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

Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Industry Cove Green Island Hanover
The price is $578 total per night from Aug 17 to Aug 18
$578 total
per night
Aug 17 - Aug 18
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 ...
"Nice I love it will come back soon"

Reviewed on Jul 21, 2026

Opens in a new windowPrincess Senses The Mangrove Resort - Adults Only
CocoLaPalm Seaside Resort

CocoLaPalm Seaside Resort

3.5 out of 5
Norman Manley Boulevard Negril Westmoreland
Fully refundableReserve now, pay when you stay
The price is $128 total per night from Jul 25 to Jul 26
$128 total
per night
Jul 25 - Jul 26
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 ...
"The room was clean and most staff were friendly. Wish there was onsite laundry. The WiFi was not great and it was made clear on arrival that is was only available in public areas. In general, don't count on the WiFi. Other than those issues, can't beat a property right on the beach."

Reviewed on Jul 21, 2026

Opens in a new windowCocoLaPalm Seaside Resort
Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4.5 out of 5
Industry Cove Green Island Hanover
The price is $467 total per night from Aug 16 to Aug 17
$467 total
per night
Aug 16 - Aug 17
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 ...
"Food … on family side not impressed !!!!"

Reviewed on Jul 21, 2026

Opens in a new windowPrincess Grand Jamaica Resort - All Inclusive
Deja Resort All Inclusive

Deja Resort All Inclusive

3.5 out of 5
92 Gloucester Avenue Montego Bay Saint James
The price is $255 total per night from Aug 17 to Aug 18
$255 total
per night
Aug 17 - Aug 18
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, ...
"Decent hotel , clean room , Loretta the host is the main reason I give it a 10/10 she’s fun and lively."

Reviewed on Jul 21, 2026

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
The price is $507 total per night from Aug 18 to Aug 19
$507 total
per night
Aug 18 - Aug 19
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 ...
"Staff"

Reviewed on Jul 21, 2026

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
The price is $338 total per night from Aug 10 to Aug 11
$338 total
per night
Aug 10 - Aug 11
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 ...
"one star hotel"

Reviewed on Jul 20, 2026

Opens in a new windowAzul Beach Resort Negril, Gourmet All Inclusive by Karisma
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
The price is $509 total per night from Aug 17 to Aug 18
$509 total
per night
Aug 17 - Aug 18
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
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, ...
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
The price is $544 total per night from Aug 12 to Aug 13
$544 total
per night
Aug 12 - Aug 13
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 Lady Hamilton Resort & Spa 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 $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 1,540 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

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

4 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Food … on family side not impressed !!!!"
A verified traveler stayed at Princess Grand Jamaica Resort - All Inclusive
Princess Grand Jamaica Resort - All Inclusive

Explore More Ways to Travel with Travelocity