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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
$409 nightly
The price is $475 total per night from Jul 27 to Jul 28
$475 total
Jul 27 - Jul 28
Total includes taxes and fees
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free property. Traveling on business? Take advantage of the 24-hour business ...
"Quiet. Beautiful. Great service"

Reviewed on Jul 20, 2025

S 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
$399 nightly
The price is $399 total per night from Jul 23 to Jul 24
$399 total
Jul 23 - Jul 24
Total includes 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. ...
"Beautiful place! Great food options and strong drinks!"

Reviewed on Jul 18, 2025

Princess 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
$448 nightly
The price is $448 total per night from Aug 19 to Aug 20
$448 total
Aug 19 - Aug 20
Total includes 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. ...
"Everything was amazing food staff you can definitely book"

Reviewed on Jul 19, 2025

Princess Grand Jamaica Resort - All Inclusive
Hotel Riu Palace Tropical Bay - All Inclusive

Hotel Riu Palace Tropical Bay - All Inclusive

4 out of 5
Norman Manley Boulevard, Bloody Bay Beach, Negril, Westmoreland
$280 nightly
The price is $326 total per night from Aug 19 to Aug 20
$326 total
Aug 19 - Aug 20
Total includes taxes and fees
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 ...
"Beautiful resort with a beautiful beach. Service was great. Sophi was the best."

Reviewed on Jul 19, 2025

Hotel Riu Palace Tropical Bay - All Inclusive
Secrets St. James Montego Bay - Luxury - Adults Only - All Inclusive

Secrets St. James Montego Bay - Luxury - Adults Only - All Inclusive

5 out of 5
Lot 59A Freeport, Montego Bay, Saint James
Fully refundableReserve now, pay when you stay
$474 nightly
The price is $474 total per night from Aug 17 to Aug 18
$474 total
Aug 17 - Aug 18
Total includes taxes and fees
This all-inclusive property features a private beach, a casino, and a full-service spa. Enjoy a day at the beach surfing, or relax with sun loungers. Enjoy a ...
"Excellent experience!"

Reviewed on Jul 18, 2025

Secrets St. James Montego Bay - Luxury - Adults Only - All Inclusive
Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive

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

5 out of 5
Lot 59A Freeport, Seawind Key Investments Ltd, Montego Bay, Saint James
Fully refundableReserve now, pay when you stay
$490 nightly
The price is $490 total per night from Aug 17 to Aug 18
$490 total
Aug 17 - Aug 18
Total includes taxes and fees
This all-inclusive property features a private beach, a casino, and a full-service spa. Spend a day at the beach surfing, or relax with sun loungers and beach ...
"Staff was great"

Reviewed on Jul 18, 2025

Secrets Wild Orchid Montego Bay - Luxury - Adults Only - All Inclusive
Grand Palladium Jamaica Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

5 out of 5
The Point, Lucea, Hanover
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 ...
"The property was nice, but not the best I've visited in the Caribbean. Food quality was excellent. The amenity was promised but never arrived, and I received no compensation for missing my first day due to weather issues with the airline. Typical timeshare property in which the priority is to sell ..."

Reviewed on Jul 18, 2025

Grand Palladium Jamaica Resort & Spa All Inclusive
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
$201 nightly
The price is $221 total per night from Aug 6 to Aug 7
$221 total
Aug 6 - Aug 7
Total includes taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free property. Families will appreciate the onsite laundry facilities, ...
"It was amazing, staff was great & helpful & for a solo trip I felt satisfied. Thank you again"

Reviewed on Jul 19, 2025

Deja Resort All Inclusive
SeaGarden Beach Resort - All Inclusive

SeaGarden Beach Resort - All Inclusive

3.5 out of 5
8 Kent Avenue, Montego Bay, Saint James
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $242 total per night from Aug 20 to Aug 21
$242 total
Aug 20 - Aug 21
Total includes taxes and fees
A nightclub, 3 restaurants, and 2 outdoor tennis courts are all featured at this all-inclusive property. Relax with a drink at one of the 4 bars/lounges and ...
"Consistent cleaning, friendly workers, food was excellent, place was beautiful!"

Reviewed on Jul 18, 2025

SeaGarden Beach Resort - 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 $221. 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 1,470 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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