Coolboy Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Coolboy

Price found within the past 48 hours. Click for updated prices.
O'Donoghue's

O'Donoghue's

2 out of 5
City Centre Dublin
Price was €292, price is now €215 per person
€215
per person
16 Oct - 18 Oct
found 1 day ago
Return flight included
Birmingham (BHX) to Dublin (DUB)
8/10 Very good! (213 reviews)
Great location. Perfect for our stay.

Reviewed on 2 Aug 2026

Ruby Molly Hotel Dublin by IHG

Ruby Molly Hotel Dublin by IHG

4 out of 5
City Centre Dublin
Price was €311, price is now €292 per person
€292
per person
16 Oct - 18 Oct
found 1 day ago
Return flight included
Birmingham (BHX) to Dublin (DUB)
9.4/10 Exceptional! (4,018 reviews)

Top hotels in Coolboy

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 €129 per night from 30 Aug to 31 Aug
€129
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (671 reviews)
"Z"

Reviewed on 2 Aug 2026

Riverside Park Hotel and Leisure Club
Brooklodge & Macreddin Village

Brooklodge & Macreddin Village

4 out of 5
Macreddin Village Macreddin Village Wicklow
The price is €154 per night from 16 Aug to 17 Aug
€154
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (438 reviews)
"What a fantastic place. The hotel met every need for our one night stay."

Reviewed on 4 Aug 2026

Brooklodge & Macreddin Village
Mount Wolseley Hotel, Golf and Spa Resort

Mount Wolseley Hotel, Golf and Spa Resort

4 out of 5
Wolseley Estate Tullow Carlow
Fully refundableReserve now, pay when you stay
The price is €124 per night from 2 Sept to 3 Sept
€124
2 Sept - 3 Sept
includes taxes & fees
8.6/10 Excellent! (288 reviews)
"We really enjoyed our stay and would highly recommend to all thanks for a fantastic stay!"

Reviewed on 5 Aug 2026

Mount Wolseley Hotel, Golf and Spa Resort
See all 173 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 €215 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.