Coolboy Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Coolboy

Arklow Bay Hotel
Arklow Bay Hotel
4 out of 5
Sea Road 1, Arklow, Wicklow
Fully refundableReserve now, pay when you stay
The price is S$176 per night from 27 Nov to 28 Nov
S$176
includes taxes & fees
27 Nov - 28 Nov
8.4/10 Very Good! (402 reviews)
"Great service from check in to check out. Rooms were comfortable and clean. Nice bar area and lovely breakfast. Convenient for walking to the town centre. Lovely location near the bay."

Reviewed on 17 Nov,2024

Arklow Bay 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$138 per night from 26 Nov to 27 Nov
S$138
includes taxes & fees
26 Nov - 27 Nov
8.8/10 Excellent! (533 reviews)
Lovely hotel
"Lovely hotel , very clean and staff arw friendly. Bar menu not alot of option but the restaurant has.Lovely food and breakfast was gorgeous. Will come again."

Reviewed on 24 Oct,2024

Riverside Park Hotel and Leisure Club
Brooklodge & Macreddin Village
Brooklodge & Macreddin Village
4 out of 5
Macreddin Village, Macreddin Village, Wicklow
The price is S$230 per night from 28 Nov to 29 Nov
S$230
includes taxes & fees
28 Nov - 29 Nov
9/10 Wonderful! (337 reviews)
Nice stay
"Good stay. Nice food. Room was clean but fairly basic for the price (but I was staying on a bank holiday). Overall it was a nice stay though."

Reviewed on 28 Oct,2024

Brooklodge & Macreddin Village
See all 148 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?
Customize your Coolboy holiday package from as little as . Choose from any combination of hotels, flights and rental cars to create the getaway you’ve been dreaming about for ages. Don’t forget to add on a few activities!
How do I get a cheap travel package to Coolboy?
Bundle your bookings with Expedia to save on your next exciting adventure. With over 550 air carriers and 1,000,000 hotels around the globe, your Coolboy holiday package can be customized exactly to suit your travel style. With all that extra cash, why not throw in some exciting activities and tours? It’s an easy way to unlock even more savings. That holiday you’ve always dreamed of in Coolboy is much closer than you thought!
Where should I stay in Coolboy?
If you’ll be visiting Coollattin Golf Club, skip commuting and find someplace to stay nearby. It’s one of the most popular attractions in this neighbourhood.
How far in advance should I book my Coolboy holiday?
While prices do change, we generally recommend booking your seats as soon as possible. Most international fares are found on Expedia up to a year in advance. If you’re booking last minute, you may still get lucky. Cheaper tickets to Coolboy occasionally appear just weeks before departure.
What does an Expedia Coolboy travel package include?
With Expedia, you can choose a combination of flights, car rentals and hotels to create your perfect Coolboy package. Once you’ve made your booking, you can add on fun stuff like day tours and activities. Remember, the more you bundle, the bigger the savings!
What should I know before booking a Coolboy travel package?
Find deals to suit your budget with an Expedia package. Hotels, airfares, rental cars — we’ve got all of them. You’ll save big dollars just by bundling your bookings. Whether you’re embarking on a snow and ski adventure or venturing someplace warm, your dream getaway is just a few clicks away.
Can I choose my airline with a Coolboy Expedia holiday package?
Expedia has access to more than 550 partner airlines worldwide, so you definitely can. Just pick the airline you want and create your ideal Coolboy trip.
If I'm not able to travel, can I cancel my Coolboy holiday package?
We get it — life sometimes gets in the way of your plans. If you’ve booked a Coolboy holiday package and need to cancel or change it, we’re here to help. We suggest visiting our Customer Service Portal first for information. But generally speaking, if you’ve taken out your package in the last 24 hours, you may be able to cancel and rebook at no cost. If it’s been more than 24 hours, your airline, hotel or car rental company may impose a charge.

* 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.