Chianti Region Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Chianti Region vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Plaza Hotel Lucchesi
Historic Centre of Florence
9.4/10 Exceptional! (1,002 reviews)
Jan 9 - Jan 15
6 night stay
Los Angeles (LAX) to Florence (FLR)
ITA Airways • Non-stop roundtrip • Coach
Price was $1,567, price is now $1,272 per person
$1,272
per person
found 1 day ago
Great place. Hotel was in a great location and the staff were very friendly.
Reviewed on Oct 31, 2026
5.0-star property
Bernini Palace
Historic Centre of Florence
9.8/10 Exceptional! (1,011 reviews)
Jan 9 - Jan 15
6 night stay
Los Angeles (LAX) to Florence (FLR)
ITA Airways • Non-stop roundtrip • Coach
Price was $1,859, price is now $1,432 per person
$1,432
per person
found 1 day ago
Pwrfect
Reviewed on Oct 31, 2026
5.0-star property
Dimora Palanca Boutique & SPA
Historic Centre of Florence
9.2/10 Wonderful! (78 reviews)
Jan 9 - Jan 15
6 night stay
Los Angeles (LAX) to Florence (FLR)
ITA Airways • Non-stop roundtrip • Coach
Price was $1,931, price is now $1,490 per person
$1,490
per person
found 1 day ago
All
Reviewed on Oct 31, 2026
4.0-star property
Relais Uffizi, Tailor made Hotel
Historic Centre of Florence
9.2/10 Wonderful! (177 reviews)
Jan 9 - Jan 15
6 night stay
Los Angeles (LAX) to Florence (FLR)
ITA Airways • Non-stop roundtrip • Coach
Price was $1,809, price is now $1,457 per person
$1,457
per person
found 1 day ago
Lovely rooms and beds. Very comfortable. Location is a bit interesting to get to, especially with luggage. Also a little suspect late at night through the alleys. Check in is at a precarious location. That said it’s a nice, quiet, comfortable place to stay and I really enjoyed my room and the furnishings.
Reviewed on Oct 24, 2026
Top rated hotels for your Chianti Region vacation package
hu Firenze Certosa camping in town
Via San Cristofano 2 Impruneta FI
Free Cancellation
Reserve now, pay when you stay
14.94 mi from city center
$42 nightly
The price is $49 total per night
$49 total
Nov 4 - Nov 5
Total with taxes and fees
Guests of hu Firenze Certosa camping in town enjoy access to free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. Free parking is available if you drive. The 24-hour front desk has staff always at the ready. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls.
Pool
Pet friendly
Hotel Toscana Ambassador
Via Salceto, 11 Poggibonsi SI
Free Cancellation
Reserve now, pay when you stay
11.49 mi from city center
$65 nightly
The price is $71 total per night
$71 total
Dec 2 - Dec 3
Total with taxes and fees
Hotel Toscana Ambassador features free WiFi in public areas, meeting rooms, and conference space. If you decide to drive, there's free parking. The front desk has multilingual staff on hand 24/7 to help with concierge services, luggage storage, and securing valuables. Additional amenities include a business center, express check-in, and express check-out.
Parking included
Free WiFi
Fattoria di Vegi
Località Vegi, 16 Castellina in Chianti SI
8.52 mi from city center
Renovated in 2025, Fattoria di Vegi offers a winery, an outdoor pool, and a rooftop terrace. Front-desk staff can assist with luggage storage and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include free WiFi in public areas, coffee/tea in a common area, and a garden.
Pool
Breakfast included
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.
Things to do
Small-Group Wine Tasting Experience in the Tuscan Countryside
$101
per adult
98% of travellers recommend
City Sightseeing Florence Hop-on Hop-off Bus Tour
$33
per adult
74% of travellers recommend
Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine
$44
per adult
94% of travellers recommend
Explore More Ways to Travel with Travelocity
- Colle Petroso Hotels
- Sicelle Hotels
- Farmstay in Poggibonsi
- Castles in Poggibonsi
- Gay Friendly Hotels in Poggibonsi
- Poggibonsi Hotels
- Castles in Cignan Bianco
- Tavarnelle Val di Pesa Hotels
- Vacation Homes in Tavarnelle Val di Pesa
- Barberino Val d'Elsa Hotels
- Hotels near Monteriggioni Castle
- Castelfranco Piandisco Hotels
- Monteriggioni Hotels
- Hotels near Castello di Albola
- Radda in Chianti Hotels
- Levane Hotels
- Villas in Levane
- Farmstay in Volpaia
- Chiocchio Hotels
- Hotels near Meleto Castle
- Hotels near Castello di Radda Winery
- Cavriglia Hotels
- Resorts in Cavallari
- La Chiocciola Hotels
- Hotels near Antinori nel Chianti Classico
- Hotels near Borgo di Vescine - Tenute di Castelvecchi
- Farmstay in Greve in Chianti
- Castles in Greve in Chianti
- Cottages in Greve in Chianti
- Greve in Chianti Hotels
- Mercatale Valdarno Hotels
- Hotels near Verrazzano Castle
- Lecchi in Chianti Hotels
- Castles in San Donato in Poggio
- Villa A Sesta Hotels
- San Casciano in Val di Pesa Hotels
- Vacation Homes in San Casciano in Val di Pesa
- Castelfranco di Sopra Hotels
- Castles in Montevarchi
- Montevarchi Hotels
- Castellina Scalo Hotels
- Vacation Homes in Castellina Scalo
- Ponte A Bozzone Hotels
- Poggio Alla Croce Hotels
- Hotels near Castello di Monsanto
- Solata Hotels
- Villas in Solata
- Hotels near San Lucchese Convent
- 4 Star Hotels in Castellina in Chianti
- Castellina in Chianti Hotels
- Villas in Castellina in Chianti
- San Sano Hotels
- Town Houses in Macie
- Hotels with Free Parking in Panzano in Chianti
- Hotels near Badia a Coltibuono
- Gaiole in Chianti Hotels
- Farmstay in Impruneta
- Impruneta Hotels
- Florence Vacations
- Sicelle Vacations
- San Gimignano Vacations
- Stigliano Vacations
- Barberino Val d'Elsa Vacations
- Castello di Albola
- Tuscany Vacations
- Teatro Le Laudi
- Quota Vacations
- La Cetina Vacations
- Siena Vacations
- Province of Florence Vacations
- Villa a Sesta Polo Club
- Campi Bisenzio Vacations
- Montecatini Val di Cecina Vacations
- Fratelli Taccini - Studio del' Arte
- San Lucchese Convent
- Sandro Pertini Park
- Pelago Vacations
- Castiglione del Bosco Vacations
- Panzano in Chianti Vacations
- Cortine Vacations
- Caprese Michelangelo Vacations
- Cantalici Winery
- Mercatale Val di Pesa Vacations
- Scandicci Vacations
