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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
$429 nightly
The price is $497 total per night from May 10 to May 11
$497 total
May 10 - May 11
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 ...
Absolutely wonderful stay at the S Hotel in Montego Bay! Friendly staff, excellent and tasty food options, great pool, fantastic beach….clean comfortable room overlooking the ocean.

Reviewed on Apr 19, 2026

Opens in a new windowS Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
Princess Senses The Mangrove Resort - Adults Only

Princess Senses The Mangrove Resort - Adults Only

4 out of 5
Industry Cove Green Island Hanover
$599 nightly
The price is $599 total per night from May 18 to May 19
$599 total
May 18 - May 19
Total with taxes and fees
This all-inclusive resort features a private beach, free water park access, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. ...
Overall stay was good, staff was helpful and any issues I had was rectified. If you are thinking of booking the Mangrove side, save yourself some cash and just do the Grande side instead, majority of things you want to do and restaurants are over that side either way. The are shuttle services readily ...

Reviewed on Apr 19, 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
$455 nightly
The price is $455 total per night from Apr 21 to Apr 22
$455 total
Apr 21 - Apr 22
Total with taxes and fees
This all-inclusive resort features free water park access, a full-service spa, and 9 restaurants. Relax with beach cabanas, sun loungers, and beach umbrellas. ...
Resort was really great. It's huge and so much to do. They really have everything you can think of, multiple pools, tons of restaurants and dedicated areas for the kids and lots of entertainment every single night. The food was great. Our room was amazing (we got the swim out - highly recommend 10/10). ...

Reviewed on Apr 19, 2026

Opens in a new windowPrincess Grand Jamaica Resort - All Inclusive
Toby's Resort

Toby's Resort

3 out of 5
1 Kent Avenue Montego Bay Saint James
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $118 total per night from Apr 21 to Apr 22
$118 total
Apr 21 - Apr 22
Total with taxes and fees
This hotel features 2 outdoor pools, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A poolside ...
Clean room Liked first floor with a patio Good location to beaches and restaurants Would definitely go back

Reviewed on Apr 18, 2026

Opens in a new windowToby's Resort
Hotel 39 Jamaica

Hotel 39 Jamaica

4.5 out of 5
39 Jimmy Cliff Boulevard Montego Bay
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $138 total per night from Apr 29 to Apr 30
$138 total
Apr 29 - Apr 30
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 ...
Breakfast menu was fresh. Staff was pleasantly.

Reviewed on Apr 19, 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
$213 nightly
The price is $235 total per night from May 5 to May 6
$235 total
May 5 - May 6
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, ...
This hotel was the worst that I have ever stayed in when I arrived the lobby was so humid hot and dark very depressing looking me and my godmother ate lunch the first day and their was flies all over the table where we ate couldn’t even eat with the flies returning back to the table when we swatted ...

Reviewed on Apr 19, 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
$253 nightly
The price is $295 total per night from May 12 to May 13
$295 total
May 12 - May 13
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 ...
Infinity pool was clean and well maintained. The staff were very friendly. And the food was really good.

Reviewed on Apr 19, 2026

Opens in a new windowGrand Palladium Jamaica Resort & Spa All Inclusive
Hotel Riu Negril - All Inclusive

Hotel Riu Negril - All Inclusive

3.5 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, ...
Good amazing! Shantoy and Christopher exceptional! Rooms were okay- my building had a fencing that was broken and people were trying to climb fencing which scared us and our neighbors. Romantic dinner was delicious and beautiful. Overall good experience

Reviewed on Apr 16, 2026

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
$253 nightly
The price is $295 total per night from May 20 to May 21
$295 total
May 20 - May 21
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 ...
Only issue is the air condition does not make the rooms cool and comfortable the rooms stayed stuffy and moist

Reviewed on Apr 18, 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 $118. 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.

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