The 13 Best Luxury Hotels with Entertainment in Radda In Chianti (2025)

Nestled in the enchanting hills of Radda in Chianti, Pieve Aldina Relais & Châteaux is a sanctuary where rustic elegance meets modern luxury. Surrounded by sweeping vineyards and the melodic rustle of olive trees, this five-star retreat invites couples and solo travelers alike to indulge in blissful tranquility and authentic Tuscan charm.

Total Relaxation - Savor your time at the seasonal outdoor pool, where the sun dances on crystal-clear waters amidst lush gardens, creating a serene escape perfect for unwinding after exploring quaint local markets.

Culinary Delights - Dine at our exquisite restaurant, where each meal is a celebration of local flavors. The aroma of freshly baked bread mingles with the rich scent of homemade pasta, inviting you to explore traditional recipes reimagined with a contemporary twist.

Spa Breaks - Rejuvenate your senses at our spa and wellness center, featuring a soothing sauna and luxurious hammam, designed to transport you into a world of relaxation, while gentle music envelops you like a warm embrace.

Guest Experiences - As you sip your morning coffee on the terrace, you'll be enveloped by the fragrance of blooming florals and the gentle hum of nature. Guests often recount cozy evenings spent by the fireplace sharing stories, as the soft crackle of wood becomes a comforting backdrop to their laughter.

Nestled amidst the rolling hills of Chianti, Borgo Vescine captures the essence of a Tuscan dream with its blend of medieval charm and modern luxury. This enchanting Relais invites you into a world where time stands still, allowing for intimate moments among vineyards and olive groves that whisper tales of the past.

Romantic Escape - An idyllic sanctuary for couples, where candlelit dinners under a canopy of stars are complemented by breathtaking views of endless vineyards, creating an ambiance ripe for romance and connection.

Culinary Delights - Savor the flavors of Tuscany in the open-air Terrace restaurant, where each dish is a celebration of local produce, while the air fills with the enticing aromas of herbs from the on-site vegetable garden, inviting guests to indulge in authentic culinary experiences.

Wellness Retreat - Rejuvenate your senses in the heated outdoor pool, where every dip offers stunning panoramic vistas that soothe the soul, making it impossible not to breathe deeply and unwind amidst nature's beauty.

Guest Experiences - Upon arrival, the sweet scent of blooming lavender greeted one couple, setting the tone for their stay; they were particularly charmed by unexpected gestures like a handwritten birthday note and celebratory cake during dinner — delightful details that transformed their getaway into a cherished memory.

Nestled in the rolling hills of Radda in Chianti, Relais Vignale & Spa invites you to experience a slice of Tuscan paradise. This historic 18th-century villa, adorned with antique furnishings and frescoed ceilings, is a sanctuary of romance and elegance, where panoramic views of sun-drenched vineyards create an enchanting backdrop for your getaway.

Romantic Escape - Each room is a unique retreat designed for intimacy, boasting luxuriously appointed spaces that blend classic charm with modern amenities, creating an atmosphere perfect for lovers seeking solace in each other's company.

Total Relaxation - Indulge in the serene wellness center featuring a Turkish bath and hot tub, where gentle scents of essential oils mingle with the soothing sounds of tranquility, offering a sanctuary to unwind after explorations in the stunning Chianti countryside.

Outstanding Location - Just a leisurely stroll from the charming village center, this elegant oasis offers easy access to local markets and delightful Tuscan eateries, allowing guests to savor authentic flavors and rich culture right at their doorstep.

Guest Experiences - One guest shared how they were greeted by the warmth of the staff, feeling as if they had returned home. The gentle clinking of wine glasses on the restaurant terrace accompanied unforgettable meals, where the aroma of grilled meats mingled with laughter, crafting memories that linger long after the last bite.

Nestled amidst rolling hills and sun-drenched vineyards, Villa Campomaggio Resort & SPA offers an idyllic escape in the heart of Chianti. This elegant villa, steeped in history since 1776, envelops you in a romantic ambiance where every detail whispers luxury, inviting couples and wellness seekers alike to unwind in its tranquil embrace.

Romantic Retreat - Embrace an enchanting atmosphere as you stroll hand-in-hand through splendid gardens bursting with vibrant blooms, or share a quiet moment by the pristine pool, where the gentle sounds of nature create a perfect backdrop for intimate conversations.

