An ancient stone tower with a view of rolling hills and fields in the background.

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Check prices for these dates

Tonight
19 Oct - 20 Oct
Tomorrow
20 Oct - 21 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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Our top choices for Roccastrada hotels

A swimming pool with lounge chairs and umbrellas, surrounded by brick flooring and a hedge.
A rustic interior with exposed wooden beams, a central island with seating, and a stone wall.
A bedroom with a stone wall, a bed with white linens, a wooden chair, a desk with a computer, and a window with curtains.
A large stone house with a swimming pool, surrounded by lush greenery and hills.

1. La Melosa Resort & Spa - Adults Only

La Melosa Resort & Spa - Adults Only
Roccastrada
Australia
Gillian
NZ$178
includes taxes & fees
26 Oct - 27 Oct
La Melosa Resort & Spa - Adults Only
An outdoor dining area with stone buildings, tables with orange tablecloths, and string lights.
A gazebo with a stone wall and a lamp post in a park setting.
A view through a window of a mountainous landscape with autumn foliage and a house in the distance.
A dining area with wooden beams, stone walls, and a fireplace. Tables are set with wine glasses and cutlery.

2. Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
United States
Ian
NZ$228
includes taxes & fees
9 Nov - 10 Nov
Historic Farmhouse Casa del Chiodo
A restaurant with outdoor seating, a bar area, and a view of the landscape.
Point of interest
A stone building with a wooden door and a circular window.
A narrow hallway with a brick archway, a window, and framed pictures on the walls.

3. B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
France
jean
NZ$157
includes taxes & fees
1 Nov - 2 Nov
B&B da Nada Locanda Toscana
A spacious dining area with a large table and chairs, stone walls, and a view of the mountains.
A room with a large window overlooking a vineyard and mountains. There is a stone wall and a wooden shelf with wine bottles and glasses.
A balcony with two wooden chairs overlooking a vineyard and distant mountains.
A rustic stone house with a balcony, surrounded by tall grasses and trees, during sunset.

4. Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
United States
Audrey
NZ$293
includes taxes & fees
8 Nov - 9 Nov
Valdonica Winery & Vineyard Residence
A group of people dining at a table with a view of a valley and mountains.
A garden with a wooden chair and a table, surrounded by a stone wall and a wooden fence.
A long table set for a formal outdoor event, surrounded by a vineyard.
A panoramic view of a vineyard with rolling hills, a clear sky, and distant mountains.

5. Valdonica Winery - Chill in Nature Lodge

Valdonica Winery - Chill in Nature Lodge
Roccastrada
NZ$342
includes taxes & fees
19 Nov - 20 Nov
Valdonica Winery - Chill in Nature Lodge
A courtyard with stone steps leading to a small building, surrounded by lush greenery and stone buildings in the background.
A cozy kitchen with a brick ceiling, wooden furniture, and a dining area with a table set for breakfast.
A window with a view of buildings and a plant on the windowsill.
A hotel with a swimming pool, surrounded by greenery and adjacent to a road.

6. Country House il Ciliegio

Country House il Ciliegio
Roccastrada
Netherlands
Maaike
NZ$175
includes taxes & fees
1 Nov - 2 Nov
Country House il Ciliegio
A modern living room with a sofa, a coffee table, a TV on a wooden cabinet, and a large potted plant.
A modern bathroom with a glass shower enclosure, a sink, a toilet, and a window providing natural light.
A modern bedroom with a bed, bedside tables, a ceiling light, a window, and a wall-mounted artwork.
A bedroom with a bed, a nightstand, a wall-mounted lamp, a window with a view, and a ceiling light fixture.

7. Le Vie del Mare Camere

Le Vie del Mare Camere
Ribolla
NZ$215
includes taxes & fees
22 Oct - 23 Oct
Le Vie del Mare Camere
A swimming pool with a view of a hilltop castle.
A kitchen with wooden cabinets, a tiled backsplash, and a dining table with a fruit bowl.
A courtyard with a stone column, potted plants, and a view of a hilltop castle.
An outdoor patio with a pergola, tables, chairs, and a view of rolling hills.

8. Agriturismo Podere Ristella - Wine&Food

Agriturismo Podere Ristella - Wine&Food
Roccastrada
Italy
eugenio
NZ$202
includes taxes & fees
26 Oct - 27 Oct
Agriturismo Podere Ristella - Wine&Food
A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.
A living room with a wooden ceiling, a sofa, a dining table with chairs, a television, and a cabinet.
A small, modern house with a sliding glass door, surrounded by lush greenery and a well-maintained garden.
A glass-enclosed structure with a wooden deck, surrounded by various plants and a garden.

