When is the best time to go to Success?

The best time to go to Success, San Juan, Trinidad and Tobago, is during the dry season, which runs from January to May. This period offers consistently sunny days with lower humidity, making it ideal for exploring and enjoying outdoor activities. You'll find the weather pleasant for visiting local markets, taking a stroll along the waterfront, or simply relaxing. The dry season also coincides with some of the island's most vibrant cultural festivals, offering an enriching experience for those interested in local traditions. For travellers looking to avoid larger crowds and potentially secure better value on accommodation and flights, the shoulder months of January and May are particularly good.

Can I cancel my hotel reservation on Expedia?

Many Expedia hotel reservations are refundable, provided that you cancel before the hotel’s cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Success hotel for you.

How much is the nightly rate at a Success hotel?

Hotel prices in Success often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

10 Best Hotels in Success, Port of Spain for 2026

A monument with a statue, green benches, and a park with a building in the background.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Success hotels

An outdoor seating area with tables and chairs, palm trees, and a view of the ocean.

1. Hyatt Regency Trinidad

Downtown Port of Spain, 3.5 km from Success

KATHRYN

CA $347 total

includes taxes & fees

Oct 24 - Oct 25

A bar area with a long counter, multiple seating options, and a variety of glassware displayed on shelves.

2. Kapok Hotel

4.8 km from Success

Kareem

CA $272 total

includes taxes & fees

Oct 10 - Oct 11

An indoor swimming pool with a tiled edge, a ceiling with geometric patterns, and a mural of a tropical scene.

3. Alicia's Palace

St. Anns, 5.3 km from Success

Jemell

CA $113 total

includes taxes & fees

Oct 31 - Nov 1

A resort pool area with lounge chairs and umbrellas, surrounded by palm trees and modern buildings.

4. Hilton Trinidad & Conference Centre

3.7 km from Success

Navindra

CA $347 total

includes taxes & fees

Oct 22 - Oct 23

A hotel with outdoor seating and a sign reading "The Normandie".

5. The Normandie Hotel

St. Anns, 4.2 km from Success

Chinelle

CA $163 total

includes taxes & fees

Oct 5 - Oct 6

A hotel with a swimming pool, palm trees, and a view of the ocean.

6. Radisson Hotel Trinidad

Downtown Port of Spain, 3.5 km from Success

Jasmine

CA $331 total

includes taxes & fees

Oct 10 - Oct 11

A modern living room with a flat-screen TV, a coffee table, and two grey sofas.

7. Tstays Smart Hotel

Woodbrook, 4.1 km from Success

sukhjinder

CA $143 total

includes taxes & fees

Oct 5 - Oct 6

A modern hotel with a pool area, lounge chairs, and outdoor seating.

8. The BRIX, Autograph Collection

St. Anns, 3.8 km from Success

Mellena

CA $414 total

includes taxes & fees

Oct 16 - Oct 17

9. Woodbrook on the Avenue

Woodbrook, 4.1 km from Success

Karen

CA $121 total

includes taxes & fees

Oct 5 - Oct 6

A corridor with a glass ceiling, columns, and various plants.

10. Cascadia Hotel

St. Anns, 4.2 km from Success

Abeo

CA $151 total

includes taxes & fees

Oct 5 - Oct 6

A pool area with a view of palm trees, a covered seating area with chairs, and a tiled floor.

11. Courtyard by Marriott Port Of Spain

5.6 km from Success

KEVIN

CA $443 total

includes taxes & fees

Oct 16 - Oct 17

A bedroom with a bed, a laptop, and a person holding a mug.

12. Queen's Comfort Inn

St. Anns, 3.7 km from Success

Loteria

CA $147 total

includes taxes & fees

Oct 5 - Oct 6

A hotel reception area with a reception desk, a television mounted on the wall, and a hallway leading to other rooms.

13. Culture Crossroads Inn

Saint James, 5.7 km from Success

Neff

CA $140 total

includes taxes & fees

Oct 5 - Oct 6

A balcony with two white chairs and a small round table, overlooking a street with a church and a signboard.

14. Sundeck Suites

Newtown, 4.1 km from Success

Lincoln

CA $150 total

includes taxes & fees

Oct 5 - Oct 6

15. The Chancellor Hotel

St. Anns, 4.2 km from Success

Ashley

CA $207 total

includes taxes & fees

Nov 2 - Nov 3

A swimming pool with a tiled edge and a wooden deck surrounding it.

16. St Ann's Guest House Ltd.

St. Anns, 3.8 km from Success

Nelson

CA $180 total

includes taxes & fees

Oct 5 - Oct 6

A stone wall with a water feature cascading into a pool.

17. The Blue Mirage

4.4 km from Success

Michelle

CA $166 total

includes taxes & fees

Oct 5 - Oct 6

A narrow kitchen with a sink, stove, and refrigerator. A potted plant is on the counter, and a red rug is on the floor.

18. Port Lodge

2.7 km from Success

Eric A

CA $82 total

includes taxes & fees

Oct 11 - Oct 12

A spa area with a water feature, wooden seating, and a mural on the wall.

19. SherNest Guest House

3.8 km from Success

"The space is great it needs updating though. I saw from last year other guests suggested a few things that would make a guest’s stay much more enjoyable but those things one year later has not been done. We stayed for carnival and the distance to events held in the Savannah was amazing. Message to the owner(s) toilet paper holder, towel rack, shower door or curtain, spray for ants, fix bathroom door so it can close properly, a/c in living room, new pots, paper plates, plastic forks, kettle...

Lisa

CA $140 total

includes taxes & fees

Oct 5 - Oct 6

A beach with palm trees, clear blue water, and a sandy shore.

20. Melbourne Inn Trinidad

Woodbrook, 4.2 km from Success

Aisha

CA $103 total

includes taxes & fees

Oct 31 - Nov 1

View all properties

Where to stay in Success

Find the best Success areas and neighborhoods for the activities you enjoy most.

A historic stone church with a tall steeple and a clock tower.

Downtown Port of Spain

While visiting Downtown Port of Spain, you might make a stop by sights like Queen's Park Savannah Grand Stand and Queen's Park Savanah.

See properties

A port with cargo containers, a large ship, and a cityscape with buildings and mountains in the background.

Woodbrook

You'll enjoy the restaurants and live music in Woodbrook. You might want to make time for a stop at Hasely Crawford Stadium or Ariapita Avenue.

See properties

A large, ornate building with multiple towers and turrets, featuring intricate stonework and a mix of brick and stone materials.

St. Anns

The restaurants and waterfront are just a few features travelers like about St. Anns. If you want to do some sightseeing nearby, Queen's Hall and Royal Botanical Gardens are a few top places to visit.

See properties

Maraval

While Maraval isn't home to many top sights, Long Circular Mall and Royal Botanical Gardens are some notable places to visit nearby.

See properties

A densely populated urban area with a mix of residential buildings and modern high-rises.

Belmont

Belmont might not have many top sights, but Queen's Park Savanah and Queen's Park Savannah Grand Stand are two attractions nearby that you can check out.

See properties