4.1
(28)
1,640
riders
126
rides
Road cycling around Annahaia offers an exploration of rural landscapes within County Monaghan and County Armagh, characterized by gentle rolling terrain and quiet country roads. The region features the Blackwater River, which provides scenic routes along its banks, and picturesque green spaces. Cyclists can expect to navigate through serene countryside, connecting natural features with historical attractions. The area's network of local roads is well-suited for road cycling, providing an immersive experience of the Irish countryside.
Last updated: May 21, 2026
3.5
(2)
36
riders
27.9km
01:10
160m
160m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
25
riders
45.3km
01:53
280m
280m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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23
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
18
riders
47.3km
02:02
370m
370m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
11
riders
56.0km
02:33
570m
570m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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The highest bar in County Louth along the Táin Way. A traditional Irish pub that offers a cozy interior with a warming fire and excellent food. A favourite amongst locals and hikers!
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Taaffe's Castle is a fortified merchant's house dating from the early 16th century, built by the wealthy Taaffe family, who later became the Earls of Carlingford. Situated near the old harbour, the building originally served as a trading post on the ground floor with residential floors above. The architecture displays typical defensive features such as machicolations, narrow loopholes, spiral staircases, and multi-level garderobes. [curiousireland.ie], [castles.nl], [carlingfor...centre.com] The main structure is a four-storey rectangular tower, later extended with a 16th-century northern extension. Its location and construction clearly demonstrate Carlingford's importance as a thriving trading town during that period. After the 17th century, it fell into disuse, and eventually fell into disuse. Today, it forms part of a pub complex and remains a striking example of medieval urban defensive architecture in Carlingford.
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Carlingford Castle, also known as King John’s Castle, is a striking 12th-century fortress overlooking the charming medieval town of Carlingford and its scenic harbour. Built by Hugh de Lacy to guard the strategic Lough, the castle has a commanding presence with its weathered stone walls and rugged silhouette against the water. Though partially in ruins, it still captures the atmosphere of Ireland’s Norman past, and its elevated position offers sweeping views of the surrounding mountains and coastline.
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We had an amazing day thanks to Ring of Gullion Cycle Tours. Our bikes were well maintained and service was exceptional. We were advised by proprietor James to take the Cooley Tour through this app as the weather was spectacular and it was such good advice. Also recommended a stop off at Lumpers Bar and added a drink voucher for good measure. I can’t recommend these guys enough. The service and standard of care was truly amazing. Do yourself a favour and drop in here and do some cycling - or buy your own bike!!
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The Táin Way is a 40 kilometre (25 mi) circular hiking trail that starts and ends in Carlingford. Named after the ancient Irish epic "Táin Bó Cúailnge", the route winds through the Cooley Peninsula, offering a mix of coastal views, forest paths, and mountain tracks. Typically completed over two days, the trail includes a total ascent of about 1,025 meters and is marked with yellow arrows on a black background. Along the way, hikers encounter historical sites like Bronze Age cairns and enjoy panoramic vistas of Carlingford Lough and the Mourne Mountains. Alternative trailheads are available at Omeath and Ravensdale, providing flexibility for different starting points. Please note that dogs are not permitted on farmland sections of the trail.
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A quick stop at the coffee and snack hut next to Lumper's Bar is just the thing to recharge your batteries after a challenging stage. The small hut offers everything a cyclist's heart desires: fresh coffee, sweet waffles and hearty snacks that give you the energy you need for the next stretch. With the smell of freshly brewed coffee in the air and the cozy atmosphere, it's easy to take a quick breather and rest your legs here. The location right on the road makes it an ideal stopover, even if the traffic can be a bit noisy at times. But hey, who cares about small things with such beautiful surroundings and typical Irish hospitality? The colorful bench and the small decorations give the place a special charm that invites you to linger - even if it's just for a moment.