9. Agriturismo Benvenuti

Agriturismo Benvenuti
Roccastrada
Italy
Ivano
NZ$160
includes taxes & fees
23 Oct - 24 Oct
Agriturismo Benvenuti
A pool with a modern water feature and a stone structure.
An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.
A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.
A large, multi-story building with a swimming pool, surrounded by lush greenery.

10. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
Canada
Penny
NZ$164
includes taxes & fees
20 Oct - 21 Oct
Mercure Petriolo Siena Terme Spa Hotel
A logo with a bird and a shield, and the text "AMARAVATI".
A hotel room with a large bed, a tray with tea and a teapot, and a decorative headboard.
A room with red leather sofas, a glass coffee table, and potted plants.
A bar area with two people seated at a counter, a glass display case with bottles, and a vase with flowers on the wall.

11. Hotel Ghibellino

Hotel Ghibellino
Buonconvento
Australia
Anna-Maree
NZ$171
includes taxes & fees
20 Oct - 21 Oct
Hotel Ghibellino
A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.
A hotel room with a large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.
A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.
A kitchen with a buffet setup, including a variety of food items and glassware.

12. SI Montalcino Hotel

SI Montalcino Hotel
Montalcino
United States
Farasley
NZ$212
includes taxes & fees
1 Nov - 2 Nov
SI Montalcino Hotel
A historic building with a sign reading "Bastiani Grand Hotel."
A dining area with tables set for service, framed artwork on the walls, and a large window with curtains.
A hotel room with a bed, desk, chair, lamp, and a view of the outside.
A grand staircase with ornate black railings, a patterned carpet, and a potted plant.

13. Grand Hotel Bastiani

Grand Hotel Bastiani
Grosseto
Canada
Peter
NZ$144
includes taxes & fees
19 Nov - 20 Nov
Grand Hotel Bastiani
A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.
A spacious living area with leather armchairs, a wooden cabinet with glass doors, and a red carpet.
A bedroom with a large bed, wooden beams on the ceiling, a nightstand with a lamp, and framed pictures on the wall.
A stone building with a swimming pool, white lounge chairs, and a white umbrella.

14. Le Ragnaie

Le Ragnaie
Montalcino
United States
Trevor
NZ$220
includes taxes & fees
3 Nov - 4 Nov
Le Ragnaie
A stone building with a tiled roof, a paved pathway, and a well-maintained garden.
A dining area with white tables and chairs, a large mirror, and a wine bottle on one table.
A stone building with a pool, lounge chairs, and a garden with flowers.
A room with a wooden ceiling, a dining table with chairs, a bed, and a window with curtains.

15. Podere Brizio

Podere Brizio
Montalcino
United States
Aseem
NZ$383
includes taxes & fees
8 Nov - 9 Nov
Podere Brizio
A lobby with a marble floor, a chandelier, a reception desk, and large green plants.
A hotel with a sign reading "HOTEL RISTORANTE CHIUSARELLI," surrounded by greenery and a brick wall.
A modern hotel room with a large bed, a desk, and a chair. There is a painting on the wall and a lamp on the side table.
A dining area with brick ceiling arches, tables set with white tablecloths, and framed pictures on the walls.

16. Hotel Chiusarelli

Hotel Chiusarelli
Siena City Centre
United States
Scott
NZ$187
includes taxes & fees
17 Nov - 18 Nov
Hotel Chiusarelli
A breakfast table with a variety of fruits, a vase of flowers, and a lamp in the background.
A row of bicycles parked outside a building with a sign that reads "BAR".
A balcony with a table, chairs, and a view of a street with buildings.
A reception desk with large letters "HP" and stars on a glass window.

17. Hotel La Pineta

Hotel La Pineta
Follonica
United States
Tammy
NZ$156
includes taxes & fees
20 Oct - 21 Oct
Hotel La Pineta
A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.
A balcony with a wrought iron railing overlooking a village with terracotta rooftops and greenery.
A wine tasting room with a marble bar, wine bottles, glasses, wicker furniture, and a view of the sea through a large arched window.
A multi-story building with a central entrance, large windows with shutters, and a paved courtyard.

18. Palazzo Saloni

Palazzo Saloni
Montalcino
United States
Michael
NZ$523
includes taxes & fees
18 Nov - 19 Nov
Palazzo Saloni
A bedroom with a bed, a chair, a table, and a stone wall.
A piano with sheet music, an easel with a drawing, and a wine bottle in a stone-walled room.
An underground wine cellar with wooden tables, wine bottles, and a piano.
An outdoor patio with stone walls, a pergola, and a table set for dining.

