxes & fees
Oct 31 - Nov 1
The Boardwalk Village
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building with a tiled roof.

10. CocoLaPalm Seaside Resort

CocoLaPalm Seaside Resort
3.5 star property
Negril
9.4 out of 10, Exceptional, (1,217 reviews)
"My favorite hotel in Negril"
United States
Michaela
The price is ļæ„17,874
ļæ„22,080 total
includes taxes & fees
Nov 6 - Nov 7
CocoLaPalm Seaside Resort
A poolside area with lounge chairs and a view of a beach and ocean.

11. Round Hill Hotel And Villas

Round Hill Hotel And Villas
4.5 star property
Montego Bay
9.6 out of 10, Exceptional, (303 reviews)
"ONE OF THE BEST VACATIONS! Everything was truly amazing. The property was beautiful and the staff were so lovely. We would book with Roundhill again in a heartbeat."
United States
Alexandria
The price is ļæ„120,965
ļæ„151,837 total
includes taxes & fees
Oct 31 - Nov 1
Round Hill Hotel And Villas
A pool area with a unique shape, surrounded by palm trees and beach chairs, overlooking a clear blue sea.

12. Negril Palms

Negril Palms
3.5 star property
Negril
7.6 out of 10, Good, (1,000 reviews)
"It's a good place to rest your head"
United States
Chevonnese
The price is ļæ„11,351
ļæ„13,779 total
includes taxes & fees
Oct 31 - Nov 1
Negril Palms
A beach view with a pathway leading to beach umbrellas and lounge chairs.

13. Country Country

Country Country
3.0 star property
Negril
9.0 out of 10, Wonderful, (1,000 reviews)
"Very nice place to stay."
United States
Michael
The price is ļæ„22,703
ļæ„25,131 total
includes taxes & fees
Oct 31 - Nov 1
Country Country
A pool area with a blue roof, lounge chairs, and a view of the ocean.

14. Negril Tree House Resort

Negril Tree House Resort
3.0 star property
Negril
9.0 out of 10, Wonderful, (737 reviews)
"Beautiful property and excellent staff."
United States
Victor
The price is ļæ„24,555
ļæ„28,554 total
includes taxes & fees
Nov 4 - Nov 5
Negril Tree House Resort
A terrace with wicker furniture and potted plants, overlooking a calm sea and boats.

15. Negril Footeprints Hotel

Negril Footeprints Hotel
4.5 star property
Negril
9.0 out of 10, Wonderful, (39 reviews)
"Beautiful boutique hotel with access to the beach."
United States
Farah
The price is ļæ„43,668
ļæ„48,776 total
includes taxes & fees
Nov 12 - Nov 13
Negril Footeprints Hotel
A hotel with a pool area, outdoor seating, and a view of the sea.

16. Royalton Hideaway Negril, An Autograph CollectionĀ® All-Inclusive Resort - Adults Only

Royalton Hideaway Negril, An Autograph CollectionĀ® All-Inclusive Resort - Adults Only
4.5 star property
Negril
8.0 out of 10, Very good, (495 reviews)
"Very good property to vacation as a family or otherwise, I definitely will be back again"
United States
Tanya
The price is ļæ„72,398
ļæ„72,398 total
includes taxes & fees
Oct 31 - Nov 1
Royalton Hideaway Negril, An Autograph CollectionĀ® All-Inclusive Resort - Adults Only
A white house with a covered porch and a garden with various plants and a tree.

17. The Yellow Bird

The Yellow Bird
2.5 star property
Negril
6.6 out of 10, (75 reviews)
"Great low budget hotel. The place could use a little spruce up but it's a home away from home. Great staff too"
United States
Gevel
The price is ļæ„7,823
ļæ„9,546 total
includes taxes & fees
Oct 31 - Nov 1
The Yellow Bird
A thatched-roof structure with a pathway leading to a pool, surrounded by lush greenery.

18. Ayurveda Resort Negril Jamaica

Ayurveda Resort Negril Jamaica
2.5 star property
Negril
7.0 out of 10, Good, (35 reviews)
"All was good but nothing outstanding."
United States
Glen
The price is ļæ„8,324
ļæ„21,712 total
includes taxes & fees
Nov 1 - Nov 2
Ayurveda Resort Negril Jamaica
A beachside view with a wooden deck, a thatched umbrella, and a hammock.

19. Sky Beach Rooms

Sky Beach Rooms
5.0 star property
Montego Bay
8.6 out of 10, Excellent, (7 reviews)
"Clean room and the staff were efficient and family friendly, the location was absolutely ideal."
United States
Clayton
The price is ļæ„15,154
ļæ„16,827 total
includes taxes & fees
Nov 10 - Nov 11
Sky Beach Rooms
An aerial view of a resort with a swimming pool, lounge chairs, and thatched-roof structures.

20. Tensing Pen Hotel

Tensing Pen Hotel
4.0 star property
West End
9.6 out of 10, Exceptional, (260 reviews)
"Great place to stay!"
United States
Denise
The price is ļæ„36,309
ļæ„43,728 total
includes taxes & fees
Oct 31 - Nov 1
Tensing Pen Hotel
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

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

10/10 Excellent
"Nice"
Rafiu 4-night trip
Posted 6 hours ago
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

More cheap stays in Middlesex

Mobay Kotch - Hostel

Mobay Kotch - Hostel

16 Church St Montego Bay St. James Parish
The price is ļæ„7,095 per night from Oct 31 to Nov 1
ļæ„7,095
ļæ„8,317 total
Oct 31 - Nov 1
includes taxes & fees
8.8/10 Excellent! (41 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 83Ā°F, while the coldest months are February and January with an average of 79Ā°F. The rainiest months in Middlesex are May, October, September, and August, with each month seeing an average of 8 inches of rainfall.