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Top Middlesex hotels

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

4 out of 5
7 Jimmy Cliff Blvd Montego Bay Saint James
Fully refundableReserve now, pay when you stay
$543 nightly
The price is $628 total per night from Jun 8 to Jun 9
$628 total
Jun 8 - Jun 9
Total with taxes and fees
A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free property. Traveling on business? Take advantage of the 24-hour business ...
"Amazing staff. Very friendly and very helpful."

Reviewed on Jun 5, 2026

Opens in a new windowS Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
CocoLaPalm Seaside Resort

CocoLaPalm Seaside Resort

3.5 out of 5
Norman Manley Boulevard Negril Westmoreland
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $128 total per night from Jun 10 to Jun 11
$128 total
Jun 10 - Jun 11
Total with taxes and fees
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this resort. Enjoy a day at the beach surfing, or relax with sun loungers. Families ...
"Had a wonderful stay here aside from a leaking roof one day that management didn't care about and we cleaned up the water ourselves. The bed was uncomfortable after the first few days but generally the room was great. Free continental breakfast in the morning was a bonus and with best in the west ..."

Reviewed on Jun 4, 2026

Opens in a new windowCocoLaPalm Seaside Resort
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Industry Cove Green Island Hanover
$539 nightly
The price is $539 total per night from Jun 11 to Jun 12
$539 total
Jun 11 - Jun 12
Total with taxes and fees
This resort features a private beach, free water park access, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. Families will ...
"What a wonderful experience!!! Truly a dream staying in the overwater bungalow. We had a private chofer to and from the hotel. The room even came with 24 hr butler service. The hotel was really clean. The staff throughout the property was soo lovely, helpful, and attentive. 5 stars for sure! My husband ..."

Reviewed on Jun 5, 2026

Opens in a new windowPrincess Senses The Mangrove Resort - Adults Only
Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
Industry Cove Green Island Hanover
$449 nightly
The price is $449 total per night from Jun 7 to Jun 8
$449 total
Jun 7 - Jun 8
Total with taxes and fees
This luxury resort features free water park access, a full-service spa, and 9 restaurants. Relax with beach cabanas, sun loungers, and beach umbrellas. Bring ...
"The hotel was beautiful rooms big and loved the swim outs serve was good some staff not so happy but others knew us by name very friendly every morning fist bump… The only neg thing I will say with our stay was when they came to clean the rooms and take the towels they wouldn’t leave clean towels ..."

Reviewed on Jun 5, 2026

Opens in a new windowPrincess Grand Jamaica Resort - All Inclusive
Hotel 39 Jamaica

Hotel 39 Jamaica

4.5 out of 5
39 Jimmy Cliff Boulevard Montego Bay
$155 nightly
The price is $180 total per night from Jun 22 to Jun 23
$180 total
Jun 22 - Jun 23
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public ...
"Room Clean and staff friendly"

Reviewed on Jun 5, 2026

Opens in a new windowHotel 39 Jamaica
Deja Resort All Inclusive

Deja Resort All Inclusive

3.5 out of 5
92 Gloucester Avenue Montego Bay Saint James
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $230 total per night from Jun 14 to Jun 15
$230 total
Jun 14 - Jun 15
Total with taxes and fees
This smoke-free property includes 2 restaurants, an outdoor pool, and a 24-hour gym. Families will appreciate the onsite laundry facilities, kid-friendly dining, ...
"My room was clean and spacious. I enjoyed the food, and the staff was great. Overall, I had a very pleasant stay."

Reviewed on Jun 5, 2026

Opens in a new windowDeja Resort All Inclusive
Hotel Riu Negril - All Inclusive

Hotel Riu Negril - All Inclusive

4 out of 5
Norman Manley Blvd Negril Westmoreland
This all-inclusive property features a private beach, a full-service spa, and a nightclub. There's fun for all ages with a free kid's club and a children's pool, ...
"The food was great! Most of the staff were amazing! My room was cleaned daily and housekeeping did a wonderful job!"

Reviewed on Jun 2, 2026

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Opens in a new windowHotel Riu Negril - All Inclusive
Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

5 out of 5
The Point Lucea Hanover
$412 nightly
The price is $478 total per night from Jul 5 to Jul 6
$478 total
Jul 5 - Jul 6
Total with taxes and fees
This all-inclusive resort features a private beach, free water park access, and a full-service spa. Relax with sun loungers and beach umbrellas, and enjoy a ...
"Great area with big enough space so it didn’t feel overcrowded. Bad part was it’s out away on its own so it’s a bit of a drive to go do anything else and if there is an accident on the road it tripled our drive time"

Reviewed on Jun 5, 2026

Opens in a new windowGrand Palladium Jamaica Resort & Spa All Inclusive
Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

5 out of 5
The Point Lucea Hanover
$465 nightly
The price is $539 total per night from Jun 16 to Jun 17
$539 total
Jun 16 - Jun 17
Total with taxes and fees
This all-inclusive resort features a private beach, free water park access, and a full-service spa. Relax with sun loungers and beach umbrellas, and enjoy a ...
"I dont like that I was lied to by a reception staff member telling us one price for the pull up pool of 170 but when we wanted to get it another member said 500 dollars plus. Why is my review not beeing submitted? Because its bad? This is why I will do on the BBB better business burow."

Reviewed on Jun 4, 2026

Opens in a new windowGrand Palladium Lady Hamilton Resort & Spa All Inclusive
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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.

Frequently asked questions

What are the top kid-friendly hotels in Middlesex?
Take some of the trials out of traveling with young ones by booking a family-friendly Middlesex hotel. From well-thought-out amenities to more services, these stays offer perks that'll help make your trip plain sailing: The whole gang will enjoy their time at Beautiful, quite and full renovated apartment. Clothes washing facilities and internet access are among the things that help make this property a popular option. Renovated family-sized home, just a few short minutes from the beach! is another excellent choice. After a fun day of exploring Middlesex, return to your cozy room and perks like internet access and clothes washing facilities.
Where can I find cheap hotels in Middlesex?
At Travelocity you'll find really nice hotels in Middlesex at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Middlesex rather than in Middlesex. We may find you even better rates, too.
How do I find the best Middlesex hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Middlesex then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Middlesex?
The cheapest hotel in Middlesex is $128. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Middlesex?
There are 1,536 hotels in Middlesex on Travelocity.
What are the best hotels in Middlesex?
Middlesex has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Middlesex for you!
When is the best time to visit Middlesex?
If you want the joy of a fun-filled trip in peak season, visit Middlesex during February, August and November. If you'd prefer the peace of off-season, book a stay during quieter months, such as April, May and December.
When is the cheapest time to stay in Middlesex?
Based on historic data is usually the cheapest month to visit Middlesex. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Middlesex?
There are multiple hotels in Middlesex that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Middlesex. We have plenty of kid-friendly hotels in Middlesex to choose from on Travelocity!
Why book a hotel in Middlesex through Travelocity?
Because we have the top hotels in Middlesex! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Middlesex on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Middlesex hotel reviews by fellow wanderers

Hotel 39 Jamaica

Hotel 39 Jamaica

3 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Room Clean and staff friendly"
A verified traveler stayed at Hotel 39 Jamaica
Hotel 39 Jamaica

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