Winery Hotels in Cortona Old Town
Hotels near Cortona Old Town
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Cortona Old Town, Cortona, Tuscany, Italy

Winery Hotels in Cortona Old Town

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your current months are August, 2025 and September, 2025.

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Winery Hotels in Cortona Old Town

Enter a classic hotel with a warm welcome under the archway, surrounded by lush greenery and beautifully lit grounds.

A beautifully set table awaits your meal, featuring a variety of dishes, a vase with flowers, and a bottle of wine.

Relax in this inviting living room with a comfortable sofa, dining table, and ample seating.

Relax in this serene outdoor seating area with a stone wall view, featuring a wicker table and chairs.

Hotel Villa Marsili

4.0 star property

Cortona Old Town

10.0 out of 10, Exceptional, (305)

10.0/10

Exceptional

(305)

Hotel Villa Marsili

Guests can enjoy a view of the historic building's tower from the comfort of their room.

Dine in style with a beautifully set table and elegant wall art.

Stroll through historic streets lined with traditional stone buildings and charming planters.

Stunning historic building with a prominent bell tower and traditional stone facade.

B&B San Francesco

Cortona Old Town

8.8 out of 10, Excellent, (50)

8.8/10

Excellent

(50)

B&B San Francesco

Relax by the serene pool surrounded by lush greenery and a picturesque vineyard view.

Enjoy al fresco dining under a covered pavilion with tables set with white tablecloths and comfortable chairs.

Cozy living area with a sofa, armchairs, and dining table.

Kitchen features a central island with a stove, oven, and tiled backsplash.

Cortona Resort - Le Terre Dei Cavalieri

Cortona

9.8 out of 10, Exceptional, (68)

9.8/10

Exceptional

(68)

The price is $173

$173

$196 total

includes taxes & fees

Jul 24 - Jul 25

Cortona Resort - Le Terre Dei Cavalieri

Relax in a charming outdoor seating area with a pergola, wicker chairs, and a brick backdrop.

Cozy retreat with a large bed, flat-screen TV, and rustic charm.

Relax in a spacious room with a pool table, comfortable seating areas, and a vaulted ceiling.

Cozy living room with a fireplace, sofa, and coffee table, offering a view of lush greenery.

Tenuta Santo Pietro

Pienza

9.6 out of 10, Exceptional, (111)

9.6/10

Exceptional

(111)

The price is $238

$238

$267 total

includes taxes & fees

Aug 3 - Aug 4

Tenuta Santo Pietro

Relax in a spacious room with a large bed and a comfortable chair by the window, offering a view of the surrounding landscape.

Enjoy breathtaking views of the surrounding landscape from this outdoor terrace, featuring comfortable seating and lush greenery.

Relax in this inviting space with a rustic brick wall, curved ceiling, and a playful fish sculpture.

Discover Vineria Bistro at Piazza San Francesco, surrounded by lush greenery and vibrant flowers.

La Locanda di San Francesco

Montepulciano

9.8 out of 10, Exceptional, (121)

9.8/10

Exceptional

(121)

The price is $279

$279

$311 total

includes taxes & fees

Aug 8 - Aug 9

La Locanda di San Francesco

Enjoy dining and socializing in this stylish room with a high ceiling, large windows, and comfortable seating areas.

Relax in a spacious living area with a comfortable sofa and dining table for two, a cozy seating area, and a separate dining space.

2 outdoor pools, free cabanas, pool umbrellas

Il Falconiere - Relais e Chateaux

5.0 star property

Cortona

9.2 out of 10, Wonderful, (108)

9.2/10

Wonderful

(108)

The price is $390

$390

$439 total

includes taxes & fees

Aug 4 - Aug 5

Il Falconiere - Relais e Chateaux

Relax in a serene courtyard surrounded by seating areas and a central water feature.

Welcome to Svetoni Wine Resort, where a traditional facade and serene gardens set the tone for a peaceful stay.

Relax in this stylish living room with a comfortable sofa, ottoman, and large window.

Relax in this serene space with a view, featuring a comfortable chair, a small table, and a mirror.

Villa Svetoni Wine Resort

Montepulciano

9.8 out of 10, Exceptional, (47)

9.8/10

Exceptional

(47)

The price is $237

$237

$265 total

includes taxes & fees

Jul 29 - Jul 30

Villa Svetoni Wine Resort

Relax by the serene pool surrounded by lush greenery and comfortable lounge chairs.

Relax in this serene bedroom featuring a four-poster bed with a tufted headboard, a bedside table, and comfortable seating.

Enjoy a leisurely breakfast amidst the serene vineyard views.

