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Top Montemassi hotels

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
$1,265 nightly
The price is $1,402 total per night from Nov 4 to Nov 5
$1,402 total
Nov 4 - Nov 5
Total with taxes and fees
This luxury hotel features a golf course, an attached winery, and a full-service spa. There's fun for all ages with a children's club and an arcade/game room, ...
"Fabulous service. Gorgeous location and pristine hotel. Great food choices and services."

Reviewed on Oct 23, 2026

Opens in a new windowCastiglion del Bosco, A Rosewood Hotel
Riva del Sole Resort & SPA

Riva del Sole Resort & SPA

4 out of 5
Località Riva Del Sole Castiglione della Pescaia GR
A private beach, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with sun loungers and beach umbrellas, and cool off with ...
"Helpful staff. Very clean rooms. Great location. Beach was lovely. Would stay again."

Reviewed on Oct 5, 2026

Opens in a new windowRiva del Sole Resort & SPA
Grand Hotel Bastiani

Grand Hotel Bastiani

4 out of 5
Piazza Gioberti 64 Grosseto GR
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $80 total per night from Nov 26 to Nov 27
$80 total
Nov 26 - Nov 27
Total with taxes and fees
Free WiFi in public areas, express check-in, and express check-out are available at this hotel. Enjoy the free buffet breakfast each morning. Dry cleaning, luggage ...
"Great staff, nice breakfast, beautiful building and location."

Reviewed on Oct 9, 2026

Opens in a new windowGrand Hotel Bastiani
Fattoria La Principina Hotel & Congress

Fattoria La Principina Hotel & Congress

4 out of 5
Via Dei Girasoli, 1 (Via del Tarabuso) Grosseto GR
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $92 total per night from Oct 27 to Oct 28
$92 total
Oct 27 - Oct 28
Total with taxes and fees
A full-service spa, 4 restaurants, and 4 outdoor pools are all featured at this luxury hotel. There's fun for all ages with a children's pool and a playground, ...
"great facility but needs a general upgrade and remodeling"

Reviewed on Aug 15, 2026

Opens in a new windowFattoria La Principina Hotel & Congress
Camping Maremma Sans Souci

Camping Maremma Sans Souci

3 out of 5
Località Casa Mora Castiglione della Pescaia GR
A private beach and a restaurant are featured at this smoke-free campground. Spend a day at the beach windsurfing, or relax with sun loungers and beach umbrellas. ...
"Impressively clean and well ran campsite. Access to the beach, has its own market, restaurant, coffee bar etc. Enjoyed our two nights stay!"

Reviewed on Oct 2, 2026

Opens in a new windowCamping Maremma Sans Souci
The Sense Experience Resort - Preferred Hotels & Resorts

The Sense Experience Resort - Preferred Hotels & Resorts

5 out of 5
Viale Italia 315 Follonica GR
A private beach, 3 restaurants, and an outdoor tennis court are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a ...
Opens in a new windowThe Sense Experience Resort - Preferred Hotels & Resorts
Borgo Santo Pietro

Borgo Santo Pietro

5 out of 5
Loc. Palazzetto Chiusdino SI
$1,120 nightly
The price is $1,243 total per night from Oct 27 to Oct 28
$1,243 total
Oct 27 - Oct 28
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Families will appreciate the playground, picnic area, and babysitting. ...
Opens in a new windowBorgo Santo Pietro
Hotel La Pineta

Hotel La Pineta

3 out of 5
Via Delle Collacchie, 67 Follonica GR
$76 nightly
The price is $88 total per night from Oct 27 to Oct 28
$88 total
Oct 27 - Oct 28
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A snack bar/deli ...
Opens in a new windowHotel La Pineta
L'Andana

L'Andana

5 out of 5
Tenuta La Badiola Castiglione della Pescaia GR
$509 nightly
The price is $571 total per night from Oct 29 to Oct 30
$571 total
Oct 29 - Oct 30
Total with taxes and fees
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 ...
Opens in a new windowL'Andana
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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.

Montemassi Hotel & Travel Guide

If you're journeying through Grosseto and want to stop by Montemassi, as a discerning traveler, you will find it easier to book in advance through Travelocity to secure the best place to stay at. The center and surrounds of Montemassi lays claim to 3 well regarded hotels within 6 miles (10 kilometers).

Find out about a handful of lodgings found within a short drive from Montemassi's urban center, like the Valdonica Winery & Vineyard Residence and Residence Il Ciliegio.

The Relais Borgo Santo Pietro is about 11 miles (17 kilometers) outside the town center of Montemassi. Another option is the Castello Di Vicarello, which can be found about 14 miles (23 kilometers) away. The L'Andana and also the La Bagnaia Resort- Tuscan Living Golf SPA are two alternative places to book accommodation in Montemassi.

If you have time left, adventurous travelers should discover the other scenic and cultural delights of the Tuscany region. Get to know Tuscany's ruins, castles and traditional villages and be sure to photograph the region's rural landscapes and beaches. Tireless visitors can try their hand at snowboarding, skiing and snow shoeing in this part of Italy.

On the hunt for things to do? Consider spending some time discovering Terme di Saturnia and Maremma Vigna Mia, in Manciano, 35 miles (58 kilometers) southeast of Montemassi. The Fattoria Pianetti and Montarlese Eco-Lodges are a few of the Travelocity-recommended apartment and hotel choices in Manciano. For another option, head to Scarlino, 14 miles (23 kilometers) to the southwest of Montemassi, where you'll find the Resort Baia Scarlino and Relais Vedetta. The Castello di Scarlino and Cala Violina are a couple of the most frequented attractions to get to know in Scarlino.

When sport is a favourite pastime, be sure to visit Stadio Artemio Franchi, which is located 55 miles (89 kilometers) to the north of Montemassi. Find accommodation not far from the sporting action at the Four Seasons Hotel Firenze or the The St. Regis Florence.

Situated 55 miles (91 kilometers) outside Montemassi's downtown is Peretola Airport. Stay nearby in Travelocity-listed accommodation at Torre di Bellosguardo or Sina Villa Medici.

Frequently asked questions

What are the top kid-friendly hotels in Montemassi?
Family getaways are where lifelong memories are made, but traveling with little ones can be tricky. These kid-friendly Montemassi hotels offer perks that aim to keep adventurers of all ages relaxed and happy: Settle in at Casolare San Giusto maremma 1 floor apartment. It comes with a swimming pool, beach sun loungers and a passion for making families feel welcome. Also check out Casolare San Giusto Maremma ground floor apartment. It offers a swimming pool, beach sun loungers and ample opportunities to hang out as a family.
Where can I find cheap hotels in Montemassi?
At Travelocity you'll find really nice hotels in Montemassi at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Montemassi rather than in Montemassi. We may find you even better rates, too.
How do I find the best Montemassi hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Montemassi then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Montemassi?
The cheapest hotel in Montemassi is $80. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Montemassi?
There are 2,159 hotels in Montemassi on Travelocity.
What are the best hotels in Montemassi?
Montemassi has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Montemassi for you!
When is the best time to visit Montemassi?
If you want the joy of a fun-filled trip in peak season, visit Montemassi during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as October, November and December.
When is the cheapest time to stay in Montemassi?
Based on historic data is usually the cheapest month to visit Montemassi. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Montemassi?
There are multiple hotels in Montemassi that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Montemassi. We have plenty of kid-friendly hotels in Montemassi to choose from on Travelocity!
Why book a hotel in Montemassi through Travelocity?
Because we have the top hotels in Montemassi! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Montemassi on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Montemassi hotel reviews by fellow wanderers