Currency
US Dollar (USD) $
TWYS โ The Best Travel Guides for Hidden Gems & Local Secrets
Lexington is the heart of Kentuckyโs horse-racing tradition, offering unparalleled access to the world of thoroughbred breeding and racing. The city is surrounded by scenic Bluegrass Country, which is perfect for hiking, biking, and outdoor activities. As one of the worldโs foremost destinations for equestrian events, Lexington draws both seasoned horse racing fans and newcomers alike. Additionally, the city is rich in bourbon heritage, offering tours of distilleries that produce some of the finest whiskey in the world.
Year
1775 AD American colonial era, known for the Battle of Lexington during the American Revolution.
Airport
Blue Grass Airport (LEX)
Cost of Living (10)
6๏ธโฃ Affordable, with a lower cost of living than many larger U.S. cities.

Minimal List TL;DR
TWYS curates the best places to SEE, EAT, DRINK, SHOP & MORE โ uncover hidden gems, must-visit landmarks, top restaurants, unique bars, boutique shops, luxury stays, and networking spots.
ShopMarket
๐ฅLexington Farmers Market
4.8A great way to experience local culture
ShopVintage Store
๐๏ธThe Green Room
4.7A treasure trove for vintage finds
ShopFarmers Market
๐
Southland Drive Farmers Market
4.6A community favorite
ShopBoutique
๐๏ธThe Lyric Theatre & Cultural Arts Center
4.5A cultural gem in the heart of Lexington
SeeBotanical Garden
๐บThe Arboretum
4.8A peaceful retreat in the city
SeeNature
๐ฆShaker Village of Pleasant Hill
4.8Step back in time
SeeHistoric Site
๐ฐThe Hunt-Morgan House
4.6A key historical landmark
SeeHistoric District
๐๏ธGratz Park Historic District
4.6A stroll through history
SeeHistorical Site
๐Mary Todd Lincoln House
4.6A significant piece of American history
SeeNature
๐ณRaven Run Nature Sanctuary
4.6A hidden gem for outdoor enthusiasts
SeeFarm
๐Old Friend Farm
4.6Educational and fun for all ages
SeeHistoric Site
๐The Lexington Opera House
4.5A cultural landmark
SeeArt Gallery
๐จThe Living Arts & Science Center
4.5A creative hub for learning
EatCafรฉ
โCrank & Boom Ice Cream
4.9Perfect for dessert lovers
EatRestaurant
๐ฝJ. Render's Southern Table
4.7A local favorite for Southern cuisine
EatCafรฉ
โThird Street Stuff
4.6A local hangout spot
EatFood Truck
๐ดThe Grateful Dog
4.5Fun dining experience
DrinkBrewery
๐บWest Sixth Brewing
4.8A must-visit for craft beer lovers
DrinkDistillery
๐ฅBluegrass Distillers
4.7A unique experience for bourbon aficionados
DrinkWinery
๐ทEquus Run Vineyard
4.6Perfect for wine enthusiasts

Places to See
Discover breathtaking landmarks, hidden gems, and offbeat sights that make every destination unforgettable.
500 Alumni Dr
4.8
Free
9 AM - 6 PM
Beautiful gardens with diverse plant species
Get:
Yes, parking available



A peaceful retreat in the city
www.arboretum.ca.uky.edu3501 Lexington Rd
4.8
$$
9 AM - 5 PM
Historic Shaker community with beautiful gardens
Get:
Yes, parking available



www.shakervillageky.org388 Raven Run Dr
4.6
Free
7 AM - 7 PM
Scenic trails and nature experiences
Get:
Yes, parking available



A hidden gem for outdoor enthusiasts
www.lexingtonky.gov/ravenrun1850 Hiawatha Trail
4.6
$
10 AM - 5 PM
Heritage breed farm with tours and events
Get:
Yes, parking available



Educational and fun for all ages
www.oldfriendfarm.com
Must Visit:
Horse Racing, Bourbon Distillery Tours, Kentucky Derby, Scenic Countryside, Historical Landmarks. Lexington is famous for its horse racing, bourbon distillery tours, and the annual Kentucky Derby, making it a must-visit for fans of equestrian culture.

