Book Hotels in Middlesex

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Middlesex hotels

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, ...
"My room was not cleaned when I arrived. I had to go to Reception to request a room change. Upon arriving it took approximately one hour to receive a room assignment although I arrived after 3 p.m. This is not an adult friendly resort. Everything with the exception of the Sports Bar closes at 10 p.m. ..."

Reviewed on Sep 3, 2026

Get rates
Opens in a new windowHotel Riu Negril - 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
$291 nightly
The price is $338 total per night from Sep 28 to Sep 29
$338 total
Sep 28 - Sep 29
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 ...
"That was the nicest vacation ever"

Reviewed on Sep 4, 2026

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

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
Industry Cove Green Island Hanover
$392 nightly
The price is $392 total per night from Oct 4 to Oct 5
$392 total
Oct 4 - Oct 5
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 ...
Opens in a new windowPrincess Grand Jamaica Resort - All Inclusive
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Industry Cove Green Island Hanover
$556 nightly
The price is $556 total per night from Sep 13 to Sep 14
$556 total
Sep 13 - Sep 14
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 ...
Opens in a new windowPrincess Senses The Mangrove Resort - Adults Only
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
$464 nightly
The price is $508 total per night from Sep 21 to Sep 22
$508 total
Sep 21 - Sep 22
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 ...
Opens in a new windowS Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
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
$323 nightly
The price is $359 total per night from Sep 13 to Sep 14
$359 total
Sep 13 - Sep 14
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, ...
Opens in a new windowDeja Resort All Inclusive
Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

5 out of 5
The Point Lucea Hanover
$257 nightly
The price is $299 total per night from Sep 22 to Sep 23
$299 total
Sep 22 - Sep 23
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 ...
Opens in a new windowGrand Palladium Jamaica Resort & Spa All Inclusive
Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

5 out of 5
Norman Manley Blvd Negril Westmoreland
$236 nightly
The price is $275 total per night from Sep 27 to Sep 28
$275 total
Sep 27 - Sep 28
Total with taxes and fees
A full-service spa, 6 restaurants, and 7 outdoor pools are all featured at this all-inclusive property. Dine at the beachfront restaurant and relax with beach ...
Opens in a new windowAzul Beach Resort Negril, Gourmet All Inclusive by Karisma
Hotel Riu Palace Tropical Bay - All Inclusive

Hotel Riu Palace Tropical Bay - All Inclusive

4 out of 5
Norman Manley Boulevard Negril Westmoreland
A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this all-inclusive property. Enjoy a day at the beach snorkeling, or relax with sun ...
Get rates
Opens in a new windowHotel Riu Palace Tropical Bay - All Inclusive
Don't see what you're looking for?
See all available properties in Middlesex
View all properties
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 $275. 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 1,557 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

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"That was the nicest vacation ever"
A verified traveler stayed at Grand Palladium Lady Hamilton Resort & Spa All Inclusive
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
SeaGarden Beach Resort - All Inclusive

SeaGarden Beach Resort - All Inclusive

5 out of 5
Posted 8 months ago
Travelocity Verified Review
"For what"
A verified traveler stayed at SeaGarden Beach Resort - All Inclusive
SeaGarden Beach Resort - All Inclusive

Explore More Ways to Travel with Travelocity