Title: Chianti Region Romantic Holidays 2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/603148/a6b4be95-df3f-44a2-bf6d-bb1e6f500def.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chianti Region Romantic Holidays ## Book a Romantic Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected ## Top flight + Romantic hotel deals in Chianti Region Price found within the past 48 hours. Click for updated prices. ![Villa Scacciapensieri Boutique Hotel](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/b46a6593_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Villa Scacciapensieri Boutique Hotel Scacciapensieri £398 per person 2 Apr - 4 Apr found 1 day ago Return direct flight included London (LHR) to Florence (FLR) 9.2/10 Wonderful! (420 reviews) The villa was wonderful and absolutely beautiful. My friends and I absolutely loved our stay here. Reviewed on 21 Nov 2025 ![COMO Castello Del Nero](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### COMO Castello Del Nero Save 100% on your flight £1,491 per person 1 Apr - 5 Apr found 1 day ago Return direct flight included London (LHR) to Florence (FLR) 9.6/10 Exceptional! (131 reviews) Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). Reviewed on 25 Oct 2025 ![Hotel Palazzo San Lorenzo & SPA](https://images.trvl-media.com/lodging/4000000/3480000/3475000/3474921/1af45070_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Palazzo San Lorenzo & SPA £970 per person 3 Apr - 10 Apr found 19 hours ago Return flight included Glasgow (GLA) to Florence (FLR) 9.4/10 Exceptional! (431 reviews) Very good place, clean, good service, great food, the rooms were amazing. Reviewed on 29 Jan 2026 ![Relais Vignale & Spa](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/72f1acd5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Relais Vignale & Spa £635 per person 14 May - 17 May found 21 hours ago Return flight included London (LON) to Florence (FLR) 9.2/10 Wonderful! (282 reviews) great place and great views. breakfast was very good. Reviewed on 14 Oct 2025 ![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Hotel Continental Siena – Starhotels Collezione Siena City Centre £514 per person 2 Apr - 4 Apr found 1 day ago Return direct flight included London (LHR) to Florence (FLR) 9.2/10 Wonderful! (571 reviews) The best hotel in siena for sure, thank you! Reviewed on 23 Feb 2026 Don't see what you're looking for? See all available trips from London to Chianti Region [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-03-28/2026-04-04/?FromAirport=LHR&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Romantic holidays in Chianti Region Price found within the past 48 hours. Click for updated prices. ![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Hotel Continental Siena – Starhotels Collezione Siena City Centre £514 per person 2 Apr - 4 Apr found 1 day ago Return direct flight included London (LHR) to Florence (FLR) 9.2/10 Wonderful! (571 reviews) The best hotel in siena for sure, thank you! Reviewed on 23 Feb 2026 ![COMO Castello Del Nero](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### COMO Castello Del Nero Save 100% on your flight £1,491 per person 1 Apr - 5 Apr found 1 day ago Return direct flight included London (LHR) to Florence (FLR) 9.6/10 Exceptional! (131 reviews) Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). Reviewed on 25 Oct 2025 Don't see what you're looking for? See all available trips from London to Chianti Region [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-03-28/2026-04-04/?FromAirport=LHR&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Romantic holidays in Chianti Region Price found within the past 48 hours. Click for updated prices. ![Villa Scacciapensieri Boutique Hotel](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/b46a6593_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Villa Scacciapensieri Boutique Hotel Scacciapensieri £249 per person 24 Apr - 27 Apr found 20 hours ago Return flight included Manchester (MAN) to Florence (FLR) 9.2/10 Wonderful! (420 reviews) The villa was wonderful and absolutely beautiful. My friends and I absolutely loved our stay here. Reviewed on 21 Nov 2025 ![COMO Castello Del Nero](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### COMO Castello Del Nero £1,270 per person 2 Apr - 5 Apr found 1 day ago Return direct flight included London (LHR) to Florence (FLR) 9.6/10 Exceptional! (131 reviews) Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). Reviewed on 25 Oct 2025 ![Relais Vignale & Spa](https://images.trvl-media.com/lodging/2000000/1130000/1122100/1122097/72f1acd5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Relais Vignale & Spa £635 per person 14 May - 17 May found 21 hours ago Return flight included London (LON) to Florence (FLR) 9.2/10 Wonderful! (282 reviews) great place and great views. breakfast was very good. Reviewed on 14 Oct 2025 Don't see what you're looking for? See all available trips from Manchester to Chianti Region [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-03-28/2026-04-04/?FromAirport=MAN&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Romantic holidays in Chianti Region Price found within the past 48 hours. Click for updated prices. ![Villa