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Hotels in Trenchtown

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Nov 19 - Nov 20
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Nov 20 - Nov 21
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Nov 21 - Nov 23
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Nov 28 - Nov 30

Where to stay in Trenchtown?

Exterior
Chillinn at Duke

Chillinn at Duke

2.0 star property
1.6 km from Trenchtown
9.0 out of 10, Wonderful, (32)
Chillinn at Duke
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.
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When is the best time to visit Kingston?

Our prices for hotels in Kingston are cheapest in September
Price trends for hotels in Kingston
Pricing is based on two traveler single night rates
View properties in November

Top landmarks in Trenchtown

Carib 5 Cinema

If you're planning a bit of sightseeing head to Carib 5 Cinema— just one of the monuments in Trenchtown.
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Trench Town Culture Yard

If museums are on your list, you might want to check out the upcoming exhibitions at Trench Town Culture Yard in Trenchtown. If you want to see more of the museums in Kingston, National Gallery of Jamaica and Bob Marley Museum aren't far.
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Check out reviews of Trenchtown hotels guests love

Shirley Retreat Hotel

Shirley Retreat Hotel

10/10 Excellent
"I recently stayed at the Shirley Retreat Hotel in Jamaica and had a truly wonderful experience. Check-in and check-out were both quick and easy, which made the entire stay feel smooth from start to finish. My room was spotless, the bathroom was very clean, the sheets were crisp and fresh, and the King bed was incredibly comfortable. The staff added even more to the stay. The security guard at night, Patrick, and another gentleman who worked during the day were always present on the property and consistently kind in every interaction. Their warm and attentive presence made me feel safe and welcomed throughout my stay. Breakfast each morning was very good and filling, and overall the property is perfect for a quick trip. While it doesn’t have the typical hotel amenities like a bar or pool, it provides exactly what you need if you’re in Kingston to rest and recharge for the next day. They also clean the room daily with fresh sheets and towels. I was extremely pleased with my stay and definitely plan to return in the future. The cost to stay here was at least 60% less than the major hotels in the area like the S Hotel, AC Hotel and R Hotel. The Shirley Retreat Hotel exceeded my expectations, and I highly recommend it to anyone visiting Kingston."
Stefan 2-night trip
Posted 2 days ago
Shirley Retreat Hotel
Find out more about Trenchtown

What's Trenchtown Like?

If you're in search of the perfect part of the city to explore, why not consider Trenchtown? While you're here, you can spend a relaxing day at Serenity Park and Wynter's Park. There's plenty more to see, including Carib 5 Cinema and Trench Town Culture Yard.

How to Get to Trenchtown

Flying to:

  • Norman Manley Intl. Airport (KIN), 3.6 mi (5.8 km) from Trenchtown
  • Ocho Rios (OCJ-Ian Fleming Intl.), 30.9 mi (49.8 km) from Trenchtown

Things to See and Do in and around Trenchtown

What to See in Trenchtown

  • Carib 5 Cinema
  • Serenity Park
  • Wynter's Park

Things to Do near Trenchtown:

  • Trench Town Culture Yard (0.6 mi/0.9 km away)
  • National Gallery of Jamaica (1.6 mi/2.5 km away)
  • Bob Marley Museum (2.6 mi/4.1 km away)
  • Manor Park Plaza (4.4 mi/7.1 km away)
  • Little Theater (1.2 mi/2 km away)

When Is the Best Time to Visit Kingston?

  • Hottest months: August, July, September, June (average 82°F)
  • Coldest months: January, February, March, December (average 76°F)
  • Rainiest months: October, September, May, June (average 6 inches of rainfall)

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