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The old walls of the two joined churches stand still and weathered amidst tall trees - you can almost feel the history in the air here. It is amazing that the roots of this place go back to the 6th century, when Saint Moninna founded a nunnery here. Today, the ruins from the 11th and 15th centuries still stand, and although much has fallen into disrepair, the remains give a sense of calm and past. A special detail is the large stone slab that is believed to be the tomb of Saint Moninna. It is a little hidden, but if you look for it, you will definitely find it. The old cemetery setting with the Celtic crosses and weathered gravestones adds to the mood. For me, it was a pleasant break from the ride. Here you can sit back for a few minutes, park your bikes and just soak up the atmosphere. It is one of those places that does not scream loudly for attention, but tells its stories in silence
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If you're in the area, Ring of Gullion Cycle Tours is definitely worth a visit. The rental shop here has everything you need for a trip - whether you're just looking to rent a bike for a few hours or plan a longer tour through the scenic Ring of Gullion landscape. It's especially handy that they also offer repairs and spare parts if your own bike needs a little rest. I noticed that the equipment was well looked after and the staff were friendly. They took the time to give me some tips on the best routes in the area. The proximity to the main road and hiking trails is a definite plus, especially if you're travelling with children - as I was. The trailer offer for the little ones is a great option for taking the whole family along. The facility itself isn't exactly a highlight, but it does the job. Perhaps a small covered area for the bikes would be a good addition to be better prepared in inclement weather. Nevertheless, for a spontaneous bike tour or a small repair in between, this rental is just the right thing.
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Annahaia offers a wide selection of road cycling routes, with over 130 options to explore. These routes cater to various skill levels, from easy spins to more challenging rides through the scenic Irish countryside.
The region around Annahaia is characterized by gentle rolling terrain and quiet country roads, making it ideal for road cycling. You'll find routes that follow the picturesque Blackwater River and traverse serene rural landscapes within County Monaghan and County Armagh.
Yes, Annahaia has several easy road cycling routes perfect for beginners or families. For instance, the View of Dundalk Bay – Basecamp Coffee loop from Jonesborough is an easy 17.3-mile (27.9 km) path offering scenic views without significant climbs.
For experienced road cyclists seeking a challenge, Annahaia offers several difficult routes. A notable option is the Carlingford to Ballymascanlan loop from Flagstaff Viewpoint — Ring of Gullion, a demanding 53.6-mile (86.2 km) trail with expansive views and significant elevation gain.
Yes, many of the road cycling routes in Annahaia are designed as loops, allowing you to start and finish at the same point. Examples include the Basecamp Coffee – View of Dundalk Bay loop from Jonesborough, which is a 28.3-mile (45.5 km) circular route through rural roads.
The Annahaia area is rich in natural beauty. Cyclists can encounter features like the Blackwater River, and explore highlights such as Slieve Gullion Summit, Calliagh Beara Lough, and Camlough Lake. The Blackwater River Weir in Benburb Valley Park also offers picturesque green spaces for a peaceful stop.
Absolutely. The region around Annahaia blends natural beauty with historical significance. You can visit sites like Druids' Circle, Ravensdale Forest, or make a stop at Benburb Priory, which features a cafe, library, and museum. Navan Fort (Emain Macha), an ancient royal site, is also within the broader vicinity, offering a glimpse into Irish mythology.
The road cycling routes around Annahaia are highly rated by the komoot community, with an average score of 4.2 stars from over 20 reviews. Cyclists often praise the quiet rural roads, the scenic views of the Irish countryside, and the blend of natural and historical points of interest.
Yes, for those looking for longer rides, routes like the Carlingford to Ballymascanlan loop from Flagstaff Viewpoint — Ring of Gullion cover over 50 miles (80 km), providing an extensive exploration of the region's landscapes.
Many routes offer scenic vistas, particularly those traversing the Ring of Gullion or providing views of Dundalk Bay. The Killeavy Wood Road – Ring of Gullion Cycle Tours loop from Newtowncloghoge is a moderate route that takes you through areas known for their picturesque scenery.
While road cycling is possible year-round, the milder months from spring to early autumn generally offer the most pleasant conditions for exploring Annahaia's rural roads. The flowering meadows along the Blackwater River are particularly beautiful during spring and summer.


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