Spa & Relaxation - Rejuvenate your senses in the spa's serene ambiance, featuring a hot tub that bubbles invitingly and a Turkish bath that wraps you in warm, soothing aromas—ideal for unwinding after a day of exploration.

Culinary Delights - Savor the simplicity of authentic Tuscan cuisine, from homemade pasta to cheese platters lovingly prepared with local ingredients, enjoyed al fresco in a sunlit courtyard where birds serenade your breakfast with their cheerful melodies.

Guest Experiences - As the morning light filters through the arched windows, guests have relished the delightful sight of colorful gardens while enjoying a leisurely breakfast, with the fragrant aroma of fresh coffee mingling with the sweet scent of blooming flowers, making each moment feel every bit like a dream.

Nestled in the heart of Chianti, Villa Le Barone exudes an enchanting charm that transports guests to a bygone era. As you wander through the well-tended rose gardens, with their fragrant blooms swaying gently in the breeze, the allure of this historic manor house unfolds, inviting you to indulge in its intimate atmosphere and luxurious offerings.

Romantic Escape - Every corner of Villa Le Barone whispers romance—from the soft glow of candlelight during dinner in the old winery to quiet moments shared on sun-drenched terraces overlooking the undulating vineyards. It’s the perfect haven for couples seeking intimacy and connection amidst breathtaking scenery.

Culinary Delights - Savor the authentic tastes of Tuscany as the rich aroma of freshly prepared dishes fills the air. The restaurant, set within the charming walls of a former winery, offers a culinary journey where local ingredients shine, transforming each meal into a delightful experience that lingers long after the last bite.

Nature's Embrace - Surrounded by rolling hills adorned with olive groves and grapevines, outdoor adventures are just a step away. Guests can embark on serene hikes through picturesque landscapes, or unwind by the pristine swimming pool, enveloped by the soothing sounds of nature—a truly rejuvenating escape.

Guest Experiences - As one guest recalls, mornings at Villa Le Barone begin with the tantalizing scent of fresh pastries wafting through the air, while the gentle sound of birds chirping sets a serene tone for the day. At night, the warm laughter shared over exquisite dinners creates a sense of togetherness, making every visit feel like a cherished homecoming.

Nestled in the rolling hills of Tuscany, Hotel Villa Casalecchi offers an enchanting escape steeped in rustic charm and elegance. This historic 19th-century villa, surrounded by lush vineyards and fragrant olive groves, invites couples and romantic travelers to unwind in a tranquil haven where time seems to stand still.

Romantic Break - Indulge in intimate moments beside the shimmering pool, where the warm sun filters through ancient olive trees, creating dappled patterns on your skin while you sip Chianti's finest vintage, harvested from the very vines that cradle your view.

Total Relaxation - Breathe in the earthy scent of the terraced Italian garden as you stroll past vibrant blooms and whispering leaves, finding peace in secluded corners perfect for quiet contemplation or a leisurely afternoon with a good book.

Spiritual Embrace - Discover serenity in the villa's quaint chapel adorned with exquisite frescoes; here, whispers of history blend seamlessly with the present, offering a unique space for reflection amid the beauty of your surroundings.

Guest Experiences - As morning light spills across the breakfast table, the aroma of freshly baked pastries mingles delightfully with ripe fruits, evoking memories of sun-kissed Italian summers, where every bite feels like a celebration of local flavors amidst the pastoral beauty outside.

Nestled amidst the rolling hills of Tuscany, where centuries-old olive groves meet sprawling vineyards, Borgo Scopeto Wine & Country Relais invites you to immerse yourself in a luxurious escape that feels both intimate and timeless. This restored 13th-century hamlet exudes elegance and charm, offering an enchanting backdrop for romantic getaways or peaceful retreats where every detail whispers sophistication and comfort.

Culinary Delights - Indulge your senses at the hotel's gastronomic restaurant, where each dish is a celebration of Tuscan flavors crafted from local ingredients, paired perfectly with exquisite wines from the estate. The atmosphere transforms dining into an elevated experience, whether you savor a candlelit dinner under the stars or a sun-drenched lunch by the pool.

Wellness Retreat - Rejuvenate your spirit in the serene wellness center, featuring an indoor pool, Turkish bath, and hot tub that promise total relaxation. Here, the gentle sound of water blends with the fragrant aroma of essential oils, creating a sanctuary where stress melts away and tranquility reigns supreme.

