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Home/Destinations/Montepulciano/Day trips from Montepulciano
Day trips · Montepulciano itinerary

Day Trips from Montepulciano: The Best Itinerary

Montepulciano sits on the edge of the Val d'Orcia, which means the best of southern Tuscany is inside forty minutes. Here are the day trips worth your time, with the tours to book.

At a glance

  1. 1Pienza for pecorino
  2. 2Montalcino and Brunello
  3. 3Bagno Vignoni springs
  4. 4Val d'Orcia ridges

Pienza

Thirteen kilometres west — a Renaissance town built to order in the 1460s, and the pecorino capital of Tuscany.

Montalcino

Forty minutes on, for Brunello and a fortress you can drink inside. Pair it with the abbey at Sant’Antimo.

Bagno Vignoni

A village whose main square is a thermal pool, half an hour away in the heart of the Val d’Orcia.

Book the experiences in this itinerary

Top-rated tours for exactly what this plan recommends in Montepulciano — prices per person.

Brunello Wine Tour and Val D'Orcia Landscape
Arezzo
Brunello Wine Tour and Val D'Orcia Landscape
5.0(99)·4 hours
from$252/ person
via Viator
VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch
Florence
VIP Brunello Montalcino, Montepulciano & Val d'Orcia with Lunch
5.0(46)·9–10 hours
from$246/ person
via Viator
Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano
Florence
Brunello and Nobile, Wine Lover Tour Montalcino and Montepulciano
4.9(102)·9 hours
from$887/ person
via Viator
Montepulciano Vineyards Wine Tour with 3 Estates Visit
Arezzo
Montepulciano Vineyards Wine Tour with 3 Estates Visit
5.0(25)·7–8 hours
from$457/ person
via Viator
Montepulciano: Pasta & Tiramisu Class in a Local Home by Cesarine
Montepulciano
Montepulciano: Pasta & Tiramisu Class in a Local Home by Cesarine
4.9(157)·3 hours
from$74/ person
via Viator
1h30m Wine Tasting and Visit to Val D'Orcia
Chianciano Terme
1h30m Wine Tasting and Visit to Val D'Orcia
5.0(26)·1h 30min
from$57/ person
via Viator
Dining & Cooking Demo at Local's Home in Montepulciano
Montepulciano
Dining & Cooking Demo at Local's Home in Montepulciano
5.0(18)·2h 30min
from$126/ person
via Viator
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Siena
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
4.9(1,051)·9 hours
from$217/ person
via Viator

Day trips from Montepulciano — FAQ

What are the best day trips from Montepulciano?
Pienza (20 minutes), Montalcino and its Brunello (40 minutes), Bagno Vignoni’s thermal square (30 minutes), Cortona (35 minutes) and Siena (just over an hour). All of them work as half-days except Siena.
Can you do the Val d'Orcia without a car?
Guided day tours and e-bike trips are the practical answer — bus connections between the hill towns are sparse and slow. A driver-guide for the day is the usual solution for Pienza, Montalcino and Bagno Vignoni together.
Is Siena worth a day trip from Montepulciano?
Yes, at about an hour and fifteen minutes each way. It is a full day rather than a half, so most people do it on a travel day between the hill towns and the coast.

Explore more in Montepulciano

Vino Nobile TastingsHistoric CellarsCooking ClassesFood & Farm ToursOld Town WalksTruffle HuntingVal d'Orcia Day Trips