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Weekend getaways in Italy

4-Day Italy Weekend Getaway in Siena With Itinerary

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Photo of Siena cathedral against a bright blue sky in Italy.

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Go on a 4-day weekend getaway in Siena, Italy, and experience the best weekend holiday in Europe! Discover Italy’s charming streets, delightful cuisine, and unforgettable sights.

In the heart of Tuscany, Siena stands as a medieval masterpiece. Discover the historic Palio horse race, the stunning Piazza del Campo, and the magnificent Siena Cathedral in this magnificent city. Stroll through its charming alleys and immerse yourself in this classic Italian city's timeless traditions and artistic treasures.

This fantastic 4-day travel plan is your chance to see the best travel destinations in Italy over the course of a weekend. You’ll stay for 3 nights in Siena, taking in its beauty and energy while maximizing your time in Italy.

Spend your wonderful weekend break in Italy visiting the most popular sightseeing destinations. Expect to see other remarkable attractions in Italy and get a glimpse of the country's unique history and culture.

Your accommodation will be conveniently located for easy access to many of the best places to see and do in Italy. You'll have plenty of time to stroll through local markets and shopping streets. Go souvenir shopping to your heart's content, and take a bit of Italy home with you to remind you of your vacation in Siena.

Your itinerary will take you to the best sights and spots in the city of Siena. You'll visit the unique Fortezza Medicea (siena), explore the fascinating Basilica Of San Domenico, and make lovely memories at the fantastic Palazzo Salimbeni. By the end of your weekend getaway in Italy, you'll return home happy, with plenty of photos and memories to look back to and share.

This 4-day travel plan covers all you need for an amazing time in Italy. Your itinerary is customizable, giving you the opportunity to create the perfect weekend getaway in Siena. Add tours, tickets, and activities to each day of your itinerary and make the most of your time in Italy.

For your convenience, you can also add a car rental to your weekend getaway package to Italy. This way, you can discover hidden gems and explore Italy at your own pace.

On top of all that, you’ll also have access to 24/7 travel support from your personal agent. We’ll provide you with a step-by-step guide you can easily access on our mobile app, where your travel documents are stored and organized.

Booking a complete weekend getaway in Siena has never been this fast and easy. The best services in Siena fill up quickly, so select a date and start planning your weekend getaway to Italy today!

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Days

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Attractions

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Day

City & Overnight

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Day 1

Porta Pispini

Day 2

Basilica of San Domenico•Fontebranda•Siena Cathedral•piazza del Campo•Pubblico Palace•Porta Romana

Day 3

Fortezza Medicea•Porta Camollia, Siena

Day 4

Palazzo Salimbeni

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Day 1

Siena - Arrival day
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Porta Pispini
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Your exciting weekend getaway in Italy begins as you arrive in Siena. Explore the city's charm while spending 3 nights at one of the best hotels and places to stay in Siena.

Siena is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Porta Pispini, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

When the afternoon arrives, make your way to the hotel of your choice in downtown Siena. Check-in at hotels in Italy normally starts around 2 to 3 PM. Each accommodation option in Siena offers a unique blend of comfort and style in addition to prime access to the city’s top attractions.

Siena is filled with restaurant and bar options that fit all budgets. After a day spent exploring, choose from the city’s best dining and drinking establishments. End this day of your weekend getaway in Italy with a delicious meal and a relaxing drink.

Enjoy a delicious meal at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Round off your dining experience by visiting Meet Life Cafè, a prime location for a drink.

Sit back and relax as you savor every minute of your stay in Siena. Celebrate Italy and your 4-day weekend getaway!

Day 2

Siena
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Basilica of San Domenico
Fontebranda
Siena Cathedral
piazza del Campo
Pubblico Palace
Porta Romana
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As you continue your weekend adventure in Italy on day 2, the charm of Siena awaits. Enjoy the remaining 2 nights as you continue exploring new sights and making lasting memories.

Start by visiting Basilica Of San Domenico, a prime spot to begin your journey. This stunning church is sure to impress. Next on your list is Fontebranda, another must-visit landmark and beloved historical landmark renowned for its instagrammable features.

While exploring and sightseeing, take time to savor the culture of Siena by sampling some local delicacies. When you’re ready for more sightseeing, head to Siena Cathedral. This enchanting church is an essential place to visit for anyone looking for the full Siena experience. We also recommend visiting Piazza Del Campo, a famous public square. Nearby, you'll also find Pubblico Palace, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Porta Romana and wrap up your day with its picture-perfect appeal.

Tours add variety to your weekend getaway in Siena. For a more memorable vacation, be sure to check out the popular tours and activities you can add to your package.

Once you've soaked up the sights, dive into the city’s interesting culinary and social scene. Cap off day 2 of your weekend escape in Italy with a wonderful meal and a drink. Explore the best restaurants and bars in Siena, leaving you happy and satisfied at the end of the day.

Enjoy a delicious meal at Osteria Quattro Venti, a highly-rated dining destination in Siena. If you're eager to try something different, consider Fischi per Fiaschi, another top spot with a tantalizing menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Siena this evening.

If you’re not ready to end the night just yet, Maudit Pub offers a perfect venue to relax and savor a drink.

Soak in the unique vibe of the city of Siena tonight! Relax with a drink after your rewarding weekend getaway experience in Italy!

Day 3

Siena
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Fortezza Medicea
Porta Camollia, Siena
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On this lovely day 3 of your relaxing weekend retreat in Italy, delve into the unique beauty of Siena. With 1 night still to enjoy, there's so much more to explore and experience.

Start your adventure at Fortezza Medicea (siena). This worthwhile monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Porta Camollia, Siena located in Siena for another exciting encounter.

Tours add variety to your weekend getaway in Siena. For a more memorable vacation, be sure to check out the popular tours and activities you can add to your package.

A weekend getaway in Italy isn't complete without experiencing the food and nightlife scene in Siena. Fortunately, the city has many fantastic bars and restaurants that cater to all travel budgets.

Treat yourself to a delicious dinner at Ristorante San Desiderio, an excellent option for tonight's dining. Looking for something different? Osteria Le Logge offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Taverna Di Cecco. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Impero Siena, a well-loved spot among locals and tourists.

Sit back and relax as you savor every minute of your stay in Siena. Celebrate Italy and your 4-day weekend getaway!

Day 4

Siena - Departure day
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Palazzo Salimbeni
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Your remarkable 4-day weekend getaway in Siena is about to end, and soon you’ll say goodbye to the city. Day 4 is your departure day and your chance to catch one last glimpse of the city and Italy's charming sights. Depending on how much time you have until you start your journey home, we recommend visiting some more attractions.

If you prefer to go sightseeing before leaving Italy, the popular Palazzo Salimbeni is an extraordinary attraction you could visit on your last day in Siena.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Siena's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

Before you conclude your weekend getaway in Siena, drop by a top-rated restaurant for a last chance at a memorable dining experience in the city. Savor the local food culture over a fantastic meal.

You’ll then say farewell to Italy and begin your journey home, now filled with memories of your unforgettable weekend getaway in Siena!

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