Relax in this inviting living room with a high arched ceiling and expansive views of the surrounding landscape.

Relais Villa Grazianella - UNA Esperienze

Montepulciano

9.8 out of 10, Exceptional, (238)

9.8/10

Exceptional

(238)

The price is $265

$265

$297 total

includes taxes & fees

Jul 24 - Jul 25

Relais Villa Grazianella - UNA Esperienze

Dine al fresco amidst a serene landscape with a view of rolling hills and a distant town.

Traditional villa surrounded by lush greenery and a vineyard, set amidst rolling hills.

Relax by the serene pool, surrounded by high, arched windows and classical columns.

Relax in a serene space with a view of lush greenery, featuring a comfortable bed, elegant dining area, and a charming decor.

Relais Villa Monte Solare Wellness & SPA

Panicale

9.4 out of 10, Exceptional, (95)

9.4/10

Exceptional

(95)

The price is $225

$225

$248 total

includes taxes & fees

Jul 24 - Jul 25

Relais Villa Monte Solare Wellness & SPA

Relax in a serene outdoor dining space surrounded by a pool and lush views.

Guests can dine al fresco amidst lush rolling hills and a serene landscape.

Enjoy a casual dining experience in our outdoor space, complete with a table set for two and comfortable seating.

Enjoy a diverse wine selection at our wine bar, featuring a rustic brick wall and a cozy seating area.

Borgo Tre Rose

3.0 star property

Montepulciano

8.8 out of 10, Excellent, (73)

8.8/10

Excellent

(73)

Borgo Tre Rose

VioVillas Agriturismo Glamping Arezzo

Arezzo

The price is $144

$144

$166 total

includes taxes & fees

Jul 27 - Jul 28

VioVillas Agriturismo Glamping Arezzo

Enjoy al fresco dining with a view of the pool and lush surroundings.

Traditional stone building with a central entrance and well-manicured garden.

Enjoy meals in this cozy dining area with a view of the outdoor space through the large glass door.

Stroll through the serene garden, lined with lush greenery and a majestic tree, to a charming farmhouse-style dwelling.

Agriturismo Merigge Wellness & Spa

Montepulciano

9.8 out of 10, Exceptional, (76)

9.8/10

Exceptional

(76)

The price is $246

$246

$276 total

includes taxes & fees

Jul 24 - Jul 25

Agriturismo Merigge Wellness & Spa

Superior Villa, Hot Tub (Villa Vino) | Terrace/patio

Enjoy a warm gathering at the rustic bar, featuring a selection of cheeses, meats, and condiments, along with a variety of beverages.

Relax in this stylish living area with a large sofa, wooden coffee table, and a view of the outdoors.

Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Terra Antica Resort

Montepulciano

10.0 out of 10, Exceptional, (14)

10.0/10

Exceptional

(14)

The price is $302

$302

$531 total

includes taxes & fees

Aug 2 - Aug 3

Terra Antica Resort

Relax in a tranquil outdoor space with a covered seating area, comfortable chairs, and a table.

Relax by the serene pool surrounded by lush greenery and shaded by two umbrellas.

Stroll through the tranquil gardens to the classic building, featuring symmetrical windows and a central entrance.

Plants adorn the windowsill, adding a touch of natural beauty to this serene space.

Fontelunga Hotel & Villas

Foiano della Chiana

10.0 out of 10, Exceptional, (4)

10.0/10

Exceptional

(4)

Fontelunga Hotel & Villas

Experience the charm of a rustic courtyard with a seating area, brick chimney, and small tower.

Stroll through the garden, surrounded by lush greenery and a beautiful metal archway.

Cozy seating area with a cushioned bench, table, and chair, surrounded by a patterned rug and a wooden table.

Lupaia

Torrita di Siena

10.0 out of 10, Exceptional, (68)

10.0/10

Exceptional

(68)

The price is $969

$969

$1,069 total

includes taxes & fees

Aug 3 - Aug 4

Lupaia

Shaded outdoor area beneath a pergola with stone support and potted plants.

Stroll through a lush garden, surrounded by potted plants and a rustic charm.

Enjoy a serene view of the rolling countryside from the comfort of your room.

Relax by the serene pool surrounded by lush greenery and tall trees.

Villa Schiatti

4.0 star property

Castiglion Fiorentino

9.0 out of 10, Wonderful, (46)

9.0/10

Wonderful

(46)

Villa Schiatti

Enjoy a peaceful family getaway amidst lush greenery and a playground with a slide and swing set.

Relax in the serene outdoor patio area with a covered seating space, potted plant, and wooden barrel, surrounded by trees and a fence.

