TOP Family Friendly Hotels in Monteriggioni for 2026 - 𝗙𝗿𝗲𝗲 𝗖𝗮𝗻𝗰𝗲𝗹𝗹𝗮𝘁𝗶𝗼𝗻 on Select Hotels | Expedia Singapore

A cobblestone square with historic buildings, a fountain, and a church with a bell tower.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Monteriggioni Family friendly Hotels

Tonight

15 Oct - 16 Oct

Tomorrow

16 Oct - 17 Oct

This weekend

16 Oct - 18 Oct

Next weekend

23 Oct - 25 Oct

Our top choices for Monteriggioni family-friendly hotels

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

Bathroom

A vineyard with a sign that reads "La dolce vita" and a cart with wine bottles.

A modern bedroom with a large bed, a built-in wardrobe, a seating area, and a view of the outdoors.

1. Hotel Ristorante La Dama nella Vigna

Monteriggioni

S$148

includes taxes & fees

1 Nov - 2 Nov

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

Pool

Breakfast meal

A modern bathroom with a large wooden ceiling, a stone-tiled shower, and a round vessel sink.

2. Hotel Borgo San Luigi

Monteriggioni

S$161

includes taxes & fees

8 Nov - 9 Nov

A person sitting in a corner of a room with tiled walls and a bench.

A poolside area with lounge chairs, umbrellas, and a swimming pool.

A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.

A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

3. Hotel Il Piccolo Castello

Monteriggioni

Poolside adventures await at this Monteriggioni retreat with seasonal swimming, family activities, and spacious rooms.

S$167

includes taxes & fees

1 Nov - 2 Nov

A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.

A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.

A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.

A courtyard with stone buildings, a thatched-roof structure, and potted plants.

4. Relais Castel Bigozzi

Monteriggioni

Enchanting outdoor pool and family activities create cherished memories at this historic castle hotel near Monteriggioni.

S$149

includes taxes & fees

3 Nov - 4 Nov

A table with a bottle of wine, two glasses, a lamp, and a potted plant by a window with floral curtains.

A stone building with a garden, a bench, and a covered area.

A pool area with lounge chairs and umbrellas, surrounded by a stone deck and lush greenery.

A stone building with a wooden door and window, potted plants, and a metal lantern.

5. La Canonica di San Michele

Monteriggioni

S$139

includes taxes & fees

20 Oct - 21 Oct

A stone building with arched doorways, a central courtyard, and potted plants.

A pool surrounded by lush greenery and trees, with a clear view of the surrounding landscape.

An open doorway leading to a view of a historic building with a tiled roof and a chimney, surrounded by greenery and a clear blue sky.

A stone building with an arched entrance, a garden with potted flowers, and a pergola with hanging vines.

6. Castel Pietraio

Monteriggioni

S$204

includes taxes & fees

18 Oct - 19 Oct

A swimming pool with a tiled deck, lounge chairs, and a small structure with a roof.

A stone building with a paved courtyard, a wooden door, and a small balcony.

A rustic outdoor seating area with a stone wall, a pergola covered with vines, and a view of rolling hills and distant buildings.

A stone building with outdoor seating and a view of the countryside.

7. Antico Borgo Poggiarello

Monteriggioni

Enchanting family escape with indoor and outdoor pools, playgrounds, and babysitting services across scenic Tuscan grounds.

S$243

includes taxes & fees

15 Oct - 16 Oct

A stone house with a wooden door and window, surrounded by greenery and a stone pathway.

A stone building with a gravel path leading to a staircase.

A rustic interior with a stone staircase, wicker furniture, and a wine display.

A rectangular swimming pool at night with a wooden deck, surrounded by trees and a stone wall.

8. Fattoria Lornano Winery

Monteriggioni

S$152

includes taxes & fees

3 Nov - 4 Nov

View all properties

Choose what matters most at family-friendly hotels in Monteriggioni

Pool

Breakfast included

All-inclusive

4 stars

5 stars

Family-friendly hotels with pools in Monteriggioni

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

Pool

Breakfast meal

A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

Hotel Borgo San Luigi

Monteriggioni

S$161

includes taxes & fees

8 Nov - 9 Nov

A person sitting in a corner of a room with tiled walls and a bench.