Active Exploration - Discover the Chianti region at your own pace with complimentary bike rentals, allowing you to pedal through breathtaking landscapes dotted with historic charm. Each ride offers a new perspective, revealing hidden gems and picturesque views that make this countryside feel like a living painting.

Guest Experiences - Strolling through the verdant grounds, guests find themselves enchanted by the scents of blooming lavender mingling with rich vines, as friendly staff share stories of the estate's history over glasses of velvety Chianti. One visitor described evenings spent laughing and clinking glasses with newfound friends, all while immersed in the magical ambiance that makes time seem to stand still.

Nestled in the rolling hills of the Chianti Region, Hotel Le Fontanelle is a timeless sanctuary where history embraces modern luxury. With its enchanting 13th-century stone façade and breathtaking panoramic views of lush vineyards and serene woodlands, this upscale retreat offers couples and romantic travelers an idyllic escape from the ordinary, all while being just a stone's throw from Siena's vibrant culture.

Total Relaxation - Unwind in the tranquil oasis of our wellness area, where the gentle sound of bubbling water mingles with the soothing aroma of essential oils. The indoor pool invites you to bask in hydromassage bliss, while the sauna envelops you in warmth, ensuring every moment spent here is one of pure indulgence.

Outstanding Location - Set against a backdrop of breathtaking landscapes, each room offers captivating views that change with the light—from golden sunrises to the deep hues of twilight. Explore the picturesque countryside on complimentary bicycles, where the scent of fresh herbs and blooming flowers fills the air, leading you to hidden gems of Tuscany.

Romantic Break - Dine under the stars at La Colonna restaurant, where every dish is a symphony of local flavors with a creative twist. Imagine savoring a delectable meal on the panoramic terrace as the sun sets, painting the sky in shades of orange and pink—a perfect setting for unforgettable moments together.

Guest Experiences - One guest shared how their evening was transformed by the attentive staff, especially Carlo, who anticipated their needs with remarkable care; when a forgotten cardigan left them chilly, he swiftly provided a soft scarf, ensuring their romantic dinner remained seamless and warm amidst the tranquility of the hills.

Nestled among the rolling hills and verdant vineyards of Castellina in Chianti, Hotel Belvedere Di San Leonino exudes an intimate charm that enchants every traveler. This historic country house from the 1400s invites you to escape into a world where time slows down, allowing for romantic sunsets over the Elsa Valley and leisurely swims in a shimmering outdoor pool surrounded by nature's artistry.

Romantic Getaway - With its rustic charm and breathtaking views, every corner of this hotel is a whisper of romance—ideal for couples seeking to bask in the warm glow of Tuscan sunrises and sunsets alike.

Culinary Delights - Indulge your senses at Il Cortile, where the aroma of freshly prepared Tuscan dishes wafts through the air as you savor exquisite meals crafted from local ingredients, perfectly paired with wines from nearby vineyards.

Secluded Escape - Experience tranquility in private gardens where chirping birds serenade you, or lounge by the pool enveloped by olive groves, all while soaking in the stunning panorama of San Gimignano and Siena in the distance.

Guest Experiences - One guest recalled sipping a rich espresso on their terrace, the fragrant hints of blooming flowers mingling with the distant sounds of laughter from other guests enjoying the sunset—the perfect moment captured in their memory.

Nestled amidst the rolling hills of Chianti, Borgo San Felice Resort is a sanctuary where rustic charm meets refined elegance. Surrounded by lush vineyards and centuries-old olive groves, this exquisite retreat invites couples and seekers of romance to indulge in an intimate escape marked by serenity and unparalleled beauty.

Total Relaxation - Unwind beside the shimmering heated outdoor pool, enveloped by fragrant blossoms and the soft whispers of the Tuscan breeze. Here, each sip of your summer drink blends seamlessly with the tranquil sounds of nature, inviting you to linger just a little longer.

Culinary Delights - Savor the culinary artistry at Il Poggio Rosso, where dishes are meticulously crafted from local ingredients, paired perfectly with selections from a remarkable collection of over 500 wines. The ambiance, filled with the scent of rich sauces and fresh herbs, makes every meal a truly unforgettable experience.

Romantic Getaway - Wander hand-in-hand through picturesque pathways lined with wildflowers, discovering cozy nooks and breathtaking vistas that feel like they were made just for you. As the sun sets, the golden hues cast a magical glow, creating an enchanting backdrop for whispered secrets and stolen kisses.