Hotel with a symmetrical facade and multiple windows and balconies.

Indulge in a sumptuous spread of international cuisine at our buffet, featuring a variety of delectable dishes.

Il Grifo Hotel e Bisteccheria Toscana

3.0 star property

Montepulciano

7.8 out of 10, Good, (72)

7.8/10

Good

(72)

Il Grifo Hotel e Bisteccheria Toscana

Relax in a serene outdoor space with a panoramic view of the pool and lush surroundings.

Relax in a serene spa room with a hot tub, wicker lounge chair, and garden views.

Relax in the hot tub surrounded by scenic views and comfortable seating.

Relax in the hot tub on the deck with a view of the lush landscape and pool.

Agriturismo Sanguineto

Montepulciano

9.2 out of 10, Wonderful, (99)

9.2/10

Wonderful

(99)

Agriturismo Sanguineto

Step into the grand entrance of this historic building, featuring a classic, symmetrical design and elegant stone facade.

Step into grandeur with a majestic entrance flanked by regal lion statues and a beautifully framed doorway.

Enjoy dining in this charming restaurant with a long wooden table, wooden chairs, and exposed brick arches.

Stroll through historic streets lined with traditional stone buildings, featuring a grand stone archway leading to a charming courtyard.

Palazzo Mosela Alla Porta

Montepulciano

8.8 out of 10, Excellent, (149)

8.8/10

Excellent

(149)

The price is $138

$138

$157 total

includes taxes & fees

Aug 6 - Aug 7

Palazzo Mosela Alla Porta

Relax in a serene outdoor space surrounded by lush greenery and a well-maintained lawn, featuring comfortable seating and a soothing fountain.

Welcome to our reception area, where friendly staff are available to assist with your stay. The reception desk offers a convenient check-in experience, and a printer is available for your use.

Relax in this stylish bedroom with a large bed, two chairs, and a side table, complemented by a unique wall mural.

Enjoy a meal with a view, surrounded by lush greenery and elegant table settings.

AgriHotel Villa Ambra

3.0 star property

Montepulciano

9.2 out of 10, Wonderful, (158)

9.2/10

Wonderful

(158)

The price is $119

$119

$140 total

includes taxes & fees

Jul 27 - Jul 28

AgriHotel Villa Ambra

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.

Top landmarks in Cortona

Piazza della Repubblica

Piazza della Repubblica

Piazza della Repubblica is worth passing through for a few pics when in Cortona Old Town.

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Cortona Cathedral

If you're interested in local churches head to Cortona Old Town— home to Cortona Cathedral.

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Giuseppe Garibaldi Memorial

If you're planning a bit of sightseeing head to Giuseppe Garibaldi Memorial— just one of the monuments in Cortona Old Town.

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Santa Margherita Basilica

You can learn about the history of Cortona when you stop by Santa Margherita Basilica. Discover the area's museums and cathedral.

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Signorelli Theatre

You can make plans for a show at Signorelli Theatre during your stay in Cortona. Discover the area's countryside and monuments.

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Museum of the Etruscan Academy

You can browse the exhibits at Museum of the Etruscan Academy, a museum with a storied past, during your trip to Cortona. Experience the area's museums and musical theater.

See propertiesSee properties in Museum of the Etruscan Academy

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Hotels in Cortona Old Town

Hotels near Piazza della Repubblica
Hotels near Cortona Cathedral
Hotels near Signorelli Theatre
Hotels near Santa Margherita Basilica
Hotels near Giuseppe Garibaldi Memorial
Hotels near Museum of the Etruscan Academy
Hotels near Casali Palace
Hotels near San Domenico Church
Hotels near Fortress of Girifalco
Hotels near Museo Diocesano
Hotels near Valdichiana Outlet Village
Hotels near Arezzo Equestrian Centre
Hotels near Piazza Grande
Hotels near Piazza Grande
Hotels near Terme di Chianciano
Hotels near Terme di Montepulciano Spa
Hotels near Piscine Termali Theia
Hotels near Tiber River
Hotels near Dome of Montepulciano
Hotels near Val di Chiana

Cortona Old Town Family Hotels
Cortona Old Town Pet-Friendly Hotels
Cortona Old Town Hotels with Parking
Cortona Old Town Hotels with a Pool
Cortona Old Town Hotels with Free Breakfast
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Winery Hotels in Cortona Old Town

Check prices for these dates

Winery Hotels in Cortona Old Town

Hotel Villa Marsili

Hotel Villa Marsili

Top landmarks in Cortona

Piazza della Repubblica

Cortona Cathedral

Keep exploring

Keep exploring

Most popular destinations

More ways to book