The 13 Best Luxury Hotels with Entertainment in Siena (2025)

Nestled within the embrace of a majestic 17th-century palazzo, the Grand Hotel Continental Siena - Starhotels Collezione offers a luxurious sanctuary in the heart of Siena. With elegant frescoed ceilings and sumptuous period furnishings, this five-star treasure invites you to indulge in a romantic escape where every corner brims with history and charm.

Gourmet Delights - Delight your palate at the Sapordivino restaurant, where gourmet traditional cuisine dances with modern flair, creating a culinary symphony that lingers long after the last bite.

Historic Elegance - Step into a world steeped in artistry, as intricate stucco work and original frescoes fill the hotel’s public spaces, each telling tales of Siena's rich cultural heritage amidst luxurious decor.

Outstanding Location - A mere stroll from the iconic Piazza del Campo and the Duomo, the hotel's location makes it an ideal gateway for exploring Siena’s enchanting streets, allowing guests to immerse themselves in local culture and vibrant markets.

Guest Experiences - Imagine arriving at the hotel, where the charming staff greets you with genuine warmth, offering help as you navigate the bustling pedestrian streets. The scent of fresh pastries wafts through the air during breakfast, inviting you to savor delicious options while basking in stunning views of the old city.

Nestled in the heart of Siena, I Merli di Ada offers a romantic retreat where contemporary elegance meets historical charm. The gentle rustle of the Tuscan breeze whispers through air-conditioned rooms adorned with chic decor, providing an intimate sanctuary just moments away from the city's vibrant life.

Romantic Break - Experience the allure of Siena with a stay that feels both luxurious and deeply personal, perfect for couples seeking a serene escape filled with enchanting views and cozy streets to wander hand-in-hand.

Historic - Step outside and find yourself enveloped by centuries-old architecture, where every corner teems with stories waiting to be discovered—like a hidden café where the scent of freshly brewed espresso mingles with the romance of cobblestone paths.

City Style - I Merli di Ada stands as a stylish haven amidst the bustling energy of Siena, offering modern comforts like flat-screen TVs while maintaining a nostalgic ambiance that captures the essence of this beautiful city.

Guest Experiences - Guests often reminisce about the staff's warm gestures, like receiving thoughtful instructions that felt like a personal touch, and discovering their room was not just quiet but bathed in light—a perfect spot to sip morning coffee while gazing out over the city’s rooftops.

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.

Nestled within the ancient walls of Siena, Hotel Athena beckons with a blend of timeless elegance and modern comforts. As you step into this serene retreat, the warm hues of its interiors embrace you, while panoramic views of the enchanting landscape invite romance and relaxation at every turn.

Romantic Break - Indulge in intimate moments on the furnished terrace, where the golden light of sunset casts a magical glow over the Tuscan hills, creating the perfect backdrop for whispered secrets and shared dreams.

Outstanding Location - Just steps away from iconic landmarks like Siena Cathedral and Piazza del Campo, guests can easily lose themselves in the historic charm of winding streets before returning to the sanctuary of their spacious rooms adorned in rich fabrics and textures.

Spa & Relaxation Lovers - Unwind in a haven of tranquility, where the gentle sounds of nature harmonize with luxurious wellness offerings, allowing you to escape the hustle of everyday life and immerse yourself in total bliss.

Guest Experiences - One guest recounted waking up to the warm scent of freshly baked pastries wafting through the air, a joyful promise of the delectable breakfast spread that awaited them, while another cherished quiet evenings spent sipping wine beneath a starlit sky, listening to the distant chime of church bells.

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 within the enchanting embrace of a medieval village, La Bagnaia Golf Resort offers an oasis of tranquility just a short drive from Siena. Here, romance is woven into every detail, from the sun-dappled gardens to the artfully appointed rooms that tell stories of distant lands and timeless elegance. Whether sipping on a glass of Chianti by the pool or indulging in a candlelit dinner under the stars, guests are enveloped in an atmosphere of luxurious escape and heartfelt Italian hospitality.

Total Relaxation - Unwind in the resort's serene gardens or take a dip in the shimmering pool, where the gentle rustle of leaves accompanies your every moment of leisure. The scent of lavender wafts through the air, promising pure bliss and a respite from the outside world.

Romantic Break - Every corner of La Bagnaia exudes romance, from the intimate dining experiences at La Voliera to the breathtaking views over the rolling Tuscan hills. Couples can share quiet moments as they stroll through cobblestone paths, hand in hand, discovering hidden nooks perfect for whispered secrets.

Spa & Relaxation Lovers - Indulge in bespoke wellness treatments offered in the privacy of your room or amidst the beauty of the garden, where the sound of birdsong creates a tranquil backdrop. Each treatment is designed to rejuvenate the body and soul, ensuring a peaceful haven for ultimate relaxation.

Guest Experiences - One guest recounted how the breakfast spread was a delightful surprise, with freshly baked pastries that filled the air with a warm, buttery aroma, while another cherished evenings spent at the pool bar, savoring the laughter of friends mingling with the soft splash of water, creating a symphony of joy that lingered long after the sun dipped below the horizon.

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 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 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 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 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.