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Check prices for these dates

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun

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Our top choices for Middlesex hotels

Exterior

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, (157 reviews)
"Had an awesome time with my family, highly recommend!"
United States
Elena
The price is ฿14,678
฿17,010 total
includes taxes & fees
23 Jun - 24 Jun
The Signature Level At Grand Palladium Lady Hamilton Resort & Spa
Minibar, in-room safe, iron/ironing board, free WiFi

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, (713 reviews)
"Great place to stay!"
United States
Max Dylan
The price is ฿17,255
฿17,255 total
includes taxes & fees
1 Jun - 2 Jun
Princess Senses The Mangrove Resort - Adults Only
4 outdoor pools, pool umbrellas, pool loungers

The Westender Inn

The Westender Inn
3.5 star property
West End
8.6 out of 10, Excellent, (413 reviews)
"Clean rooms, friendly and helpful staff, excellent food and an amazing view of the ocean."
United States
Mitzie
The price is ฿3,826
฿4,624 total
includes taxes & fees
31 May - 1 Jun
The Westender Inn
Aerial view

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, (1,544 reviews)
"Room was clean staff was very very friendly"
United States
Tyreak
The price is ฿12,334
฿14,314 total
includes taxes & fees
2 Jun - 3 Jun
Grand Palladium Jamaica Resort & Spa All Inclusive
2 outdoor pools, pool umbrellas, pool loungers

CocoLaPalm Seaside Resort

CocoLaPalm Seaside Resort
3.5 star property
Negril
9.4 out of 10, Exceptional, (1,119 reviews)
"Definitely a fun stay."
United States
Christopher
The price is ฿3,347
฿4,146 total
includes taxes & fees
8 Jun - 9 Jun
CocoLaPalm Seaside Resort
Presidential Suite | Terrace/patio

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, (2,077 reviews)
"Clean rooms, friendly staff, enjoyable stay"
United States
Benjamin
The price is ฿16,789
฿19,437 total
includes taxes & fees
9 Jun - 10 Jun
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
4 outdoor pools, pool cabanas (surcharge), pool loungers

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive
4.5 star property
Green Island
9.0 out of 10, Wonderful, (1,125 reviews)
"Great resort"
United States
Doha
The price is ฿14,196
฿14,196 total
includes taxes & fees
10 Jun - 11 Jun
Princess Grand Jamaica Resort - All Inclusive
Outdoor pool, open 9:00 AM to 7:00 PM, pool loungers

Blue Paloma Bed & Breakfast

Blue Paloma Bed & Breakfast
3.5 star property
Lucea
10.0 out of 10, Exceptional, (106 reviews)
"Loved everything about it Andrea and her staff are amazing!"
United States
wigberly
The price is ฿4,242
฿4,911 total
includes taxes & fees
31 May - 1 Jun
Blue Paloma Bed & Breakfast
Outdoor pool, open 6:00 AM to 7:00 PM, pool umbrellas, pool loungers

Hotel 39 Jamaica

Hotel 39 Jamaica
4.5 star property
Hip Strip
8.6 out of 10, Excellent, (702 reviews)
"well located, cordial staff, nice breakfast nook"
United States
craig
The price is ฿6,260
฿7,339 total
includes taxes & fees
22 Jun - 23 Jun
Hotel 39 Jamaica
On the beach, white sand, beach towels

Deja Resort All Inclusive

Deja Resort All Inclusive
3.5 star property
Hip Strip
8.2 out of 10, Very good, (1,795 reviews)
"Clean room, friendly staff, great breakfast. "
United States
Morvia
The price is ฿7,410
฿8,735 total
includes taxes & fees
8 Jun - 9 Jun
Deja Resort All Inclusive
Exterior

BAYVIEW LUXURY RETREATS

BAYVIEW LUXURY RETREATS
3.0 star property
Reading
The price is ฿7,313
฿8,443 total
includes taxes & fees
31 May - 1 Jun
BAYVIEW LUXURY RETREATS
Aerial view

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, (1,387 reviews)
"We enjoyed our stay and will be back the next trip"
United States
Nickie
The price is ฿16,517
฿19,125 total
includes taxes & fees
16 Jun - 17 Jun
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
Cottage, Garden View | Beach | Private beach, white sand, sun-loungers, beach towels

