Jackson: Jackson Hole Side-By-Side Off-Roading Rentals offers an engaging way to explore Wyoming’s stunning landscapes. For around $300 per group (up to four people), you can rent a street-legal side-by-side vehicle and set off on your own adventure, whether you’re seeking off-road trails or scenic streets. With durations ranging from 2 to 8 hours, this activity is flexible enough to suit both quick jaunts and more leisurely explorations.
What we love most about this experience is the opportunity to drive on hundreds of miles of trails that wind through Bridger Teton National Forest and beyond, giving you a sense of freedom that typical sightseeing can’t match. Plus, the knowledgeable staff at Turpin Meadow Ranch provide easy-to-follow maps and personalized recommendations, making it accessible even if you’re new to off-roading.
A potential consideration is that additional costs (like a gas fee of $40 and optional damage waiver) can add up, so it’s wise to factor these into your budget. Also, since the vehicles are street-legal, you could be driving on both forest trails and local streets—so knowing your route ahead of time can help you make the most of your rental.
This experience is ideal for adventurous travelers who want a hands-on way to explore the Jackson Hole area at their own pace. Whether you’re a seasoned off-roader or new to it, the freedom to choose your trails and route makes this a memorable Wyoming adventure.
Key Points
- Flexible Duration: Options from 2 to 8 hours allow for quick trips or full-day explorations.
- Street-Legal Vehicles: Drive on forest trails and local streets, giving you greater flexibility.
- Personalized Guidance: Rental staff provide detailed maps and trail recommendations.
- All Necessary Gear Included: Helmets are provided, with gas included in the fee.
- Family Friendly: Suitable for passengers 8 years and older, with kids able to sit comfortably.
- Knowledgeable Staff: Guides and staff are praised for their friendliness and expertise.
Exploring Jackson Hole on Your Terms: The Off-Grid Side-by-Side Adventure

Driving a side-by-side (SxS) vehicle in Jackson Hole isn’t your average outdoor activity. It’s a chance to see the area’s rugged beauty from a perspective that’s both interactive and exhilarating. Starting out from Turpin Meadow Ranch, you’ll be handed the keys to a street-legal vehicle that’s perfect for navigating a mix of forest trails and scenic streets — giving you the flexibility to craft your own route.
The adventure begins with a straightforward check-in process where staff equip you with a helmet, a detailed, color-coded map, and key safety tips. The maps are a standout feature, especially since they show trail difficulty and help you plan a route suited to your experience level. Whether you’re aiming for a gentle cruise or something more challenging, you’ll find plenty of options.
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What makes this experience special?
First, the freedom of exploration. Instead of sticking to a predetermined tour, you get the chance to carve your own path. According to reviews, visitors love the ability to explore hundreds of miles of trails through Bridger Teton National Forest, Shadow Mountain, Gros Venture, and Curtis Canyon. This vast network of trails and backroads allows for variety — from scenic forest rides to more rugged off-road challenges.
Second, the local knowledge and friendly guidance. The staff’s willingness to offer personalized trail suggestions or help with maps makes a significant difference, especially for first-timers or those unfamiliar with the area. One reviewer shared their positive experience, saying, “The Turpin Meadow Ranch folks were very knowledgeable and kind. Even met a young man from back home in Jupiter, Florida.” Such personal touches elevate the experience and help you feel confident as you explore.
A few considerations
While the overall experience is highly praised, some reviews highlight the importance of being prepared. Extra costs such as the $40 gas fee and optional damage insurance can catch travelers off guard if they aren’t aware. It’s wise to budget accordingly and double-check what’s included upfront. Also, navigating to specific trailheads like Shadow Mountain can be tricky without familiarization, so downloading your map and planning your route before heading out can save some frustration.
Who is this best suited for?
If you’re looking for a self-directed outdoor adventure that combines the thrill of off-road driving with the flexibility to explore at your own pace, this rental experience is ideal. It’s especially appealing to families, groups of friends, or couples eager to escape the typical tourist trail and discover Jackson Hole’s forests and mountain views firsthand.
More Great Tours NearbyDetailed Breakdown of the Experience