Lexington, the heart of Kentuckyโs Bluegrass region, is famous for its large thoroughbred horse industry and the largest thoroughbred auction in the U.S. The city is a haven for bourbon lovers, with numerous distilleries offering tours and tastings. It also hosts prestigious events like the Kentucky Horse Show and the Rolex Kentucky Three-Day Event. The surrounding landscape features rolling hills and picturesque horse farms, making it one of the most iconic destinations in the U.S. for equestrian enthusiasts.

Places to Eat
Savor the best local flavors, street food gems, and must-try dining spots curated for true food lovers.
1800 Pavilion Way
4.7
$$
11 AM - 10 PM
Southern-inspired dishes with a twist
Get:
Yes, parking available



A local favorite for Southern cuisine
www.jrenders.comMust Try:
๐ Southern Fried Chicken (crispy and flavorful) ๐ BBQ (smoked meats with tangy sauce) ๐น Bourbon (Kentuckyโs signature drink) ๐ Biscuits (fluffy southern bread served with honey or gravy) ๐ Hot Brown (open-faced sandwich with turkey, bacon, and cheese) ๐ช Bourbon Balls (chocolate and bourbon treats)

Places to Drink
Unwind at vibrant bars, cozy cafรฉs, and craft breweries, handpicked for the best drinks and atmosphere.

Music & Dance:
๐ป Bluegrass (Bill Monroeโs birthplace, bluegrass concerts) ๐ถ Country (a heart of Kentuckyโs country music) ๐ Appalachian Folk Music (traditional sounds with banjos and fiddles) ๐ธ Enjoy the sounds of the Appalachian Mountains in vibrant venues.

Places to Network
Connect with like-minded travelers, digital nomads, and entrepreneurs at the best networking spots.
We'll be updating more places soon!

Key Industries:
๐พ Agriculture: Known as the "Horse Capital of the World," Lexington is famous for its horse breeding industry, producing world-class racehorses. ๐ Horse Breeding: The region has a long history of equine breeding, with numerous farms and events supporting this sector. ๐ด Equine Services: The cityโs economy is bolstered by services such as veterinary care, training, and events like the Kentucky Derby.
Lexington
"Lexington, where every race and every racecourse tells a story of tradition and passion."

Places to Shop
Explore local markets, unique boutiques, and artisanal stores for one-of-a-kind finds.
140 E Main St
4.8
Free
Saturday 7 AM - 2 PM
Weekly market with local vendors and fresh produce
Get:
Yes, parking available



A great way to experience local culture
www.lexingtonfarmersmarket.com210 N Limestone
4.7
$$
10 AM - 6 PM
Curated selection of vintage clothing
Get:
Yes, parking available



A treasure trove for vintage finds
www.thegreenroomlex.com300 E Third St
4.5
$$
Varies
A cultural gem in the heart of Lexington
www.lyriclex.org
Luxury
Indulge in high-end experiences, exclusive stays, and premium services tailored for refined travelers.
For More Tips Read Further