A poolside area with lounge chairs, umbrellas, and a swimming pool.

A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.

A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

Hotel Il Piccolo Castello

Monteriggioni

S$167

includes taxes & fees

1 Nov - 2 Nov

A table with a bottle of wine, two glasses, a lamp, and a potted plant by a window with floral curtains.

A stone building with a garden, a bench, and a covered area.

A pool area with lounge chairs and umbrellas, surrounded by a stone deck and lush greenery.

A stone building with a wooden door and window, potted plants, and a metal lantern.

La Canonica di San Michele

Monteriggioni

S$139

includes taxes & fees

20 Oct - 21 Oct

A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.

A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.

A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.

A courtyard with stone buildings, a thatched-roof structure, and potted plants.

Relais Castel Bigozzi

Monteriggioni

S$149

includes taxes & fees

3 Nov - 4 Nov

A historic stone building with arched doorways and a tower.

A pool surrounded by lush greenery and trees, with a clear view of the surrounding landscape.

An open doorway leading to a view of a historic building with a tiled roof and a chimney, surrounded by greenery and a clear blue sky.

A stone building with an arched entrance, a garden with potted flowers, and a pergola with hanging vines.

Castel Pietraio

Monteriggioni

S$204

includes taxes & fees

18 Oct - 19 Oct

A stone building with outdoor seating and a view of the countryside.

A rustic outdoor seating area with a stone wall, a pergola covered with vines, and a view of rolling hills and distant buildings.

A wine cellar with wooden shelves and tables displaying various bottles and cheeses.

A stone building with a paved courtyard, a wooden door, and a small balcony.

Antico Borgo Poggiarello

Monteriggioni

S$243

includes taxes & fees

15 Oct - 16 Oct

A stone house with a wooden door and window, surrounded by greenery and a stone pathway.

A stone building with a gravel path leading to a staircase.

A rustic interior with a stone staircase, wicker furniture, and a wine display.

A rectangular swimming pool at night with a wooden deck, surrounded by trees and a stone wall.

Fattoria Lornano Winery

Monteriggioni

S$152

includes taxes & fees

3 Nov - 4 Nov

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

A stone building with a rustic exterior, a paved pathway, and a small wooden structure with a tiled roof.

A spacious kitchen with wooden beams, a dining area with a white sofa, and a stone fireplace.

A swimming pool with lounge chairs and umbrellas, a brick building with windows, and a clear sky.

Villa Montecastello

Monteriggioni

S$237

includes taxes & fees

16 Oct - 17 Oct

View all properties

Family-friendly hotels with free breakfast in Monteriggioni

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

A vineyard with a sign that reads "La dolce vita" and a cart with wine bottles.

A vineyard with rows of grapevines and decorative hanging lights.

A modern bedroom with a large bed, a built-in wardrobe, a seating area, and a view of the outdoors.

Hotel Ristorante La Dama nella Vigna

Monteriggioni

S$148

includes taxes & fees

1 Nov - 2 Nov

A person sitting in a corner of a room with tiled walls and a bench.

A poolside area with lounge chairs, umbrellas, and a swimming pool.

A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.

A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

Hotel Il Piccolo Castello

Monteriggioni

S$167

includes taxes & fees

1 Nov - 2 Nov

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

Pool

Breakfast meal

A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

Hotel Borgo San Luigi

Monteriggioni

S$161

includes taxes & fees

8 Nov - 9 Nov

A table with a bottle of wine, two glasses, a lamp, and a potted plant by a window with floral curtains.

A stone building with a garden, a bench, and a covered area.

A pool area with lounge chairs and umbrellas, surrounded by a stone deck and lush greenery.

A stone building with a wooden door and window, potted plants, and a metal lantern.

La Canonica di San Michele

Monteriggioni

S$139

includes taxes & fees

20 Oct - 21 Oct

A rural pathway flanked by tall trees and purple flowers, leading to a scenic view of the countryside.

A swimming pool with a clear reflection, surrounded by trees and a building with a sloped roof.

A wooden gazebo with a thatched roof overlooking a landscaped garden with trees and a view of hills.

