Middlesex Hotels from S$81

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Middlesex hotels

The Westender Inn

3.5 star property
8.6 out of 10, Excellent, (377)
"Great stay, loved it!"
The Westender Inn

Tensing Pen Hotel

4.0 star property
9.6 out of 10, Exceptional, (226)
"Top Location!"
Tensing Pen Hotel

Ocean Cliff Hotel Negril Limited

3.5 star property
9.6 out of 10, Exceptional, (175)
"Like the serenity of the property. Blue Major Restaurant is really good "
Ocean Cliff Hotel Negril Limited

Villas Sur Mer

4.0 star property
8.8 out of 10, Excellent, (149)
"Amazing as always!!! "
The price is S$294
includes taxes & fees
21 Aug - 22 Aug
Villas Sur Mer

Hotel Grand A View

3.5 star property
8.8 out of 10, Excellent, (1007)
"Enjoyed view and beautiful hotal"
Hotel Grand A View

LTU Garden

3.0 star property
9.0 out of 10, Wonderful, (54)
"Nice place!! "
The price is S$114
includes taxes & fees
21 Aug - 22 Aug
LTU Garden

Altamont West Hotel

3.5 star property
8.0 out of 10, Very good, (459)
"Very nice stay"
The price is S$181
includes taxes & fees
1 Sept - 2 Sept
Altamont West Hotel

Dela de-Rose Guest House negril Jamaica

3.5 star property
8.8 out of 10, Excellent, (74)
"We enjoyed the breakfast, location, kind services received. "
The price is S$129
includes taxes & fees
21 Aug - 22 Aug
Dela de-Rose Guest House negril Jamaica

The Cliff Hotel

4.5 star property
9.8 out of 10, Exceptional, (253)
"Great place. "
The Cliff Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

4.0 star property
9.4 out of 10, Exceptional, (2031)
"Beautiful hotel, food outstanding, very very clean"
The price is S$511
includes taxes & fees
1 Sept - 2 Sept
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Airport Beach Hotel

2.0 star property
8.6 out of 10, Excellent, (219)
"Great staff, Lucy enjoyed her stay"
The price is S$161
includes taxes & fees
21 Aug - 22 Aug
Airport Beach Hotel

Negril Sky Blue Resorts

3.5 star property
6.8 out of 10, (13)
"Property was well maintained and clean. The staff was friendly and I felt safe during my stay."
The price is S$194
includes taxes & fees
21 Aug - 22 Aug
Negril Sky Blue Resorts

Grand Decameron Montego Beach, A Trademark All-Inclusive Resort

3.5 star property
6.4 out of 10, (1013)
"Food was amazing "
The price is S$249
includes taxes & fees
31 Aug - 1 Sept
Grand Decameron Montego Beach, A Trademark All-Inclusive Resort

Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive

5.0 star property
8.2 out of 10, Very good, (1002)
"Excellent overall, would visit again"
The price is S$521
includes taxes & fees
17 Sept - 18 Sept
Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive

Deja Resort All Inclusive

3.5 star property
8.0 out of 10, Very good, (1348)
"Great place for vacation"
The price is S$247
includes taxes & fees
1 Sept - 2 Sept
Deja Resort All Inclusive

Negril Tree House Resort

3.0 star property
9.0 out of 10, Wonderful, (633)
"Everything was excellent. The food and staff were amazing. "
The price is S$224
includes taxes & fees
18 Sept - 19 Sept
Negril Tree House Resort

Verney House Resort

3.0 star property
7.4 out of 10, Good, (259)
"Just dated staff were lovely Shereen & Sanjay"
The price is S$95
includes taxes & fees
2 Sept - 3 Sept
Verney House Resort

Home Sweet Home Resort

3.0 star property
7.8 out of 10, Good, (244)
"Nice view"
Home Sweet Home Resort

SeaGarden Beach Resort - All Inclusive

3.5 star property
7.6 out of 10, Good, (2996)
"Pleasant and awesome beach!"
The price is S$255
includes taxes & fees
2 Sept - 3 Sept
SeaGarden Beach Resort - All Inclusive

Xtabi Resort

3.0 star property
8.4 out of 10, Very good, (328)
"Great experience specially the caves"
Xtabi Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Middlesex

Check out Seven Mile Beach—just one of the popular sights to explore around Middlesex.

Top Middlesex Hotel 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 S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel and Princess Senses The Mangrove Resort - Adults Only . See all available top hotels, or vacation rentals in Middlesex.

What are some of the best holiday rentals that Middlesex has to offer?

Stunning Ocean View: This holiday home rental outside of Middlesex is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a terrace and a private garden. 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 1485 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 Tryall Golf Club 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.