Guest Experiences - One guest recounted the delight of waking up to the sound of birds serenading them outside their window, mingling with the aroma of freshly baked pastries wafting from the breakfast spread. This charming blend of nature's symphony and culinary indulgence constituted the perfect start to their day.

Nestled amidst the rolling hills of Greve in Chianti, Villa Bordoni exudes a timeless elegance that beckons romance and relaxation. This 16th-century villa offers an enchanting escape where the air is infused with the fragrant aromas of local cuisine, and each corner reveals stunning views of verdant vineyards and sun-drenched olive groves.

Culinary Delights - Indulge your palate at the on-site restaurant, where hand-painted walls and a crackling wood oven serve as the backdrop for exquisite regional dishes, crafted from fresh ingredients sourced right from the estate. Cooking classes invite you to dive deeper into the flavors of Tuscany, transforming every meal into a celebration.

Romantic Retreat - Every moment spent here feels like a scene from a romantic film—enjoy intimate dinners under starlit skies or unwind by the sparkling outdoor pool, all while surrounded by breathtaking landscapes. The tranquility of the surroundings ensures privacy, allowing couples to reconnect away from the world.

Historic Charm - Experience the rich history of this ornate villa, where antique furnishings and intricate details whisper stories of the past. Wander through its expansive gardens, finding quiet nooks to savor a glass of Chianti while soaking in the beauty of rural Italy.

Guest Experiences - Mornings start with the tantalizing scent of fresh pastries wafting through the air, inviting diners to enjoy breakfast with panoramic views that seem to stretch endlessly. One guest fondly reminisced about how they could order perfectly cooked eggs straight from the kitchen, making each bite feel personalized and special.

Nestled amid the verdant vineyards and rolling hills of Castellina in Chianti, Locanda Le Piazze is a luxurious retreat that whispers romance and tranquility at every turn. This beautifully restored 16th-century farmhouse combines rustic charm with modern elegance, offering breathtaking views that seem to stretch into eternity, making it the perfect sanctuary for couples and discerning travelers alike.

Romantic Getaway - With its intimate atmosphere and secluded gardens, each corner of Locanda Le Piazze beckons for shared moments, from leisurely walks through olive groves to candlelit dinners overlooking lush landscapes.

Culinary Delight - The Tavola by Guido Haverkock restaurant tantalizes the senses with mouthwatering Tuscan dishes crafted from organic local ingredients, ensuring that every meal becomes a cherished memory filled with rich flavors and comforting aromas.

Tranquil Oasis - A sparkling outdoor pool surrounded by swaying olive trees offers a serene escape where guests can bask in the sun or indulge in soothing dips while savoring panoramic views of the enchanting Chianti countryside.

Guest Experiences - Imagine waking up to the smell of fresh pastries wafting through your room, only to discover that the breakfast spread is not just a feast but an experience: golden croissants, vibrant fruits, and strong Italian coffee that invigorates the spirit, all served by staff whose warm smiles make you feel as if you’re visiting old friends.

Nestled in the serene embrace of nature just outside Siena, Villa Scacciapensieri Boutique Hotel invites you to indulge in a luxurious retreat where time seems to slow down. With stunning vistas of the Chianti Hills and lush manicured gardens that whisper stories of romance, this enchanting villa exudes sophistication, making it an idyllic sanctuary for couples, honeymooners, and cultural explorers alike.

Romantic Escape - The hotel offers intimate alcoves where couples can share whispered secrets beneath sprawling trees, while the gentle sounds of nature create a perfect backdrop for love to flourish. Each sunset paints the sky with hues of orange and pink, inviting you to toast to moments that matter.

Total Relaxation - With its tranquil atmosphere, unwind by the shimmering pool surrounded by fragrant blooms or find solace in the cozy corners of the library, where the scent of aged books mingles with fresh coffee from the bar. This is your haven for rejuvenation, away from the bustle of everyday life.

Outstanding Location - Just a brief bus ride from Siena's bustling center, yet worlds away in tranquility, the hotel is perfectly positioned for those wishing to explore Tuscany’s rich tapestry of culture and history. Gentle breezes carry the sweet aromas of local cuisine, while the nearby hills beckon for leisurely strolls.

Guest Experiences - Guests have marveled at the personal touches, like enjoying made-to-order scrambled eggs that fill the air with a savory warmth each morning. One traveler cherished the ambiance of the garden, where they found a secluded bench to savor a moment of peace, the soft rustle of leaves providing a soothing soundtrack.