Search Hotels with Connecting Rooms in Pienza

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Check availability on Pienza Hotels with Connecting Rooms

Our top choices for Pienza hotels with connecting rooms

Breakfast, lunch, dinner served; Italian cuisine, garden views
Podere Spedalone

Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.4 out of 10, Exceptional, (42)
"Amazing food, amazing views"
United States
Juan
Podere Spedalone
2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, pool loungers
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (69)
"Wonderful stay "
United States
Talib
The price is 36.183.639 ₫
40.111.265 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Castiglion del Bosco, A Rosewood Hotel
Restaurant
Agriturismo Merigge Wellness & Spa

Agriturismo Merigge Wellness & Spa

Agriturismo Merigge Wellness & Spa
Montepulciano
9.8 out of 10, Exceptional, (81)
"Friendly staff and super accommodating. We would highly recommend staying there!!!"
United States
Scott
The price is 6.300.508 ₫
7.085.190 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Agriturismo Merigge Wellness & Spa
Exterior
Locanda Vesuna

Locanda Vesuna

Locanda Vesuna
3.0 star property
Trequanda
9.4 out of 10, Exceptional, (52)
"Such a quiet and beautiful property, the hosts provided everything that was needed, and the location was great for visiting local Cantinas and Vineyards "
United States
Justin
The price is 2.353.202 ₫
2.681.301 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Locanda Vesuna
Exterior
Agriturismo San Filippo

Agriturismo San Filippo

Agriturismo San Filippo
Acquapendente
9.0 out of 10, Wonderful, (13)
"Excellent experience!"
United States
Richard
Agriturismo San Filippo
Royal Apartment | View from room
Tuscasì Aparthotel

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (25)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is 1.742.211 ₫
2.318.472 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Tuscasì Aparthotel
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas
Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort

Cordella in Montalcino Wine Resort
Montalcino
8.4 out of 10, Very good, (21)
"One of the best places we stayed for one night , the host (owner and chef) was very friendly and the food he cooked was amazing - one of the best meals we had in the 3 weeks we stayed in Italy. Getting there by car was convenient but no easy to find. Once you are there the place is amazing and the food just great!"
Canada
Edgardo
The price is 2.656.841 ₫
3.046.230 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Cordella in Montalcino Wine Resort
Couples treatment room(s), Turkish bath/hammam, body treatments
Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
5.0 star property
Castelnuovo Berardenga
8.8 out of 10, Excellent, (144)
"Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back"
Canada
John
The price is 16.688.895 ₫
18.667.046 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Castel Monastero - The Leading Hotels of the World
Exterior
Capanna Suites

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (131)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
Capanna Suites
View from property
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
5.0 star property
Montalcino
9.0 out of 10, Wonderful, (340)
"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."
United States
Jose
Castello di Velona Resort Thermal SPA & Winery
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.
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Top Pienza Hotel Reviews

Frequently asked questions

How much do hotels with connecting rooms in Pienza cost?
The price range for hotels with connecting rooms in Pienza is 2.318.472 ₫ to 40.111.265 ₫ per night. No matter your budget, you're sure to find a place that suits your wallet — as well as your whole squad! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Pienza?
A top pick is Il Rondò Boutique Hotel. Make yourself at home at this 3-star property which comes with a terrace and hypo-allergenic bedding. Locanda Vesuna is another hotel with connecting rooms worth considering. Put your bags down at this 3-star option and you'll have access to conveniences such as a cafe and a garden. You can pick from multiple hotels with connecting rooms in Pienza with a total average guest review rating of 9.2.
How many hotels with adjoining rooms are there in Pienza?
Pienza has 2 hotels with adjoining rooms. To help you locate the ideal stay, use our handy filters to search for other must-have hotel amenities.
Are there any family-friendly hotels with connecting rooms in Pienza?
Get cosy at Il Rondò Boutique Hotel, a 3-star option just a short drive from town. Conveniences here include a nearby theme park and complimentary breakfast. Another family-friendly hotel with connecting rooms is Locanda Vesuna. A swimming pool and a playground help make this 3-star property a favourite among guests. Pienza has loads of family-friendly attractions to explore that'll keep the kids entertained. Terme di Montepulciano Spa and Piscine Termali Theia guarantee a fun day out for all ages.
Are there any 5-star hotels with connecting rooms in Pienza?
You won't find any 5-star hotels with connecting rooms in Pienza. However, you will find some wonderful 4-star accommodation that provide this feature. Consider booking Grand Hotel Excelsior, approximately 11 km from downtown. A sauna and a terrace are just a couple of the conveniences offered here. Grand Hotel Ambasciatori (2541775) is another upscale option with connecting rooms, as well as massage services and a rooftop terrace. It's located around 11 km from the centre of Pienza.
Why book your hotel with connecting rooms in Pienza with Expedia?
We think that family vacays shouldn't be difficult, so if you're in search of hotels with connecting rooms at a competitive price, Expedia has got you covered. Save those pennies and stay in a cheap motel with connecting rooms, or splurge on a 5-star hotel and treat your loved ones. Use our convenient search filters to secure a property in Pienza that suits you best.
How can I find cheap hotels with connecting rooms in Pienza?
Expedia can help you track down cheap hotels with connecting rooms in Pienza. To reserve your perfect stay in a matter of clicks, use our handy filter tool to refine your search by star rating, amenities and budget.
What is there to do in Pienza near my hotel with connecting rooms?
Pienza has enough activities and sights to keep you busy for weeks (or months!), starting with Pienza Cathedral. Palazzo Piccolomini, Enoteca Di Ghino and Palazzo Comunale are other well-known attractions. If you're hanging around a while, Historic Centre of Pienza and Piazza Pio II are great additions to your itinerary.