Discover boutique and luxury hotels for wine holidays in Tuscany, Italy

  1. Montecatini Terme, Italy

    Palazzo Belvedere

    Style

    Wellspring of wellness

    Setting

    Tuscany’s thermal dynamo

    Why book with us?

    Best-price guarantee

    Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

    Free Smith Extras on arrival

    From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

    Here for you 24/7

    Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

    Anonymously reviewed

    Every hotel is reviewed by undercover tastemakers (and their partners)

    Smith Extra

    Welcome drink and holistic spa assessment, plus a local treat (say, cake from Montecatini Terme)

    Price per night from (ex tax)$113.74

  2. Tuscany, Italy

    Locanda in Tuscany

    Style

    Stone love

    Setting

    Home in the hills

    Why book with us?

    Best-price guarantee

    Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

    Free Smith Extras on arrival

    From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

    Here for you 24/7

    Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

    Anonymously reviewed

    Every hotel is reviewed by undercover tastemakers (and their partners)

    Smith Extra

    A bottle of olive oil made by Locanda in Tuscany

    Price per night from (ex tax)$185.49

  3. Tuscany, Italy

    Poggio Piglia

    Style

    Cultured contemporary casale

    Setting

    Charming Chiusi

    Why book with us?

    Best-price guarantee

    Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

    Free Smith Extras on arrival

    From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

    Here for you 24/7

    Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

    Anonymously reviewed

    Every hotel is reviewed by undercover tastemakers (and their partners)

    Smith Extra

    Welcome drink on arrival and a bottle of wine in your room; GoldSmiths get a bottle of the hotel’s olive oil instead of the wine

    Price per night from (ex tax)$218.65

  4. Tuscany, Italy

    Villa Lena

    Style

    Content(ment) creator

    Setting

    Bountiful bel paese

    Why book with us?

    Best-price guarantee

    Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

    Free Smith Extras on arrival

    From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

    Here for you 24/7

    Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

    Anonymously reviewed

    Every hotel is reviewed by undercover tastemakers (and their partners)

    Smith Extra

    A bottle of Villa Lena sparkling wine; cookies made by the pastry chef; a private tour of the foundation; complimentary early check-in and/or late check-out (subject to availability)

    Price per night from (ex tax)$225.31

  5. Tuscany, Italy

    Borgo San Vincenzo

    Style

    La dolce vino

    Setting

    Val d’Orcia views

    Why book with us?

    Best-price guarantee

    Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

    Free Smith Extras on arrival

    From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

    Here for you 24/7

    Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

    Anonymously reviewed

    Every hotel is reviewed by undercover tastemakers (and their partners)

    Smith Extra

    Two hotel-branded wine skins for toting bottles, tasting notebooks and a corkscrew

    Price per night from (ex tax)$235.11

  6. Tuscany, Italy

    Villa Sassolini

    Style

    Contemporary country house

    Setting

    Tranquil Chianti

    Why book with us?

    Best-price guarantee

    Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

    Free Smith Extras on arrival

    From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

    Here for you 24/7

    Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

    Anonymously reviewed

    Every hotel is reviewed by undercover tastemakers (and their partners)

    Smith Extra

    A bottle of prosecco

    Price per night from (ex tax)$248.17

  7. Montepulciano, Italy

    Precise Tale Poggio Alla Sala

    Style

    Culture smash

    Setting

    Rustic Montepulciano outskirts

    Why book with us?

    Best-price guarantee

    Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

    Free Smith Extras on arrival

    From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

    Here for you 24/7

    Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

    Anonymously reviewed

    Every hotel is reviewed by undercover tastemakers (and their partners)

    Smith Extra

    A welcome cocktail each on arrival; guests staying in a Junior Suite and higher for three nights or more also get an €80 spa credit

    Price per night from (ex tax)$269.79

  8. Tuscany, Italy

    Follonico

    Style

    Italian fairytale

    Setting

    Mediaeval Montefollonico

    Why book with us?

    Best-price guarantee

    Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

    Free Smith Extras on arrival

    From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

    Here for you 24/7

    Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

    Anonymously reviewed

    Every hotel is reviewed by undercover tastemakers (and their partners)

    Smith Extra

    A bottle of local wine

    Price per night from (ex tax)$303.69

  9. Tuscany, Italy

    Podere San Filippo

    Style

    Homey Tuscan hideaways

    Setting

    Lovably gluggable Chianti

    Why book with us?

    Best-price guarantee

    Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

    Free Smith Extras on arrival

    From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

    Here for you 24/7

    Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

    Anonymously reviewed

    Every hotel is reviewed by undercover tastemakers (and their partners)

    Smith Extra

    A bottle of Como Castello Del Nero red wine and a basket of seasonal produce

    Price per night from (ex tax)$372.26

  10. Tuscany, Italy

    La Bandita Townhouse

    Style

    Mediaeval soul

    Setting

    Model Renaissance city

    Why book with us?

    Best-price guarantee

    Found your stay for less elsewhere? We'll match the price and give you a £50 voucher.

    Free Smith Extras on arrival

    From a bottle of champagne, to a spa treatment or a cookery class, you’ll get a little extra thank you with every booking

    Here for you 24/7

    Personal service from Smith24, our in-house travel specialists, 1 800 464 2040

    Anonymously reviewed

    Every hotel is reviewed by undercover tastemakers (and their partners)

    Smith Extra

    A bottle of local wine on arrival

    Price per night from (ex tax)$440.83

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