Equestrian Lexington Life
Horse racing, scenic equestrian farms, historical significance, bourbon distilleries, and charming Southern ambiance.
Kyoto, known as Japanโs cultural capital, is famous for its historic temples, stunning gardens, and traditional tea houses. The city is home to iconic sites like the Golden Pavilion (Kinkaku-ji), Fushimi Inari Shrine, and the Arashiyama Bamboo Grove. Kyoto also offers a unique glimpse into Japanโs ancient customs, with its geishas, traditional crafts, and beautiful cherry blossoms in spring. Kyotoโs tranquil atmosphere, combined with its rich history and culture, makes it a must-visit for those seeking to experience traditional Japan.
Lexington, Kentucky, known as the "Horse Capital of the World," is a city where equestrian culture, history, and southern hospitality come together. The city is famous for its thoroughbred horse racing industry, and visitors can tour renowned horse farms, attend the Kentucky Derby, and visit the Kentucky Horse Park, where they can learn about the world of horses and equestrian sports. Lexington is also known for its beautiful landscapes, including the nearby Bluegrass Region, which features rolling hills, picturesque pastures, and historic horse farms. In addition to its equestrian heritage, Lexington has a thriving food scene, with bourbon distilleries producing some of the finest spirits in the world. The cityโs vibrant downtown area offers a mix of modern dining options, boutique shops, and historic landmarks, such as the Mary Todd Lincoln House and the Old State Capitol. Lexingtonโs rich cultural heritage, combined with its contemporary vibe, makes it a unique destination for visitors seeking both history and modern experiences. Whether you're visiting for the horses, bourbon, or vibrant culture, Lexington offers something for everyone.

Watch Out
Watchย out for Crowded Areas

Skip
Avoid overrated tourist traps and discover alternative experiences worth your time.
Skip Super Touristic Places
Off the beaten path places in
Lexington
Transportation
๐ The local bus system covers the city, with services to key neighborhoods. The Blue Grass Airport โ๏ธ is nearby for domestic flights, and highways ๐ connect to larger cities like Louisville and Cincinnati.

City Overview
Lexington: The Horse Capital of the World
Lexington, known as the Horse Capital of the World, is a city that celebrates its deep-rooted equine heritage. Famous for its thoroughbred horse racing, horse farms, and the prestigious Keeneland Racecourse, Lexington is a dream destination for horse enthusiasts and those looking to experience the grandeur of Kentuckyโs bluegrass region. Beyond its equestrian appeal, Lexington offers a blend of Southern hospitality and cultural richness.
The city is home to a number of historic landmarks, including Mary Todd Lincoln House and Ashland, the former estate of Henry Clay. Lexingtonโs vibrant downtown area features a mix of art galleries, craft breweries, and boutiques, reflecting the cityโs creative spirit. The nearby Bourbon Trail offers an immersive experience into one of Kentuckyโs most iconic exportsโbourbon.
With its charming blend of history, culture, and nature, Lexington is a city where visitors can experience the elegance of the horse world while enjoying the beauty of the bluegrass countryside.

3 Day City Guide
๐
Day 1: ๐ Morning: Visit the Kentucky Horse Park ๐. ๐ Afternoon: Explore the Mary Todd Lincoln House ๐ . ๐ Evening: Dinner at a local restaurant ๐ฝ๏ธ.
๐ Day 2: ๐ Morning: Tour a horse farm ๐. ๐ Afternoon: Visit the Distillery District ๐ถ. ๐ Evening: Attend a local live music event ๐ถ.
๐ Day 3: ๐ Morning: Explore the University of Kentucky campus ๐ซ. ๐ Afternoon: Visit the Ashland estate ๐ฐ. ๐ Evening: Enjoy a bourbon tasting ๐ฅ.

Current Trends
๐ฝ๏ธ Culinary Trends: A growing interest in farm-to-table dining, with an emphasis on fresh, local ingredients. ๐ Eco-Tourism: A surge in horse-related tourism experiences, with tours and equestrian events. ๐ญ Cultural Events: Rising focus on local arts and music festivals, including the Lexington Opera House and WoodSongs Old-Time Radio Hour. ๐ฑ Sustainable Travel: A focus on eco-friendly tourism, including green hotels and energy-efficient transportation. ๐ธ Bourbon Tourism: Lexington's bourbon industry continues to attract tourists with tours and tastings at historic distilleries.

