Montepulciano Vacation Packages 2026 from $996

Montepulciano flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

$996

per person

Nov 3 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A coffee shop, a terrace, and dry cleaning are also on offer.

Relais Uffizi, Tailor made Hotel

Historic Centre of Florence

Save 100% on your flight

$2,370

per person

Oct 17 - Oct 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This hotel features a bar/lounge, free WiFi in public areas, and a snack bar/deli. There's luggage storage and multilingual staff can provide around-the-clock assistance.

L'Andana

$2,045

per person

Oct 24 - Oct 30

found 4 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This luxury hotel features an attached winery, a full-service spa, and 2 restaurants. There's fun for all ages with a free kid's club and mini golf, and complimentary bicycles are available on site. Enjoy the 2 outdoor pools and free perks like buffet breakfast and free self parking.

Eurostars Florence Boutique

Historic Centre of Florence

$1,366

per person

Oct 17 - Oct 22

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This hotel features a 24-hour gym and a rooftop terrace. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A terrace, express check-out, and a computer station are also on offer.

Aurum Uffizi

Historic Centre of Florence

$1,205

per person

Oct 18 - Oct 22

just found

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Enjoy the free buffet breakfast each morning. A snack bar/deli and a safe deposit box are also provided.

Top Montepulciano hotels deals

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI

Free Cancellation

$108 nightly

$124 total

Oct 6 - Oct 7

Total with taxes and fees

A seasonal outdoor pool is featured at this hotel, along with free WiFi in public areas and a garden. A communal living room is also provided.

Pool

Free WiFi

Precise Tale Poggio Alla Sala

Via Di Poggio Alla Sala, 10 Montepulciano SI

Free Cancellation

Reserve now, pay when you stay

$526 nightly

$585 total

Sep 30 - Oct 1

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Family-friendly amenities include a playground and in-room childcare. Enjoy the 24-hour gym and free perks like buffet breakfast and WiFi in public areas.

Pool

Breakfast included

Albergo San Biagio

Via San Bartolomeo 2 Montepulciano SI

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$92 total

Sep 25 - Sep 26

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Enjoy the a rooftop terrace and perks like free self parking and free WiFi. There's a bar/lounge on site, and concierge services and wedding services are also provided.

Pool

Spa

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI

$284 nightly

$317 total

Oct 13 - Oct 14

Total with taxes and fees

An attached winery and an outdoor pool are featured at this smoke-free country house. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.

Pool

Parking included

Hotel Panoramic Montepulciano

Via di Villa Bianca, 8 Montepulciano SI

$56 nightly

$66 total

Oct 12 - Oct 13

Total with taxes and fees

This hotel features a bar/lounge, a poolside bar, and a seasonal outdoor pool. Enjoy the a rooftop terrace and perks like free WiFi. Self parking, a coffee shop, and a garden are also offered.

Pool

Pet friendly

Palazzo Mosela Alla Porta

via di gracciano nel corso 113 Montepulciano SI

$178 nightly

$200 total

Sep 17 - Sep 18

Total with taxes and fees

This smoke-free guesthouse features an attached winery and 2 restaurants. WiFi in public areas is free. Self parking, a snack bar/deli, and express check-in are also offered.

Pet friendly

Free WiFi

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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.

Stay near popular Montepulciano attractions

Piazza Grande

9.4/10 (125 reviews)

You can find out about the history of Montepulciano with a visit to Piazza Grande. While you're here, you can savor the wineries.

See properties

Frequently asked questions

How much are vacation packages to Montepulciano?

$996 is all you need to spend for an unforgettable vacation in Montepulciano. Bundle your flights and hotel into a Travelocity vacation package and watch the savings add up. With prices as good as these, there's never been a better time to travel.

How long should my Montepulciano vacation be?

The majority of travelers opt to spend around 2 nights in Montepulciano, but it's completely up to you. If you're hoping to head out and explore all the wonderful things this location has waiting for you, why not hang around for a few extra nights?

Where can I get the best vacation package deals for Montepulciano?

Travelocity has countless ways to score an amazing Montepulciano package deal. Select from as many as 400 airlines and 1,000,000 properties worldwide and put together a travel itinerary that fits your style. With so many options, now's the time to book your next great escape.

Why should I purchase my Montepulciano vacation package via Travelocity?

We offer experiences and destinations to suit every kind of globetrotter, top-notch service and 24/7 support. To top that off, we'll match any cheaper price you happen to find with our Price Match Guarantee.

Can I save money on my Montepulciano car rental if I bundle it with a hotel or flight?

With a Montepulciano vacation package, you can bundle your car, hotel and flight bookings and save a tidy sum. If you're eager to uncover the best of this fabulous region, why not check out St. Peters Basilica? This well-known sight is 90 mi from Montepulciano. With your own wheels, you'll be there in the blink of an eye.

What is the best time of year to go to Montepulciano?

March, April and August are the most popular months to visit, while November, December and January tend to be less busy. If you have a limited budget, you'd be better off visiting in . is typically the costliest time of year to drop by.

Which airport is best for Montepulciano?

The main airport servicing Montepulciano is Peretola Airport (FLR). You'll find it 55 mi southeast of downtown.

What is there to do in Montepulciano?

Montepulciano is teeming with sights to check out, like Tenuta Valdipiatta and Terme di Montepulciano Spa. These renowned attractions top most people's travel schedules.

Where should I stay when visiting Montepulciano?

The Merigge is the top choice of many visitors. Book as soon as possible to avoid missing out.