An Insider’s Guide to Where to Stay in Tuscany

Written By Jennifer White
This image depicts an aerial view of a hotel swimming pool surrounded by lounge chairs with umbrellas above them, followed by lush green trees, a hedge and a patio raised above the pool towards the right. There is a view of the Tuscan vineyards in the surrounding area.
COMO Castello Del Nero

Tuscany is full of gems that provide travelers with a cinematic wow-factor. Siena brings the drama with its twisting medieval streets, iconic Palio horse race, and striking Duomo, all wrapped in a fiercely local spirit. For wine lovers, Montepulciano charms with Renaissance beauty and Vino Nobile, while Montalcino leans rustic, home to legendary Brunello and sweeping countryside views. Just next door, Umbria offers a quieter, earthier vibe with misty hills, timeless towns like Assisi and Orvieto, and a truffle-rich food scene that’s well worth slowing down for. Read on to learn where to stay throughout the Italian region.

 
 
COMO Castello Del Nero
This image depicts a hotel suite with fancy wall paneling and artwork surrounding the bed in the middle of the frame. The bed has a light green headboard and white bedding. There are lamps with white shades in on either side of the bed, as well as one in the corner of the room behind a grey chair. The windows are open and have light, sheer curtains opened on them.
If you want Tuscany with a modern touch, COMO Castello Del Nero in Siena offers a 12th-century castle stay with sleek design, spa luxury, fresh food, and stunning Chianti views. Fora Reserve perks include a $100 hotel credit, complimentary airport transfers, daily breakfast, an upgrade, and extended check-in/out whenever possible.
 
Lupaia
This image depicts a country-style hotel room with light blue and brown painted walls, rustic furniture, an open window above the bed on the left side of the frame, various pieces of home decor, and a tray of food on top of the bed.
Just outside Montepulciano, Lupaia is a cozy, storybook Tuscan escape with stone walls, vineyard views, and farm-to-table dining. Perfect for a romantic, peaceful getaway. Fora Reserve perks include a $50 property credit, daily breakfast, an upgrade, and extended check-in/out whenever possible.
 
Reschio Hotel
This image depicts a hotel room with a bed on the right side of the frame with a white canopy around it and a bench at the foot of it. The room has wooden beams stretched across the ceiling, and a fireplace, artwork, lounge seating and home decor scattered around in the surrounding areas of the frame in a stylish manner.
For a dreamy Umbria escape, Hotel Reschio makes itself known. It’s a restored 10th-century estate with rolling hills, candlelit dinners, cozy suites, and a spa in a historic wine cellar, perfect for privacy and relaxed luxury. Fora Reserve perks include a $100 hotel credit, a nature-related experience for specific suites, daily breakfast, an upgrade, and extended check-in/out whenever possible.
 
Hotel Borgo San Felice
This image depicts a hotel room with blue and white striped wallpaper, a bed on the right side of the frame next to a small bay of windows, a blue chair in the opposite corner next to another set of windows, and a armoire chest with a television and desk in between them, in front of the bed.
Hotel Borgo San Felice is a romantic, five-star retreat in the heart of Chianti Classico where vineyard views, Tuscan cuisine, and warm service come together in a beautifully restored medieval hamlet. It's perfect for wine lovers, foodies, and anyone craving a high-end countryside escape. Book with me to receive Fora Perks, which include a $100 hotel credit, daily breakfast, an upgrade, and extended check-in/out whenever possible.
 
Rosewood Castiglion del Bosco
This image depicts a hotel room with sunlight beaming throughout it. The bed has an elaborate patterned headboard canopy above it with two gold, decorative pillows on top of the white bedding. There are two red, plush cushions at the foot of the bed, and a chair in the opposite corner next to a set of open windows and curtains. There is a wooden desk with a vase of flowers on top of it and a chair also tucked into it.
Rosewood Castiglion del Bosco is the kind of place you send clients looking for a refined yet relaxed Tuscan getaway. Set on a 5,000-acre estate near Montalcino, it incorporates historic charm with modern style, offering private villas, a Brunello winery, cooking school, golf course, and sweeping countryside views for couples, families, or anyone craving barefoot elegance in an unforgettable setting. Book with me to receive Fora's Rosewood Elite partner perks, which include a welcome amenity, daily breakfast, an upgrade, and extended check-in/out whenever possible.
 
Jennifer White

https://linktr.ee/juniperlouietravel

https://www.juniperlouietravels.com
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