Local Events Guide
๐ฅ Kentucky Bourbon Festival (September): Celebrating the regionโs rich bourbon heritage with tastings, distillery tours, and expert talks. ๐ Lexington Pride Festival (June): A celebration of the LGBTQ+ community with performances, parades, and support for equality. ๐ถ Bluegrass Fair (July): Featuring local crafts, bluegrass music, and delicious food, this event is a celebration of southern culture. ๐ The Lexington Horse Show (August): An equestrian event featuring competitive show jumping, dressage, and more. ๐ Kentucky Wine and Music Festival (May): Celebrating Kentuckyโs wine culture with live music and tastings from local wineries.

Local Insider Tips
๐ Kentucky Horse Park: Visit to learn about Kentuckyโs horse racing heritage and watch live competitions. ๐ฅ Bourbon Distilleries: Take a tour of local bourbon distilleries and sample regional spirits. ๐๏ธ Historic Downtown: Wander through downtown Lexington for charming shops and historical landmarks. ๐ฝ๏ธ Southern Cuisine: Savor hearty southern dishes like fried chicken and biscuits. ๐ณ Gardens: Explore the beautiful Ashland, The Henry Clay Estate with its gardens and trails.

Sustainable Travel
๐พ Sustainable initiatives: Focus on supporting local farms, especially for the regionโs famous bourbon distilleries and food scene. ๐ Community engagement: Programs supporting local artists, entrepreneurs, and the equestrian community. ๐ฟ Conservation efforts: Protecting equestrian heritage and rural landscapes through sustainable agricultural practices. ๐๏ธ Green spaces: More parks and trails are being developed, including the popular Legacy Trail. ๐ Eco-friendly transport: Expanding bike-share programs and electric vehicle stations across the city.
TWYS: Your Ultimate Guide to Unique Travel Experiences & Insider Tips
Explore the Best Off-the-Beaten-Path Experiences:
โ
Ready to see through a localโs eyes?
Our curated guide unveils top hidden gems, secret spots, and local favorites that you wonโt find in typical travel guides.
Whether itโs a cozy cafรฉ tucked away in a historic neighborhood, a scenic trail only known to insiders, or unique cultural sites, has so much more to offer beyond the tourist hotspots.
Dive into our off-the-beaten-path guide and discover the true heart โperfect for adventurous travelers, culture enthusiasts, and anyone looking for an authentic journey
Sign belowย for Fresh Updates
We will send you the latest curation of places and cities straight to your inbox along with access to the pop-up store & exclusive events.
Unlock the Hidden Side:
โ
Each spot in our City guide is handpicked to help you experience the city like a local, avoiding the crowds and discovering the best-kept secrets.
From charming local eateries and breathtaking viewpoints to tucked-away art galleries and vibrant local markets, this guide lets you explore beyond the surface.
Follow our recommendations for an unforgettable adventure and see why these places stand out as favorites among locals.
For more unique experiences like these, explore our full collection of off-the-beaten-path city guides and make every trip a journey of discovery.
More Cities to Visit:
๐๐ถ๐๏ธ
ChennaiCultural & Coastal Chennai
India
29ยฐC
Indian Rupee (INR) โน
Marina Beach in Chennai is the longest natural urban beach in India and a key attraction in this bustling South Indian city. Chennai is known for its thriving arts and music scene, with classical dance performances and concerts held regularly. The city is also famous for its rich cultural heritage, including historic temples, colonial architecture, and unique festivals like Pongal. Chennai's blend of traditional culture, modern attractions, and beautiful coastline makes it an exciting destination for both cultural exploration and beach relaxation.



๐บ๐ถ๐ฐ
MunichBavarian Hub Munich
Germany
10ยฐC โ 20ยฐC
Euro (EUR) โฌ
Home to the largest urban park in the world, Englischer Garten, Munich is known for its rich history, beer gardens, and traditional Bavarian culture. The city is a hub of art and science, with world-renowned museums like the Deutsches Museum and the Alte Pinakothek. Munichโs blend of modernity and tradition can be seen in its architecture, from the medieval Marienplatz to the sleek Allianz Arena. During Oktoberfest, Munich hosts the worldโs largest beer festival, attracting millions of visitors annually.



