If only the towering walls of Montegufoni Castle could talk! But seeing they can't, check if tours are available to hear a few of its intriguing tales instead.

This fortified complex is often on the itineraries of travelers to Montespertoli. But Montegufoni Castle isn't the only drawcard in the area. Monastary of Sorelle Clarisse, Castello Sonnino, and Castle of Oliveto are some other interesting sights close by.

Plan a trip to see Montegufoni Castle

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Aurum Uffizi

Historic Centre of Florence

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per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.8/10 Good! (1,001 reviews)

Very well connected. Room size Good for Family of 4. AC was not very efficient in room, Kind of slow. Rest ok Even breakfast included which is good for wallet

Reviewed on Jul 25, 2025

Aurum Firenze

Historic Centre of Florence

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per person

Sep 17 - Sep 23

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.6/10 Good! (1,012 reviews)

The property is very centrally located—just a short walk from the Duomo and the central train station, with easy access to the tram as well. I was pleasantly surprised by how convenient the location was. The staff were friendly, and the included breakfast was a nice way to start the day with a quick bite. The only suggestion I’d make is to provide a thicker blanket for added comfort.

Reviewed on Jul 29, 2025

The Moon Boutique Hotel & Spa

Historic Centre of Florence

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per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.6/10 Exceptional! (462 reviews)

Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on Jun 6, 2025

Browse tours and tickets to explore Montegufoni Castle

Tours & day trips

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Chianti Half Day Wine Tour from Florence

Free cancellation available

Classes & workshops

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Cooking Class on a Family Farm in Chianti with Lunch

Free cancellation available

Private & custom tours

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PRIVATE WINE TOUR TUSCANY Wines and Wineries of Chianti Classico

Free cancellation available

Adventure & outdoor

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Chianti Wild Safari Adventure through Tuscan Vineyards

Free cancellation available

Popular places to visit

Azienda Agricola Ammirabile

You can enjoy a tasting or tour at Azienda Agricola Ammirabile during your travels to Montespertoli. Discover the wineries and acclaimed art scene in this walkable area.

Castello Sonnino

You can enjoy a tasting or tour at Castello Sonnino during your travels to Montespertoli. Check out the stunning cathedral and wineries in this walkable area.

Castle of Poppiano

You can learn about the history of Poppiano with a visit to Castle of Poppiano. Discover the acclaimed art scene and notable monuments in this walkable area.

Piazza Machiavelli

You can find out about the history of Montespertoli when you stop by Piazza Machiavelli. Discover the beautiful countryside and wineries in this walkable area.

Il Fiaschetto

Enjoy an outing to Il Fiaschetto during your stay in Montespertoli. Discover the beautiful countryside in this walkable area, or enjoy its local tours.

Piazza del Popolo

You can find out about the history of Montespertoli with a stop at Piazza del Popolo. Discover the beautiful countryside in this walkable area, or enjoy its local tours.