Cross Roads Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Bar (on property)
    Aug 1 - Aug 4

    R Hotel Kingston + Flight

    New Kingston
    3 nights
    4.0 star property
    8.4/10 - Very Good (1,182 reviews)
    "We enjoyed our stay at the R hotel. Our room was very spacious and clean. We also enjoyed the authentic Jamaican breakfast, very tasty. The hotel is also a good location in Kingston. It's near Devon House and was near enough to the other places we needed to go."
    Reviewed May 26, 2026
    Roundtrip • Tokyo (NRT) - Kingston (KIN)
    NRT - KIN • 2 stops KIN - NRT • 2 stops
    ￥495,941
    ￥471,666
    per traveler
    found 23 hours ago
    R Hotel Kingston
  • Inn Seaclusion | Egyptian cotton sheets, premium bedding, in-room safe
    Aug 1 - Aug 4

    Sea Cliff Resort + Flight

    Long Bay
    3 nights
    3.0 star property
    8.2/10 - Very Good (200 reviews)
    "Ideal location. Building is poorly maintained. Rotten eves, bathroom fixtures are loose, locks on doors are rusted and falling off. Unable to lock and secure doors properly. Books and magazines in the reception area needs to be dusted and organized. Staff was friendly and helpful."
    Reviewed May 25, 2026
    Roundtrip • Tokyo (NRT) - Kingston (KIN)
    NRT - KIN • 2 stops KIN - NRT • 2 stops
    ￥517,271
    ￥475,943
    per traveler
    found 23 hours ago
    Sea Cliff Resort
  • Outdoor pool, pool umbrellas, sun loungers
    Aug 1 - Aug 4

    Strawberry Hill + Flight

    Irish Town
    3 nights
    4.0 star property
    9.0/10 - Wonderful (163 reviews)
    "I have nothing but good things to say about this place— first, my room was spotless. Second, the staff was amazing Miss Jasett, Miss Bernice, Miss Marva… and I am sure I am missing a few but they treated me like family. The staff that helped with my bags, came to turn down my bed or simply gave me extra water… loved them all! The driver that took me to the airport - Lancelot, he is so funny- we had the best ride down the mountain. And of course, the views… who doesn’t know about the views?!..."
    Reviewed May 25, 2026
    Roundtrip • Tokyo (NRT) - Kingston (KIN)
    NRT - KIN • 2 stops KIN - NRT • 2 stops
    ￥531,434
    ￥495,962
    per traveler
    found 23 hours ago
    Strawberry Hill
  • Exterior
    Aug 1 - Aug 4

    The Jamaica Pegasus Hotel + Flight

    New Kingston
    3 nights
    3.5 star property
    8.6/10 - Excellent (1,005 reviews)
    "The property was nice and the majority of the staff were very professional and polite. We did run into a problem with the drain in the shower not draining. When we brought this matter to the attention of housekeeping they didn't seem like they were interested in solving the problem quickly. After a few conversations and the drain not being able to be adequately cleared we were transferred to a new room. We escalated the issue to management and Ms. Edwards made it right. She was grateful for..."
    Reviewed May 25, 2026
    Roundtrip • Tokyo (NRT) - Kingston (KIN)
    NRT - KIN • 2 stops KIN - NRT • 2 stops
    ￥525,370
    ￥490,565
    per traveler
    found 23 hours ago
    The Jamaica Pegasus Hotel
  • 2 bars/lounges, poolside bar
    Aug 1 - Aug 4

    The Courtleigh Hotel and Suites + Flight

    New Kingston
    3 nights
    4.0 star property
    9.2/10 - Wonderful (1,003 reviews)
    "The staff were very friendly and helpful and made my stay very enjoyable."
    Reviewed May 24, 2026
    Roundtrip • Tokyo (NRT) - Kingston (KIN)
    NRT - KIN • 2 stops KIN - NRT • 2 stops
    ￥504,918
    ￥484,446
    per traveler
    found 23 hours ago
    The Courtleigh Hotel and Suites

Where to stay in Cross Roads

Find the best Cross Roads areas and neighborhoods for the activities you enjoy most. Learn more about Cross Roads
New Kingston

New Kingston

3 out of top 10 points of interest in this area

Discover urban parks like Emancipation Park and Hope Gardens, or explore landmarks such as the Bob Marley Museum. Enjoy the redeveloped waterfront area with hotels, shops, and cultural centers, while easily navigating via buses and taxis.

