Jackson town square – Million Dollar Cowboy Bar loop from Jackson

If you're looking for an easy, engaging way to experience the heart of Jackson, the Jackson town square – Million Dollar Cowboy Bar loop from Jackson is a perfect choice. This easy 2.8-mile (4.5 km) hiking route, with a minimal 81 feet (25 metres) of elevation gain, takes just over an hour to complete, making it one of the best easy hikes Jackson Hole near town for anyone wanting a casual stroll through Western charm.

What to expect on Jackson town square – Million Dollar Cowboy Bar loop from Jackson

This isn't a wilderness trek, but a delightful urban exploration. You'll navigate flat sidewalks and classic wooden boardwalks, immersing yourself in the vibrant atmosphere of downtown Jackson. The scenery is distinctly Western, with historic buildings, art galleries, and shops surrounding the iconic Town Square. Keep an eye out for the famous elk antler arches at each corner of the square, and don't miss the chance to see the legendary Million Dollar Cowboy Bar. The route is extremely easy, suitable for all fitness levels, including families and those with mobility concerns, offering a relaxed pace to soak in the sights.

Planning your visit

As an urban walk, this loop starts right in the center of Jackson, offering immediate access to a wealth of amenities. You'll find plenty of restaurants, shops, and art galleries along the way, making it easy to combine your walk with other activities. There are no specific permits or fees required, and the route is enjoyable at any time of day, though daytime allows for full exploration of the shops and galleries, while evenings offer a lively atmosphere around the pubs and cafes near Jackson Town Square hiking trails.

Trail details

• Distance: 2.8 miles (4.5 km)
• Elevation gain: 81 feet (25 metres)
• Difficulty: easy
• Estimated time: 1 hours and 9 minutes