Fentress County, TN Tourism - Big South Fork

05/28/2026

05/22/2026

🐷🍷 WINE & SWINE 2026 🍷🐷

Grab your lawn chairs, bring the family, and come spend the day with us at Highland Manor Winery & Sawbriar Brewing for one of our favorite events of the year!

🎶 Live music ALL DAY
🍖 Delicious BBQ from TWO food trucks
🍕 Plus our full menu available
🍺 Craft beer, wine, ciders & wine slushies
🌭 Food & drink specials
⛺ Tents, outdoor seating & plenty of shade
🎯 Co****le & yard games
👧🧒 Lots of room for the kids to run and play
💥 NO cover charge

Whether you stay for a couple hours or hang out all day, Wine & Swine is all about good food, cold drinks, live music, and making summer memories with friends and family.

📅 Saturday, June 6, 2026
📍 Highland Manor Winery & Sawbriar Brewing
2965 South York Hwy • Jamestown, TN

Tag your people, save the date, and make plans now — this one is going to be GOOD. 🔥🍷🐖

05/21/2026

Camping in Monterey TN Holpps Pine Ridge Lake, 185 acre lake sandy beach areas, picnic tables and charcoal grills. Tent, camper or RV camping welcome.

05/13/2026

🍷For everyone wanting to know how Highland Sunset got its name....🌅
Cheers!

05/02/2026

Don’t miss the Love & The Outcome & Consumed by Fire Concert TONIGHT on the Square! It’s FREE!

04/30/2026

Make plans to join us!

03/18/2026

We have a wonderful fair! Mark your calendars to attend!

🎡🌟 Fentress County Agricultural Fair 2026 is COMING!

Get ready, Fentress County… it’s shaping up to be one of our biggest and most exciting fair seasons yet! 🇺🇸✨

This year’s theme says it all:
“Where Heritage, Harvest & Community Meet”
…and we’re proud to celebrate America 250 as we honor our roots and our future together!

📅 Pre-Fair Events Kick Off SOON!
Mark your calendars and don’t miss the action:

🔥 May 2 – Pullin’ on the Mtn Truck & Tractor Pull (7 PM)
🤠 May 8 & 9 – Big Rodeo Weekend – TWO nights of rodeo excitement (7 PM each night)
💥 June 27 – Mini Mash-Up Demolition Derby & Fireworks – a crowd favorite!

And that’s just the beginning… there’s so much more leading up to FAIR WEEK!

🎉 FAIR WEEK: August 23–29, 2026 🎉
A full week packed with:
🚜 Agricultural shows & exhibits
🏁 Motorized events & competitions
👑 Pageants for all ages
🎠 Carnival rides & family fun
🍔 Delicious fair food
🎶 Community fellowship and memories you won’t forget

📍 All happening at:
Fentress County Agricultural Fairgrounds
641 Fairgrounds Road
Jamestown, TN

Whether you come for the livestock, the engines, the pageantry, or the funnel cakes… there’s something here for everyone!

🎊 Start planning now, invite your friends, and get ready to celebrate everything that helps makes Fentress County special.

👉 We can’t wait to see YOU at the fair!

03/16/2026

An unexpected but beautiful snowfall at the park today! ❄️

03/05/2026

02/25/2026

Fall in Big South Fork Country means sunny days, vibrant colors, and unforgettable views. We’re looking forward to it and you can too! Plan your visit today to experience it yourself!