Find hotels in New Kingston

Cross Roads Hotel Deals

S Hotel Kingston

S Hotel Kingston

4.5 out of 5
1 St Lucia Avenue Kingston Saint Andrew
Fully refundableReserve now, pay when you stay
The price is ￥27,199 per night from May 29 to May 30
￥27,199
￥34,448 total
May 29 - May 30
includes taxes & fees
9.4/10 Exceptional! (1,670 reviews)
"One of my all time favorite hotels! Can’t wait to be back. The staff are amazing and really welcoming and helpful. I could lay by the pool all day!"

Reviewed on May 25, 2026

S Hotel Kingston
R Hotel Kingston

R Hotel Kingston

4 out of 5
2 Renfrew Road , Kingston 10, Jamaica Kingston Jamaica
Fully refundableReserve now, pay when you stay
The price is ￥28,488 per night from May 29 to May 30
￥28,488
￥34,914 total
May 29 - May 30
includes taxes & fees
8.4/10 Very Good! (1,182 reviews)
"Yes"

Reviewed on May 26, 2026

R Hotel Kingston
ROK Hotel Kingston, Tapestry Collection by Hilton

ROK Hotel Kingston, Tapestry Collection by Hilton

4 out of 5
2-4 King Street Kingston
Fully refundableReserve now, pay when you stay
The price is ￥25,397 per night from Jun 19 to Jun 20
￥25,397
￥31,366 total
Jun 19 - Jun 20
includes taxes & fees
9/10 Wonderful! (1,238 reviews)
"Great location in Jamaica"

Reviewed on May 26, 2026

ROK Hotel Kingston, Tapestry Collection by Hilton
See all 1,591 properties in Cross Roads
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

How much does a Cross Roads vacation package cost?
We make it simple to see the world, with Cross Roads packages starting from as low as . You'll have the flexibility to bundle your favorite airlines, hotels and car rental. For the ultimate getaway, why not add a few tours and activities to your travel itinerary?
How do I get a cheap travel package to Cross Roads?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we've got them all covered. Select the combination that suits you and see your savings stack up. Of course, a travel package is never one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 hotels across the globe, which lets you customize your Cross Roads getaway.
Where should I stay in Cross Roads?
If you love being in the middle of the action, stay near National Gallery of Jamaica. Many vacationers book a hotel around this renowned attraction.
How far in advance should I book my Cross Roads vacation?
Get rewarded with the biggest variety at the lowest prices by booking your trip to Cross Roads nice and early. Air carriers typically advertise tickets around a year prior to departure, so secure your spot as soon as possible. That being said, Expedia is committed to providing you with the best deals around, so it's always a good time to book your dream vacation!
What does an Expedia Cross Roads travel package include?
It's up to you! You can pick from a variety of Cross Roads bundles, such as a flight, rental car and hotel. You can also book a flight with a hotel, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your perfect Cross Roads trip looks like, get ready to save!
What should I know before booking a Cross Roads travel package?
You can look forward to saving with an Expedia travel package. Combine your flights, rental cars and hotels and unlock fabulous discounts. Hotels aren't your only option, however. Book with us and select from beach villas, rural cottages and just about everything in between!
Can I choose my airline with a Cross Roads Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Cross Roads vacation package?
We totally understand that life doesn't always go according to plan. If you've booked a Cross Roads vacation package and have to cancel or amend it, we can help. We recommend taking a look at our Customer Service Portal first for information. But in general, if you've taken out your package in the last 24 hours, you may be able to cancel or amend your itinerary at no cost. If it's been more than 24 hours, your airline, hotel or car rental company may charge a fee.

Discover the most popular places to visit in Cross Roads

Bob Marley Museum

Bob Marley Museum

Learn how a poor Jamaican man from Trench Town became an international pop star thanks to his thought-provoking lyrics and feel-good reggae music.

Bob Marley Museum
Devon House

Devon House

Explore the opulent home of Jamaica’s first black millionaire, go shopping and sample the famous ice cream in the mansion’s courtyard.

Devon House
National Gallery of Jamaica

National Gallery of Jamaica

Discover the most famous Jamaican artists of the last 100 years in the oldest museum in the Anglophone Caribbean.

National Gallery of Jamaica

Things to do

displays at the bob marley museum in Jamaica

Kingston Tour & Bob Marley Museum Admission

￥12,691
per adult
74% of travellers recommend
Kingston Tour & Bob Marley Museum Admission
Kingston Dub Club Sundays

Kingston Dub Club Sundays

￥10,199
per adult
Kingston Dub Club Sundays
City Tour of Kingston Including Entry Fees

Cultural City Tour of Kingston

￥16,475
per adult
Cultural City Tour of Kingston
See all activities in Kingston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.