19. Dimora delle Muse

Dimora delle Muse
Montalcino
United States
Bradley N.
NZ$355
includes taxes & fees
7 Nov - 8 Nov
Dimora delle Muse
A bedroom with a bed, a bedside table with a lamp, a window with curtains, and a wall-mounted air conditioner.
A patio with two lounge chairs and a small table, surrounded by stone tiles and greenery.
A kitchen with a sink, cabinets, and a window. There are shelves with jars and a kettle.
A swimming pool with a clear view of the sky and surrounding trees.

20. Vecchio Casale Quercetino

Vecchio Casale Quercetino
Castel del Piano
NZ$221
includes taxes & fees
20 Oct - 21 Oct
Vecchio Casale Quercetino
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Stay near popular Roccastrada attractions

Podere Ristella Vineyards and Winery

You can enjoy a tasting or tour at Podere Ristella Vineyards and Winery during your travels to Roccastrada. Wander the gardens or discover the area's countryside.
See properties

I Canaloni del Torrente Farma

8.0/10 (1 review)
Commune with nature and explore the great outdoors at I Canaloni del Torrente Farma during your travels in Roccastrada. Discover the area's countryside and spas.
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Castello del Belagaio

9.0/10 (2 reviews)
You can find out about the history of Roccastrada with a visit to Castello del Belagaio. Discover the area's countryside and wineries.
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Church of San Nicola

8.0/10 (1 review)
After visiting Church of San Nicola, make a plan to see the other sights and activities in Roccastrada. Visit the spas in this relaxing area or simply enjoy its wineries.
See properties

Sassoforte Castle

9.0/10 (2 reviews)
You can find out about the history of Roccastrada with a visit to Sassoforte Castle. While you're in the area, wander around the natural setting.
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Castello di Torniella

After visiting Castello di Torniella, make a plan to see the other sights and activities in Torniella.
See properties

Learn more about Roccastrada

Hike through the dramatic rock formations of I Canaloni del Torrente Farma, where natural pools invite summer swimming between towering canyon walls. Medieval history comes alive at Sassoforte Castle, while nearby Podere Ristella offers wine tastings showcasing Tuscan varietals grown on sun-drenched slopes.

See all hotels in Roccastrada
An ancient stone tower with a view of rolling hills and fields in the background.

Top Roccastrada Hotel Reviews

Recent Reviews in Roccastrada

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"La vue est panoramique et le château est grandiose"
Annie 4-night trip
Posted 3 days ago
Castello di Velona Resort Thermal SPA & Winery
L'Orto delle Terme

L'Orto delle Terme

10/10 Excellent
"Clean room and beautiful Suite. Breakfast was excellent!"
Tracey 2-night trip
Posted 4 days ago
L'Orto delle Terme
Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."
Victor 4-night trip
Posted 4 days ago
Hotel Chiusarelli
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 7 days ago
Hotel Italia
Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Great breakfast, stunning views of the Tuscan countryside and felt like walking into the past. Exactly as per the photos, a wonderful ambience, full of charm and character. Well located on the edge of the old town, less than 10 minutes walk to the centre. The staff were so friendly and helpful. I would not hesitate to recommend this hotel and hope to come back myself."
Katharine 3-night trip
Posted 9 days ago
Il Chiostro del Carmine
Grand Hotel Bastiani

Grand Hotel Bastiani

10/10 Excellent
"Great staff, nice breakfast, beautiful building and location."
Peter 3-night trip
Posted 10 days ago
Grand Hotel Bastiani
Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good
"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."
Rajendra 3-night trip
Posted 2 weeks ago
Four Points by Sheraton Siena
Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence

10/10 Excellent
"After debating between many Tuscan vineyards/B&Bs to stay at, I am so glad we picked this one. The venue was beautiful, the room was nice and clean (with AC), and they had a gorgeous remote pool overlooking the vineyard. The people working were all incredibly kind and accommodating and went above and beyond to make our stay memorable, in addition to the owner. We enjoyed a wine tour/tasting and a cooking class, and had dinner at their restaurant that was one of our best meals in Italy. Our only regret is that we could not stay longer. Seriously cannot overstate how relaxing and beautiful this place is, will be recommending to friends and family and hopefully returning soon ourselves!"
Audrey 2-night trip
Posted 2 months ago
Valdonica Winery & Vineyard Residence

