Colle di Val d'Elsa Vacations from $972

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Your Colle di Val dElsa Vacation

Organizing your next exciting getaway is easy with a Colle di Val dElsa vacation package. The neighborhood of Mensanello, which is great for history, makes a terrific base to discover the marvels of this city. Eager to explore? Collegiate Church of Santa Maria Assunta, Piazza Duomo and Monteriggioni Castle are some of the leading places to visit during your trip to Colle di Val dElsa. Don't put off exploring this destination any longer. Your perfect Colle di Val dElsa vacation is a couple of clicks away with Expedia.

The Latest Colle di Val d'Elsa vacation packages

Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
$972
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
The Moon Hotel exceeded my expectations and is highly recommended. The restaurant services and breakfast offerings were excellent Management and particularly Ivan was absolutely outstanding.

Reviewed on Sep 9, 2026

Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
$1,049
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (1,004 reviews)
I absolutely loved my stay at this hotel in the center of Florence! The rooms, breakfast, and rooftop bar were all fantastic. Thank you to the staff for your wonderful service and professionalism.

Reviewed on Sep 12, 2026

Aurum Firenze

Aurum Firenze

Historic Centre of Florence
$1,291
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Rooms were clean....modern design unlike other older Tuscany hotels. Air conditioning good. Ok breakfast. Location close to train station and not far from attractions...everything with in 15 minute walk. Safe area. Staff not rude, just inattentive.

Reviewed on Sep 12, 2026

Villa Cora

Villa Cora

Oltrarno
$1,482
per person
Oct 14 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (482 reviews)
Relais Uffizi, Tailor made Hotel

Relais Uffizi, Tailor made Hotel

Historic Centre of Florence
Save 100% on your flight
$2,267
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (161 reviews)
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Stay near popular Colle di Val d'Elsa attractions

Alta Val d'Elsa River Park

10.0/10 (1 review)
Explore the great outdoors at Alta Val d'Elsa River Park, a lovely green space in Colle di Val d'Elsa. Discover the countryside and spas in this quaint area.
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Colle di Val d'Elsa Cathedral

8.8/10 (15 reviews)
You can learn about the history of Colle di Val d'Elsa with a visit to Colle di Val d'Elsa Cathedral. Discover the beautiful countryside and wineries in this relaxing area.
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Museo del Cristallo di Colle di Val d'Elsa

9.4/10 (8 reviews)
You can study the exhibits at Museo del Cristallo di Colle di Val d'Elsa, a museum with a story of its own, during your trip to Colle di Val d'Elsa. Discover the beautiful countryside and wineries in this relaxing area.
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Sentierelsa Trail

8.8/10 (6 reviews)
You can take time to visit Sentierelsa Trail during your travels to Colle di Val d'Elsa. Discover the countryside and spas in this quaint area.
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Le Caldane Thermal Baths

Commune with nature and explore the great outdoors at Le Caldane Thermal Baths during your travels in Colle di Val d'Elsa. Find some time to visit the spas or temples in this quaint area.
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Fattoria Il Palagio Winery

You can enjoy a tasting or tour at Fattoria Il Palagio Winery during your travels to Colle di Val d'Elsa. Find some time to visit the spas or temples in this quaint area.
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Art in Color

8.0/10 (2 reviews)
You can study the exhibits at Art in Color, a museum with a storied past, during your travels to Colle di Val d'Elsa. Discover the beautiful countryside and wineries in this quaint area.
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Ranuccio Bianchi Bandinelli Archeological Museum

8.0/10 (2 reviews)
You can study the exhibits at Ranuccio Bianchi Bandinelli Archeological Museum, a museum with a storied past, during your travels to Colle di Val d'Elsa. Discover the beautiful countryside and wineries in this relaxing area.
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What to do in Colle di Val d'Elsa

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

$26
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Florence Day Trip: Medieval Villages & Cooking Class

Florence Day Trip: Medieval Villages & Cooking Class

$185
per adult
86% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
Tootbus Tuscany Intercity Multi-day Pass

Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace

$40
per adult
Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace
See all activities in Colle di Val d'Elsa

Colle di Val d'Elsa Hotel Deals

Villa Sabolini

Villa Sabolini

Loc. Mensanello Colle di Val d'Elsa SI
Fully refundableReserve now, pay when you stay
$154 nightly
$175 total
Oct 6 - Oct 7
Total with taxes and fees
9.2/10 Wonderful! (227 reviews)
"We couldn’t rate Villa Sabolini more highly - we had such an excellent time. It is a beautiful property and the perfect place to relax and enjoy Tuscany. The staff were so helpful and friendly too."