Scacciapensieri Boutique Hotel](https://images.trvl-media.com/lodging/3000000/2700000/2693500/2693499/b46a6593_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Villa Scacciapensieri Boutique Hotel Scacciapensieri £503 per person 17 Apr - 21 Apr just found Return direct flight included Edinburgh (EDI) to Florence (FLR) 9.2/10 Wonderful! (420 reviews) The villa was wonderful and absolutely beautiful. My friends and I absolutely loved our stay here. Reviewed on 21 Nov 2025 ![COMO Castello Del Nero](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### COMO Castello Del Nero Save 100% on your flight £1,491 per person 1 Apr - 5 Apr found 1 day ago Return direct flight included London (LHR) to Florence (FLR) 9.6/10 Exceptional! (131 reviews) Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). Reviewed on 25 Oct 2025 ![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Hotel Continental Siena – Starhotels Collezione Siena City Centre £1,065 per person 17 Apr - 21 Apr just found Return direct flight included Edinburgh (EDI) to Florence (FLR) 9.2/10 Wonderful! (571 reviews) The best hotel in siena for sure, thank you! Reviewed on 23 Feb 2026 Don't see what you're looking for? See all available trips from Edinburgh to Chianti Region [View all trips](https://expedia.co.uk/go/package/search/FlightHotel/2026-03-28/2026-04-04/?FromAirport=EDI&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## How to find a romantic Chianti Region holiday #### How can I find the best Chianti Region vacation packages for couples? Use our easy-to-use holiday search tools to plan your most-romantic getaway to Chianti Region. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino. #### Can I book cheap Chianti Region romantic holidays for two? Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Chianti Region that start from £249\. Prices and availability are subject to change. Additional terms may apply. #### What should I think about when booking a Chianti Region romantic getaway? The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure. #### What should I look for in a luxury romantic holiday to Chianti Region? Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service. #### Can I book a romantic hot-tub holiday in Chianti Region? What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter. #### How can I find romantic holidays for couples in Chianti Region that are all inclusive? Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available. #### Can I book a romantic trip to Chianti Region with free cancellation and/or flexible dates? Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print. #### Why should I book my Chianti Region romantic holiday with Expedia? At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing. ## Top Romantic Chianti Region Hotels ![Palazzo Leopoldo Dimora Storica & Spa](https://images.trvl-media.com/lodging/1000000/920000/911700/911656/95292913_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Palazzo Leopoldo Dimora Storica & Spa Via Roma 33 Radda in Chianti SI - 35 min drive from Antinori nel Chianti Classico Stay at this spa hotel in Radda in Chianti. Enjoy free Wi-Fi, free parking and a full-service spa. Popular attractions Castello di Radda Winery and Volpaia are ... [](https://expedia.co.uk/Radda-In-Chianti-Hotels-Palazzo-Leopoldo-Dimora-Storica-Spa.h911656.Hotel-Information) ![COMO Castello Del Nero](https://images.trvl-media.com/lodging/2000000/1280000/1279800/1279768/5908bcb2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### COMO Castello Del Nero Strada Spicciano 7 Barberino Tavarnelle FI - 10 min drive from Antinori nel Chianti Classico Stay at this luxury hotel in Barberino Tavarnelle. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Abbey of Passignano and Casa Sola - ... 9.6/10 Exceptional! (133 reviews) Couples like: full-service spa, couples spa treatments, Michelin star restaurant, hot tub Travellers say... Wonderful stay. 5-stars across the board if you’re looking for disconnecting and relaxing in the rolling hills of the Tuscan countryside. Easy day/dinner trips to Florence or Siena (rental car). Reviewed on 25 Oct 2025 [](https://expedia.co.uk/Barberino-Tavarnelle-Hotels-COMO-Castello-Del-Nero.h1279768.Hotel-Information) ![Villa il Poggiale - Dimora Storica](https://images.trvl-media.com/lodging/1000000/920000/918700/918681/a52adc76_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa il Poggiale - Dimora Storica Via Empolese 69 San Casciano in Val di Pesa FI - 10 min drive from Antinori nel Chianti Classico Stay at this spa property in San Casciano in Val di Pesa. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Monastary of Sorelle Clarisse ... [](https://expedia.co.uk/San-Casciano-In-Val-Di-Pesa-Hotels-Villa-Il-Poggiale-Dimora-Storica.h918681.Hotel-Information) [See all 4,817 properties in Chianti Region](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=603148) 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. ## More holidays you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holiday packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Top Romantic Holiday Destinations > - 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Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app