Kosovo
10-26
Euro (EUR) โฌ
Declared independence in 2008



Denmark
9ยฐC
Danish Krone (DKK) kr
Copenhagen is frequently ranked as the happiest city in the world, thanks to its high quality of life, green spaces, and social support systems. The city is known for its stunning architecture, modern design, and bike-friendly streets. Copenhagen has a thriving food scene, with many Michelin-starred restaurants, and is home to the famous Tivoli Gardens, one of the worldโs oldest amusement parks. The cityโs charming canals, modern design, and sustainable living practices make it a unique and pleasant destination for travelers.



๐๐๏ธ๐ต
HoustonCosmic Houston Adventures
United States of America
10-35ยฐC
US Dollar (USD) $
Beijing, the capital of China, is known for its rich cultural heritage and historic landmarks such as the Forbidden City, Temple of Heaven, and the Great Wall of China. The city blends ancient traditions with modern growth, offering visitors a mix of ancient palaces, bustling markets, and contemporary architecture. Beijingโs culinary scene is world-renowned, with dishes like Peking duck and dumplings. Its blend of history, culture, and modernity makes it a top destination for travelers interested in Chinaโs fascinating past and present.



๐ถ๐ฐ๐ก
BudapestBudapest Unveiled History
Hungary
11.5ยฐC
Hungarian Forint (HUF) Ft
Budapest is known for its stunning thermal baths, including Szรฉchenyi Thermal Bath, one of the largest medicinal baths in Europe. The city straddles the Danube River and is home to historic landmarks like Buda Castle, Parliament, and the Fishermanโs Bastion. Budapestโs vibrant arts scene, historic cafรฉs, and lively nightlife make it a must-visit destination. The city has a rich cultural heritage, blending Roman, Ottoman, and Austro-Hungarian influences, making it a unique destination for history buffs and culture lovers alike.



๐๏ธ๐ฐ๐
RhodesAncient Beauty Rhodes
Greece
15-29ยฐC
Euro (EUR) โฌ
Rhodes is home to the ancient Colossus, one of the Seven Wonders of the Ancient World. This Greek island, steeped in myth and history, offers a fascinating mix of ancient ruins, medieval castles, and beautiful beaches. The Old Town of Rhodes, a UNESCO World Heritage Site, transports visitors back to the days of knights and crusaders, with cobblestone streets and fortified walls. Rhodes also boasts a rich cultural scene, from ancient Greek sites to vibrant modern festivals.



๐๏ธ๐โฒ
RomeHidden Rome Treasures
Italy
15.7ยฐC
Euro (EUR) โฌ
Rome, the Eternal City, is famous for its ancient ruins and landmarks, including the Colosseum, Roman Forum, and Vatican City. Known for its unparalleled history, the city boasts over 1,500 fountains, including the iconic Trevi Fountain. Rome is also famous for its vibrant street life, cafes, and the blend of ancient and modern architecture. With an extensive food scene, from pasta to gelato, Rome offers a delightful experience for every traveler, making it a must-visit for history buffs, food lovers, and culture seekers alike.



๐ฐ๐ ๐บ
NuremburgMedieval Charm Nuremburg
Germany
7ยฐC โ 16ยฐC
Euro (EUR) โฌ
Nuremberg, one of the most historically significant cities in Germany, played a pivotal role in medieval European politics. The city is home to the Nuremberg Castle, a major landmark, and the Nuremberg Trials, which were held after World War II to prosecute war criminals. The Old Town (Altstadt) is full of medieval charm, with cobbled streets, half-timbered houses, and the beautiful St. Lorenz Church. Known for its famous Christmas market, Nuremberg is also renowned for its bratwurst, gingerbread cookies, and its role in the production of high-quality toys



