Coolboy Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Coolboy Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Point A Liberties

Point A Liberties

3 out of 5
City Centre Dublin
Price was S$1,808, price is now S$1,369 per person
S$1,369
per person
15 Oct - 21 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to Dublin (DUB)
8.4/10 Very Good! (46 reviews)
Found the bed to be unbelievably comfy, staff were lovely all round great experience!

Reviewed on 20 Aug, 2025

Point A Hotel Dublin Parnell Street

Point A Hotel Dublin Parnell Street

3.5 out of 5
City Centre Dublin
Price was S$1,855, price is now S$1,454 per person
S$1,454
per person
15 Oct - 21 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to Dublin (DUB)
9/10 Wonderful! (2,864 reviews)
Great stay, nice and close to popular areas. Bus stops right around the corner.

Reviewed on 18 Aug, 2025

The Morrison Dublin, Curio Collection by Hilton

The Morrison Dublin, Curio Collection by Hilton

5 out of 5
City Centre Dublin
Price was S$2,129, price is now S$1,682 per person
S$1,682
per person
15 Oct - 21 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to Dublin (DUB)
9.4/10 Exceptional! (1,004 reviews)
Three star only because of the location. Walkable to everything Old Town, Jameson, Guinness etc…. The only thing you are paying for with this hotel is the location and the great fact that the rooms have A/C which we needed on our trip in August. They put us in a room with view of scaffolding without letting us know. For the price of this room there should have been some notification. Aweful view and definitely not 5 star service at all.

Reviewed on 19 Aug, 2025

The Wilder

The Wilder

4 out of 5
City Centre Dublin
Price was S$2,369, price is now S$1,879 per person
S$1,879
per person
8 Oct - 14 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to Dublin (DUB)
9.6/10 Exceptional! (664 reviews)
Excellent hotel, beautiful rooms and an exceptional breakfast. I would say the nearby tram stop had some sketchy ppl the evening tho. Overall would definitely reco.

Reviewed on 18 Aug, 2025

Druids Glen Hotel & Golf Resort

Druids Glen Hotel & Golf Resort

5 out of 5
Price was S$1,759, price is now S$1,397 per person
S$1,397
per person
15 Oct - 21 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to Dublin (DUB)
9.4/10 Exceptional! (376 reviews)
Very little to say, other than superb. Staff as always amazing. Everything from Check-in to check-out was excellent.

Reviewed on 12 Jul, 2025

Top hotels in Coolboy

The Glendalough Hotel

The Glendalough Hotel

3 out of 5
Derrybawn, Glendalough, Co., Wicklow, Glendalough, WICKLOW IRELAND
Fully refundableReserve now, pay when you stay
The price is S$256 per night from 4 Sept to 5 Sept
S$256
4 Sept - 5 Sept
includes taxes & fees
7.8/10 Good! (93 reviews)
Dated but can’t beat the location
"Dated but well appointed hotel - the location cannot be beat if you want to explore the park and the Glendalough cathedral and round tower ruins. So beautiful!"

Reviewed on 21 Aug, 2025

The Glendalough Hotel
Riverside Park Hotel and Leisure Club

Riverside Park Hotel and Leisure Club

4 out of 5
The Promenade, Enniscorthy, Wexford
Fully refundableReserve now, pay when you stay
The price is S$191 per night from 31 Aug to 1 Sept
S$191
31 Aug - 1 Sept
includes taxes & fees
8.8/10 Excellent! (597 reviews)
"Sadly this was only a short overnight stay, arriving mid-evening and departing early, between getting off the ferry at Rosslare and driving west the next day. Even though it was a bank holiday and there was the Fleadh in Wexford, so the hotel was fully occupied, the staff coped very well. Our room ..."

Reviewed on 18 Aug, 2025

Riverside Park Hotel and Leisure Club
Brooklodge & Macreddin Village

Brooklodge & Macreddin Village

4 out of 5
Macreddin Village, Macreddin Village, Wicklow
Fully refundableReserve now, pay when you stay
The price is S$244 per night from 2 Sept to 3 Sept
S$244
2 Sept - 3 Sept
includes taxes & fees
9/10 Wonderful! (380 reviews)
"Loved everything about it. Very friendly staff, good food, beautiful grounds, free bikes to borrow."

Reviewed on 15 Aug, 2025

Brooklodge & Macreddin Village
See all 175 properties in Coolboy
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 Coolboy holiday package cost?
Offering great value package deals from S$1,369 on Expedia, you'll be surprised at how little a holiday to Coolboy costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Coolboy?
January, February and November are great times to look for cheap Coolboy holiday packages. Choosing to travel in quieter months means you'll typically find lower prices on hotels and flights.
How many days is enough for Coolboy?
With a well-planned itinerary, you can easily hit the most popular Coolboy attractions in a handful of days. But if you'd like to discover lesser-known spots or go on day trips, consider booking your Coolboy holiday for longer.
How to find the best Coolboy package deals?
Begin your search for a Coolboy package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Coolboy package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Coolboy adventure off to a flying start.
Is it cheaper to book a Coolboy holiday as a package?
You can enjoy significant savings on your Coolboy retreat by booking a personalised holiday package. Check the "Package" heading, then select your destination and travel dates to view some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Coolboy?
If you're considering an impromptu Coolboy getaway, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Coolboy?

  1. Choose when to get away: Check your diary and get packing. Your favourite season and the activities available will also help you decide when to escape to Coolboy.
  2. Plan your budget wisely: On top of the cost of your accommodation, you'll need to factor in other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that may come up during your trip to Coolboy.
  3. Decide your trip length: Consider how long you want to spend discovering Coolboy. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to pick a Coolboy holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.