Reviewed on Aug 29, 2026

Villa Sabolini
Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA

Via Gracco Del Secco 113 Colle di Val d'Elsa SI
Fully refundableReserve now, pay when you stay
$188 nightly
$211 total
Oct 7 - Oct 8
Total with taxes and fees
9.4/10 Exceptional! (464 reviews)
"Beautiful place, wonderful pool and great breakfast."

Reviewed on Sep 1, 2026

Hotel Palazzo San Lorenzo & SPA
Relais Della Rovere

Relais Della Rovere

Via Piemonte 10 Colle di Val d'Elsa SI
Fully refundableReserve now, pay when you stay
$195 nightly
$219 total
Sep 29 - Sep 30
Total with taxes and fees
9/10 Wonderful! (264 reviews)
"Perfect."

Reviewed on Sep 9, 2026

Relais Della Rovere
See all 8,067 properties in Colle di Val d'Elsa
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.

Find the Best Colle di Val d'Elsa Vacation Packages

Colle di Val dElsa Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Population
16,600
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Siena Cathedral, Tenuta Torciano Winery and Monteriggioni Castle

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Frequently asked questions

How much does a Colle di Val d'Elsa vacation package cost?
Offering great value package deals from $972 on Expedia, you'll be surprised at how little a vacation to Colle di Val d'Elsa costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Colle di Val d'Elsa?
You can typically find lower prices and better availability in February, September and December. Take a look at our cheap Colle di Val d'Elsa vacation packages and you could land some excellent off-season deals.
How many days is enough for Colle di Val d'Elsa?
We recommend booking a Colle di Val d'Elsa vacation for a minimum of 3 days. This gives you enough time to tick off popular sights including Piazza Arnolfo di Cambio and Ranuccio Bianchi Bandinelli Archeological Museum, and check out neighborhoods like San Gimignano City Centre and Mensanello. You might even be able to squeeze in a day trip beyond Colle di Val d'Elsa.
Is it worth booking a vacation package to Colle di Val d'Elsa?
Whether you want to check out major sights such as Sentierelsa Trail and Colle di Val d'Elsa Cathedral on your Colle di Val d'Elsa vacation, or coming for its excellent adventure sports, views and history, there's something for everyone here. With so much to do, you'll soon discover why so many people think Colle di Val d'Elsa is a good vacation destination.
How to find the best Colle di Val d'Elsa package deals?
Begin your search for a Colle di Val d'Elsa package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Colle di Val d'Elsa package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Colle di Val d'Elsa escape underway.
Is it cheaper to book a Colle di Val d'Elsa vacation as a package?
You can enjoy significant savings on your Colle di Val d'Elsa escape by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to browse the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Colle di Val d'Elsa?
If you're considering an impromptu Colle di Val d'Elsa vacation, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Colle di Val d'Elsa?
  1. Pick your dates: The things you want to do in Colle di Val d'Elsa and your preferred season will help you decide when to get away.
  2. Set your budget: Factor in expenses like flights, food and transportation when calculating how much to save for your trip to Colle di Val d'Elsa. Then, choose a hotel that matches your budget, whether that's a low-cost stay or a swankier retreat.
  3. Organize your Colle di Val d'Elsa getaway with our trip planning tool: Look for and book accommodations and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Colle di Val d'Elsa together.
  4. Decide your trip length: Think about how much time you'd like to spend exploring Colle di Val d'Elsa. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  5. Bundle your accommodations and airfare: After you've nailed down your dates and duration, book the perfect Colle di Val d'Elsa vacation package for you.
  6. Add on experiences and excursions: Read our travel guide to find some awesome things to do in Colle di Val d'Elsa. Book tickets or make reservations in advance to save time and skip the hassle of trying to find activities once you arrive.
Does Expedia offer Book Now, Pay Later Colle di Val d'Elsa vacation packages?
If you're anything like us, you love traveling the world but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Colle di Val d'Elsa break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.