Coolboy Holidays

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Coolboy Holiday

Our pick of the best Coolboy Hotel Deals

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 NZ$341 per night from 26 Aug to 27 Aug
NZ$341
26 Aug - 27 Aug
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 NZ$254 per night from 23 Sept to 24 Sept
NZ$254
23 Sept - 24 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 NZ$333 per night from 2 Sept to 3 Sept
NZ$333
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 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.