Wicklow Way Four Days
Your Walking Holiday Includes:
- Hike from Enniskerry to Glendalough
- Three nights’ in charming en-suite guesthouses.
- Private transfer to your first guesthouse.
- Breakfast each morning.
- Packed lunch when no local option
- We can cater for all dietary requirements
- Luggage transfers each day.
- An eSIM for your phone (if required)
- GPS track for your route
- Our latest waterproof walking notes
- Detailed walking maps.
- Use of walking poles if required
- Private transfer on the last day to Train
- Recommendations on the best places to visit.
- Our backup and support during your hike
Wicklow Way Four Day Itinerary
Our driver will meet you at Dublin airport or Dublin City for a private transfer to Enniskerry and your first night’s accommodation. Enniskerry is a charming little village and is home to Powerscourt House and Gardens, considered one of Europe’s finest house and gardens. This afternoon you can visit Powerscourt House and Gardens as well as their recently opened Whiskey Distillery for a tour and a tasting. The gardens are a real treat and the visit to Powerscourt can easily fill your afternoon.
If you still have energy, you can also enjoy a gentle walk to nearby Knocksink forest which should help warm you up for the first stage of the Wicklow Way tomorrow. Enniskerry Village has a number of nice coffee shops where you can get lunch and dinner is available at the village pub this evening.
Today is the start of the Wicklow Way and after breakfast our driver will bring you the short distance (15 minute transfer) to the Wicklow Way at nearby Crone Woods. The first half of the day has most of the ascent and you are rewarded with magnificent views out over the Glencree Valley and Powerscourt Waterfall.
Crossing the Dargle River you ascend again almost reaching the summit of Djouce Mountain at White Hill. The breath taking view here over Lough Tay is a classic and you can take a rest at the JB Malone monument. JB was the founder of the Wicklow Way. The second half of the day has much less ascent as you cross through the forest at Sleamaine, itself offering fine views over Roundwood and the Roundwood Lakes.
After breakfast you begin to make your way towards Glendalough. After an hour from your guesthouse, you start to ascend Paddock Hill and are treated to a stunning view over Laragh and towards the Glendalough Valley. Shortly you reach a hiker’s hut on the route which is the perfect place to take a break before descending and enjoying a delightful river section It is very peaceful, and you really feel in the heart of the Wicklow Mountains.
One final short ascent and you then descend through the tress into Glendalough. Glendalough has an upper and lower lake, and the upper lake has a spiritual quality that is appreciated by many visitors. The walk from Roundwood takes about 3-4 hours leaving you with plenty of time to enjoy the scenic surroundings, the visitors centre, or take a stroll along the lower lake or walk up to Laragh Village with its good restaurant and pub.
This morning after breakfast you have time to further explore the Glendalough Valley. We have designed a 10.5km, 205m ascent circular walk starting at the guesthouse which offers wide views over the Valley and the opportunity to visit the Upper Lake and Monastic Village.
After your hike we will come and collect you and bring you to Rathdrum train station where you can take the train north back towards Dublin. The train leaves early afternoon and the journey to Dublin takes about 80 minutes. If you need to leave earlier or later in the day just let us know as there is also the option of a bus to Dublin.
Booking and Rates
The price of the Four Day Wicklow Way Walking Holiday is 625€ per person sharing.
You can check our availability below or go to our Booking Form to make a reservation
Check Our Availability
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Wicklow Way Walking Holiday | Four Days Self Guided Hiking
What's Included on our Four Day Wicklow Way Walking Holiday
Our Wicklow Way Holidays
- Hike from Enniskerrry Village to Glendalough along the Wicklow Way
- Three nights’ accommodation with private bathroom in charming guesthouses along the Wicklow Way
- Private transfer from either Dublin Airport or Dublin City Centre to your first guesthouse.
- Breakfast each morning.
- Packed lunch for each day's hike when no suitable local options
- We can cater for many dietary requirements (eg. vegetarian, vegan, gluten free, no meat, no dairy).
- Luggage transfer between your guesthouse each day.
- An eSIM for your phone if required
- GPS track for your route
- A set of our latest waterproof walking notes for your route.
- Detailed walking maps.
- Use of walking poles if required
- Private transfer on the final day from your guesthouse to Rathdrum train station for scenic train to Dublin.
- Recommendations on the best places to visit, eat and drink each day along the Wicklow Way.
- Our backup and support during your walking holiday.
Itinerary of the Four Day Wicklow Way Walking Holiday
Our driver will meet you at Dublin airport or Dublin City for a private transfer to Enniskerry and your first night’s accommodation. Enniskerry is a charming little village and is home to Powerscourt House and Gardens, considered one of Europe’s finest house and gardens. This afternoon you can visit Powerscourt House and Gardens as well as their recently opened Whiskey Distillery for a tour and a tasting. The gardens are a real treat and the visit to Powerscourt can easily fill your afternoon. If you still have energy, you can also enjoy a gentle walk to nearby Knocksink forest which should help warm you up for the first stage of the Wicklow Way tomorrow. Enniskerry Village has a number of nice coffee shops where you can get lunch and dinner is available at the village pub this evening.
Today is the start of the Wicklow Way and after breakfast our driver will bring you the short distance (15 minute transfer) to the Wicklow Way at nearby Crone Woods. The first half of the day has most of the ascent and you are rewarded with magnificent views out over the Glencree Valley and Powerscourt Waterfall. Crossing the Dargle River you ascend again almost reaching the summit of Djouce Mountain at White Hill. The breathtaking view here over Lough Tay is a classic and you can take a rest at the JB Malone monument. JB was the founder of the Wicklow Way. The second half of the day has much less ascent as you cross through the forest at Sleamaine, itself offering fine views over Roundwood and the Roundwood Lakes.
After breakfast you begin to make your way towards Glendalough. After an hour from your guesthouse, you start to ascend Paddock Hill and are treated to a stunning view over Laragh and towards the Glendalough Valley. Shortly you reach a hiker’s hut on the route which is the perfect place to take a break before descending and enjoying a delightful river section It is very peaceful, and you really feel in the heart of the Wicklow Mountains. One final short ascent and you then descend through the tress into Glendalough.
Glendalough has an upper and lower lake, and the upper lake has a spiritual quality that is appreciated by many visitors. The walk from Roundwood takes about 3-4 hours leaving you with plenty of time to enjoy the scenic surroundings, the visitors centre, take a stroll along the lower lake or walk up to Laragh Village with its good restaurant and pub.
This morning after breakfast you have time to further explore the Glendalough Valley. We have designed a 10.5km, 205m ascent circular walk starting at the guesthouse which offers wide views over the Valley and the opportunity to visit the Upper Lake and Monastic Village.
After your hike we will come and collect you and bring you to Rathdrum train station where you can take the train north back towards Dublin. The train leaves early afternoon and the journey to Dublin takes about 80 minutes. If you need to leave earlier or later in the day just let us know as there is also the option of a bus to Dublin.
Check Our 2026 Wicklow Way Walking Availability
Booking and Rates
Official Member of Failte Ireland