A courtyard with stone buildings, a thatched-roof structure, and potted plants.

Relais Castel Bigozzi

Monteriggioni

S$149

includes taxes & fees

3 Nov - 4 Nov

A historic stone building with arched doorways and a tower.

A pool surrounded by lush greenery and trees, with a clear view of the surrounding landscape.

An open doorway leading to a view of a historic building with a tiled roof and a chimney, surrounded by greenery and a clear blue sky.

A stone building with an arched entrance, a garden with potted flowers, and a pergola with hanging vines.

Castel Pietraio

Monteriggioni

S$204

includes taxes & fees

18 Oct - 19 Oct

A hotel entrance with a reception area, glass doors, and a sign above reading "Hotel i Platani".

A hotel room with a bed, a bedside table with a cup and a small plate, a wall-mounted heater, and a window with yellow curtains.

A hotel reception area with a wooden reception desk, a clock, a fire alarm, and a cityscape painting on the wall.

A hotel lobby with a reception desk, a dining area with tables and chairs, and potted plants.

Hotel I Platani

Monteriggioni

S$103

includes taxes & fees

9 Nov - 10 Nov

A stone building with an arched entrance, surrounded by gravel, potted plants, and trees.

A stone building with a rustic exterior, a paved pathway, and a small wooden structure with a tiled roof.

A spacious kitchen with wooden beams, a dining area with a white sofa, and a stone fireplace.

A swimming pool with lounge chairs and umbrellas, a brick building with windows, and a clear sky.

Villa Montecastello

Monteriggioni

S$237

includes taxes & fees

16 Oct - 17 Oct

A pathway lined with trees and a large pot in the center.

A bedroom with a bed, bedside lamps, a wooden table, and a balcony with a view of greenery.

A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.

A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.

Villa Montarioso

Montarioso

S$122

includes taxes & fees

3 Nov - 4 Nov

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

View all properties

Top Monteriggioni Hotel Reviews

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent

"Lovely hotel inside the city walls, if you are driving there and want to take advantage of the hotel car park (availability not guaranteed) you have to follow quite specific instructions to get there so as not to get a fine, they are quite easy to follow though. Dogs accepted and they provided dog beds and water for the dogs which was nice, the dogs are also allowed throughout the hotel. The views from the bedroom were amazing, as is the same from the lovely garden & terrace. Breakfast was great, lovely bread and the best marmalade ever, as well as cake, eggs, etc. bar is just open from 5pm but you can get a drink earlier if it takes your fancy"

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Gorgeous hotel in the heart of historic Siena."

Hotel Italia

Hotel Italia

10/10 Excellent

"Staff and hotel was great."

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

10/10 Excellent

"Great spot and friendly staff."

Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good

"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."

Frequently asked questions

What's Monteriggioni like for family-friendly holidays?

You may want to consider the remote destination of Monteriggioni if you've been thinking about a trip for the whole family. The local tours, castle and adventure tours are just a few things that make this an attractive family holiday destination. Fly into Peretola Airport (FLR), which is located 30 mi (48.3 km) from the city centre.

What's the best family accommodation in Monteriggioni?

Hotel Il Piccolo Castello is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other choices to stay with the children include Fattoria Lornano Winery and Albergo Casalta.

How many hotels that welcome families should I expect to find in Monteriggioni?

Expedia has 7 family-friendly hotels and other accommodation options in Monteriggioni.

When's the best time to book a family-friendly holiday in Monteriggioni?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Monteriggioni is 935 mm.

What's there to see and do with your family in Monteriggioni?

While you are visiting Monteriggioni, you and the family may want to explore some interesting spots such as Museo del Cristallo di Colle di Val d'Elsa, Siena State Archives and Chianti Observatory. Make sure that you have lots of time for activities such as Medieval Criminal and Torture Museum and Vernaccia di San Gimignano Wine Museum.

What's the best way for us to get around Monteriggioni?

To explore the surrounding area, ride one of the trains from Monteriggioni Castellina Station or Monteriggioni Badesse Station. Monteriggioni may not have many public transport options to choose from, so consider renting a car to explore more.

Explore a world of travel with Expedia