Whistling Bird Resort Negril

Whistling Bird Resort Negril
3.0 star property
Negril
The price is ฿5,558
฿6,424 total
includes taxes & fees
1 Jun - 2 Jun
Whistling Bird Resort Negril
2 outdoor pools, pool umbrellas, pool loungers

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
The price is ฿10,316
฿12,927 total
includes taxes & fees
24 Jun - 25 Jun
The Cliff Hotel
Lunch and dinner served

Negril Tree House Resort

Negril Tree House Resort
3.0 star property
Negril
9.0 out of 10, Wonderful, (684 reviews)
"Clean, beautiful hotel right on the beach. "
United States
Preeti
The price is ฿4,966
฿5,776 total
includes taxes & fees
22 Jun - 23 Jun
Negril Tree House Resort
Outdoor pool, pool umbrellas, pool loungers

Travellers Beach Resort

Travellers Beach Resort
3.5 star property
Negril
9.0 out of 10, Wonderful, (1,002 reviews)
"Great staff - always accommodating and friendly. Food was good at the onsite restaurant and easy to get nearly anything at the bar. Great location, walkable to so much! Rooms are comfortable and beach is awesome."
United States
Mila G
The price is ฿3,915
฿4,763 total
includes taxes & fees
28 Jun - 29 Jun
Travellers Beach Resort
House, 2 Bedrooms, Smoking, Balcony | Balcony

Modern Home 10minstobeach, Private Cliff, AC Wifi

Modern Home 10minstobeach, Private Cliff, AC Wifi
2.0 star property
Negril
9.0 out of 10, Wonderful, (2 reviews)
"Great atmosphere and awesome service. Clean and spacious apartment with a modern touch. Definitely looking forward to a future stay"
United States
Shantel
The price is ฿3,912
฿4,531 total
includes taxes & fees
31 May - 1 Jun
Modern Home 10minstobeach, Private Cliff, AC Wifi
Lobby

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, (1,003 reviews)
"Great beach and casual atmosphere."
Canada
Michelle
The price is ฿13,465
฿15,614 total
includes taxes & fees
30 Jun - 1 Jul
Azul Beach Resort Negril, Gourmet All Inclusive by Karisma
Exterior

Negril Footeprints Hotel

Negril Footeprints Hotel
4.5 star property
Negril
9.0 out of 10, Wonderful, (29 reviews)
"Excellent stay, our fav spot in Negril!!"
United States
Ashleigh-Ann
The price is ฿9,305
฿10,734 total
includes taxes & fees
31 May - 1 Jun
Negril Footeprints Hotel
Terrace/patio

Airport Beach Hotel

Airport Beach Hotel
2.0 star property
Montego Bay
8.2 out of 10, Very good, (334 reviews)
"The entire staff was outstanding, rooms were clean and the hotel is on the beach. Everyone was also very friendly and I really enjoyed my stay there."
United States
T.J
The price is ฿3,475
฿4,029 total
includes taxes & fees
4 Jun - 5 Jun
Airport Beach 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

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

10/10 Excellent
"Worth the money."
Samantha 4-night trip
Posted 1 hour ago
Princess Grand Jamaica Resort - All Inclusive

More cheap stays in Middlesex

Mobay Kotch - Hostel

Mobay Kotch - Hostel

16 Church St Montego Bay St. James Parish
The price is ฿1,463 per night from 1 Jun to 2 Jun
฿1,463
฿1,715 total
1 Jun - 2 Jun
includes taxes & fees
8.6/10 Excellent! (31 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 traveller data. Two other options for your stay in the area are Princess Senses The Mangrove Resort - Adults Only and Deja Resort All Inclusive. See all available top hotels, or vacation rentals in Middlesex.
What are some of the best holiday rentals that Middlesex has to offer?
Modern Home 10minstobeach, Private Cliff, AC Wifi: This holiday home rental outside Middlesex comes with free WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind. 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 most room reservations are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If your reservation is non-refundable, it may 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.
What's it like to stay in Middlesex?
Visitors will definitely enjoy all that Middlesex has to offer. A top sight in the area is Seven Mile Beach. There are 1536 hotels and other accommodation options in the surrounding area. Find out more about Middlesex.
What is there to see in 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. Take a look at what more there is to see and do in Expedia's Middlesex guide.
What's the weather like in Middlesex?
The hottest months are usually August and September, with an average temperature of 28°C, while the coldest months are February and January, with an average of 26°C. The rainiest months in Middlesex are May, October, September and August, with each month seeing an average of 214 mm of rainfall.