Virginia packs a huge variety of terrain into a relatively small area, making it the perfect choice for an adventurous bachelor party getaway spot. Whether you want to party until the wee hours in Virginia Beach, fish for enormous trout on the Jackson River, or get away from it all in the stunning mountains of Pearisburg, this stunning state has an exciting option for every group of friends. Check out these great cities and towns to find cozy Virginia vacation rentals, wild activities, and destinations with a relaxed vibe ideal for an unforgettable celebration.

1. Falling Spring

waterfall at Falling Springs
Source: Flickr/U.S. Geological Survey

Enjoy a weekend of fly fishing with the guys in Falling Spring. Nearby, the Jackson River starts from the Gathright Dam, which creates the perfect conditions for big, healthy trout. Get a permit and fish near the base of the dam, or slip into your hip waders and head down to the Johnson Springs area. Later, grill your catch at your cabin in the trees and enjoy the area’s peace and solitude. Alternatively, head into Clifton Forge for beers at Jack Mason’s Tavern and Brewery or drive down to Mallow to the Rail Bar and Grille.

Find vacation rentals near Falling Spring

2. Hot Springs

moutain peeking out through the trees
Source: Facebook/Cascade Golf Course

For the groom that’s crazy for golf, a bachelor party in Hot Springs is hard to beat. This small town is home to the Cascade Golf Course, which is consistently rated as one of the best mountain courses in the United States. This difficult links course follows the natural terrain, creating exciting challenges and stunning views of the Allegheny Mountains. Before you pack up your clubs, head to the Country Cafe in nearby Ashwood for the best breakfast in the area. After a long day, unwind with excellent Southern food and drinks at Lindsay’s Roost Bar and Grill.

Find vacation rentals near Hot Springs

3. Virginia Beach

expansive stretch of sandy beach
Source: Flickr/Ole Bendik Kvisburg

Beaches and beers await in Virginia Beach, one of the best places in the state for a traditional bachelor party getaway. Book oceanfront vacation rentals for maximum convenience — leave your cars parked and walk to the water and nearby restaurants and bars. During the day, kick back on the beach and explore the boardwalk. When the sun goes down, head to Atlantic Avenue to Repeal Bourbons and Burgers for fantastic artisan hamburgers and a huge selection of spirits. Later, experience the nightclub vibe at Tyku Bar or Ry Restaurant and Lounge for hookah and dancing.

 Find vacation rentals in Virginia Beach

Find the perfect Virginia vacation rental on Tripping.com. Tripping.com is the world's #1 vacation rental search engine with over 10 million properties!

4. Charlottesville

sun rising over Shenendoah National Park
Source: Facebook/Experience Charlottesville

Party like you’re back in college in Charlottesville, the home of the University of Virginia. A large variety of bars and restaurants clusters along Main Street in the downtown pedestrian area, so you can pick your favorite or try multiple spots on a wild bachelor party outing. Fortify yourselves with hearty macaroni and cheese or BBQ at The Whiskey Jar; then, head to the funky LW’s Livery Stable for beers, or try craft cocktails at Lost Saint. If you’re in the mood for live music, hop over to The Southern Cafe and Music Hall, or kick back at South Street Brewery for a casual evening.

Find vacation rentals in Charlottesville

5. Massanutten

Biking the trails through the forest
Source: Flickr/bundokbiker

Get an adrenaline rush in Massanutten, the home to the Massanutten Mountain Bike Park. Hop on the ski lift and head up the mountain to some of the best beginner, intermediate, and expert-only singletrack in the state. Bring your own gear, or rent bikes onsite; if you’re just learning, the park also offers instruction. Massanutten itself has a fairly quiet bar scene — try dinner and drinks at Massanutten Base Camp — but if you’re looking for lively nightlife, Harrisonburg is just 15 miles away. Try the speakeasy-style Jack’s Hideaway for an elevated bachelor party evening.

Find vacation rentals in Massanutten

6. Damascus

biking the paved trail
Source: Flickr/US Forest Service – Southern Region

If your groom is a hiking enthusiast, book a getaway in Damascus, one of Virginia’s most outdoor-friendly vacation destinations. Get on the Appalachian Trail for an exciting day hike, or try the famous Virginia Creeper Trail for fantastic forest and hill country scenery. If you prefer to bike, rent equipment from Creeper Trail Bike Rental or The Bike Station. After a long day on the trails, head to The Damascus Brewery for an ultra-friendly Virginia welcome, or try Bobo McFarland’s for pizza, pinball, and beer. The bar scene in Damascus is laid-back, creating the perfect vibe for a casual bachelor evening.

Find vacation rentals near Damascus

7. Pearisburg

Overlooking the green scenery
Source: Flickr/Jason

When relaxation is the number-one goal of your bachelor getaway, look no further than Pearisburg. Book a cabin high in the hills, and enjoy the solitude of the forest; bonus points if you can find one with a view of the New River Valley. If you’re feeling adventurous, Pearisburg offers plenty to do. Hike up to Angels Rest or Cascade Waterfall, or head down to the New River to fish for smallmouth bass. To get out on the water, check out canoe rentals from Tangent Outfitters or New River’s Edge in nearby Pembroke. Pearisburg doesn’t offer much in the way of bars, but you can grab a fantastic meal at La Barranca Mexican Grill or Queen’s Pizza and Subs.

Find vacation rentals near Pearisburg

 
Ready to go?  Check out these amazing Virginia vacation rentals on Tripping.com.