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

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 $189. 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 1,582 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

5 out of 5

Posted 4 hours ago

Travelocity Verified Review

"Staff was friendly. Breakfast was excellent. Extremely convenient location."

A verified traveler stayed at Hotel 39 Jamaica

Royalton Negril, An Autograph Collection All-Inclusive Resort

5 out of 5

Posted 12 hours ago

Travelocity Verified Review

"Our room was very clean, and the staff were absolutely amazing! My butlers, Okeen and Nicholas, were outstanding. They were incredibly helpful, attentive, and always on top of everything. They made us feel so welcome and truly went above and beyond to ensure we had an unforgettable experience. The bartenders were also fantastic and very personable. Carrieanne was so much fun and made some amazing drinks! Everyone we encountered helped make our stay special. This was absolutely the best vacation I’ve ever had! The exceptional service, welcoming atmosphere, and amazing staff made the entire experience unforgettable. Thank you to the entire team for going above and beyond to make our vacation so incredible. We can’t wait to come back! ❤️"

A verified traveler stayed at Royalton Negril, An Autograph Collection All-Inclusive Resort

Princess Grand Jamaica Resort - All Inclusive

4 out of 5

Posted 1 day ago

Travelocity Verified Review

"This stay was a lovely family weekend stay overall. The biggest issue for us was the buffet. It was average, repetitive, had no flow to the order (eg: no ketchup at kids nugget station/no milk by breakfast station) There was a lack of ice cream flavours and overall desserts for kids. However, the dinners at the restaurants were so good! Food, choice and service. Unfortunately families are not allowed to cross into the adult section and dine. Another minor issue we had. The adults are allowed to cross into our section and use up our family amenities like cabanas, and it makes our bar and food areas over crowded with a very different vibe at the entertainment pool…this is not uncommon for adult/family shared sites. Just a general remark we notice. Kids zone and splash park really good! Unfortunately our room had a drainage smell on the second day onwards from the toilet and shower, we reported but nothing was done so we just tried to manage it ourselves. It was a good and memorable stay overall. Staff are great."

A verified traveler stayed at Princess Grand Jamaica Resort - All Inclusive

Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

4 out of 5

Posted 5 days ago

Travelocity Verified Review

"I enjoyed my stay at Azul. The property was beautiful, the staff was fantastic and the food was great. The furniture in the room and certain places were a bit dated but outside of that, everything was fine. The seven mile beach was incredible and they put on a good show at nice, There is a club with a DJ that starts at 11pm and ends around 1. All in all, I had a great time and would visit again."

A verified traveler stayed at Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

Explore More Ways to Travel with Travelocity

All-inclusive Resorts in Lucea

Book Hotels in Middlesex

Filter by

Top Middlesex hotels

Princess Grand Jamaica Resort - All Inclusive

Hotel 39 Jamaica

SeaGarden Beach Resort - All Inclusive

Princess Senses The Mangrove Resort - Adults Only

Deja Resort All Inclusive

Hotel Riu Negril - All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

Royalton Negril, An Autograph Collection All-Inclusive Resort

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Frequently asked questions

Recent Middlesex hotel reviews by fellow wanderers

Hotel 39 Jamaica

Royalton Negril, An Autograph Collection All-Inclusive Resort

Princess Grand Jamaica Resort - All Inclusive

SeaGarden Beach Resort - All Inclusive

Azul Beach Resort Negril, Gourmet All Inclusive by Karisma

Explore More Ways to Travel with Travelocity

Wander Wisely with the Travelocity app