Meeting at Turpin Meadow Ranch
You’ll begin your journey at this scenic base, which is a hub for outdoor activities. The staff here are praised for their knowledge and friendliness, making the rental process smooth and reassuring. They provide helmets, maps, and a quick safety briefing — all designed to get you comfortable with the vehicle and your planned route.
The Vehicles and Equipment
The side-by-side vehicles are street-legal, meaning you can legally drive on roads and trails within designated areas. This opens up a lot of possibilities, from forest trails to local streets in Jackson Hole. The vehicles are described as easy to operate, even for those new to off-road vehicles, thanks to clear instructions and helpful staff.
Trail Options and Difficulty Levels
You’ll receive a QR code or printed map showing various trailheads and routes. Trails are marked by difficulty, making it simple to select a path that matches your comfort and skill level. Some trails are moderately challenging, offering an exciting ride without being overwhelming, while others are more laid-back.
Exploring Bridger Teton National Forest
The vastness of Bridger Teton National Forest means there’s plenty to see — from towering trees to mountain vistas. You might venture into Shadow Mountain, Gros Venture, or Curtis Canyon, depending on your interests and stamina. The ability to drive off-road and then hop onto scenic street routes creates a diverse experience.
The Route and Experience
One of the highlights is the sense of independence. We loved the way you can choose your own adventure, stopping for photos, picnics, or just soaking in the scenery. Several reviews compliment the easy-to-follow maps, noting that “it was super easy instructions, and they give you an easy, color-coded map to follow so you don’t get lost.”
Additional Costs and Tips
- Gas is included in the rental fee but note the $40 gas charge per vehicle.
- An optional damage waiver costs $55; consider whether you want peace of mind or prefer to accept the risk.
- Remember to bring your driver’s license and dress appropriately — expect to get a bit dirty and wear sunglasses for sun protection.
Customer Experiences: What Travelers Say
- “The trails were moderately challenging and fun to drive on,” reports Lisa, who enjoyed a 2-hour rental. Her positive experience highlights how accessible and enjoyable the trails can be.
- Alyssa shared, “The instructions were super easy, and the maps made it simple to navigate.” This underscores how well-organized the rental process is.
- Some reviews mention that “finding Shadow Mountain back in the park was a bit difficult,” emphasizing the importance of planning and maps.
Who Should Consider It?
This activity is perfect for those who want a personalized outdoor experience rather than a guided tour. It suits adventurers of all experience levels, especially those comfortable with basic vehicle operation and navigation. Family groups with older children (8+) or groups of friends will appreciate the flexibility and fun.
The Sum Up: Is It Worth It?

For travelers craving hands-on adventure, this side-by-side rental offers a memorable way to see Jackson Hole’s natural beauty without the crowds or fixed itineraries. The ability to explore at your own pace, combined with the stunning scenery of national forests and mountain trails, makes for a rewarding outdoor escapade. The staff’s friendliness and the straightforward process add to the overall value.
However, it’s important to be aware of extra costs like gas and insurance, and to do some pre-trip planning—particularly if you want to find specific trailheads like Shadow Mountain. If you’re comfortable with some basic vehicle operation and enjoy autonomy, you’ll probably find this experience well worth the price.
This activity suits adventurous families, groups of friends, or couples who want to combine outdoor fun with a sense of discovery. It’s perfect if you’re eager for a self-guided exploration that balances excitement with scenic beauty and a touch of Wyoming ruggedness.
FAQ

Do I need a special license to rent a side-by-side?
Yes, you must have a valid driver’s license, and drivers need to be at least 25 years old. Passengers must be 8 years or older and able to sit comfortably with feet on the ground.
How long can I rent the vehicle?
Rental durations vary from 2 to 8 hours, giving you the flexibility to plan a quick trip or a longer adventure.
Are the vehicles street-legal?
Yes, the side-by-side vehicles are street-legal, so you can drive on both forest trails and local streets within Jackson Hole.
What is included in the price?
The rental fee covers helmets and gas (with a $40 fee per vehicle). An optional damage waiver is available for $55, and guides are not included but can be appreciated for additional tips.
Is this suitable for children?
Children 8 years and older can ride as passengers, provided they can sit with feet on the ground. The activity is not suitable for children under 8.
What should I bring?
You should bring your driver’s license, wear outdoor-appropriate clothing, sunglasses, and be prepared to get some dirt on you during the ride.
In summary, Jackson Hole Side-By-Side Off-Roading Rentals offers a genuine, flexible way to explore Wyoming’s wilderness and scenic streets. It’s especially valuable for those wanting to take control of their adventure, enjoy diverse terrains, and experience the outdoors in a fun, hands-on manner. With friendly staff, detailed maps, and a variety of trail options, it’s a memorable activity that captures the spirit of Jackson Hole’s rugged beauty.
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