More cheap accommodation in Roccastrada

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
NZ$112
19 Nov - 20 Nov
includes taxes & fees
7.8/10 Good! (259 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
NZ$139
19 Nov - 20 Nov
includes taxes & fees
7.8/10 Good! (453 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
NZ$171
5 Nov - 6 Nov
includes taxes & fees
10/10 Exceptional! (51 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
NZ$173
19 Nov - 20 Nov
includes taxes & fees
8.8/10 Excellent! (113 reviews)
Albergo Centrale
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence
Mediterraneo RTA

Mediterraneo RTA

Via XXIV Maggio 68H, Marina di Grosseto Grosseto GR
Get ratesMediterraneo RTA

Frequently asked questions

What is the best area to stay in Roccastrada?
The best area to stay in Roccastrada is within the hilltop town itself for a classic Tuscan village experience, or in the surrounding countryside for a more secluded retreat.Staying directly in Roccastrada town provides a genuine insight into local life. You'll find a selection of local shops, a few traditional eateries, and the historic Rocca Aldobrandesca, offering lovely views of the Maremma region. It's a small, walkable town, superb for those who appreciate a slower pace and want to experience an authentic Tuscan community.For couples seeking a romantic and tranquil escape, the countryside immediately surrounding Roccastrada offers numerous agriturismi and renovated farmhouses. These properties often feature private pools, expansive gardens, and offer opportunities for wine tasting or cooking classes. You're typically a short drive from the main town, allowing for both seclusion and convenient access to local amenities.
What are the best hotels in Roccastrada that travellers recommend?
For an excellent hotel in Roccastrada that travellers highly recommend, consider La Melosa Resort & Spa - Adults Only.This 4-star resort, with an outstanding 9.4 rating, offers a luxurious experience. Guests frequently highlight the beautiful, clean rooms. The resort features a refreshing outdoor pool with comfortable sun loungers and a convenient poolside bar. For relaxation, there is a Turkish bath or hammam, and the premium bedding ensures a comfortable stay.
What are the best family hotels in Roccastrada?
For family-friendly accommodation in Roccastrada, consider the Agriturismo Tenuta di Montemassi La Fattoria, Valdonica Winery & Vineyard Residence, and B&B Podere Camaiano.The 3-star Agriturismo Tenuta di Montemassi La Fattoria, with an impressive 9.6 rating, is an excellent choice for families. It offers complimentary cots, highchairs, and sofa beds, and connecting rooms are available. Guests can also benefit from free rollaway extra beds and a complimentary buffet breakfast.The Valdonica Winery & Vineyard Residence, rated 9.4, also caters well to families, providing free cots and sofa beds. Guests can enjoy complimentary breakfast, free self-parking, and free WiFi. Pets are also welcome to stay free of charge.Another highly-rated option is the B&B Podere Camaiano, which boasts a superb 10.0 rating. This property offers complimentary cots, a free buffet breakfast, and free WiFi. Like Valdonica, it also provides free self-parking and allows pets to stay without charge.
What are the best spa hotels in Roccastrada?
For an excellent spa experience in Roccastrada, consider La Melosa Resort & Spa - Adults Only or Valdonica Winery & Vineyard Residence.The 4-star La Melosa Resort & Spa - Adults Only, rated 9.4, offers a full-service spa with a wide array of treatments including facial treatments, body treatments, body scrubs, manicures, and pedicures. Guests can also enjoy couples' treatment rooms, massage services, a sauna, a hot tub, a steam room, and a Turkish bath or hammam. Guests frequently comment on the beautiful and clean rooms.Valdonica Winery & Vineyard Residence, with an impressive 9.4 rating, also features a full-service spa that is available daily, offering relaxing massage services. This hotel provides free breakfast, free WiFi, free toiletries, and complimentary self-parking. Pets are also welcome to stay free of charge.
What hotels in Roccastrada offer free breakfast?
For hotels in Roccastrada that offer complimentary breakfast, consider the Valdonica Winery & Vineyard Residence, B&B da Nada Locanda Toscana, B&B Podere Camaiano, and Agriturismo Tenuta di Montemassi La Fattoria.The Valdonica Winery & Vineyard Residence, with an exceptional rating of 9.4, provides free breakfast and also allows pets to stay free of charge. Guests can also benefit from free self-parking and complimentary WiFi.Another excellent option is the B&B da Nada Locanda Toscana, which also boasts a 9.4 rating. This establishment offers free buffet breakfast and free WiFi, ensuring a comfortable start to your day.The B&B Podere Camaiano stands out with a superb 10.0 rating. Here, guests can enjoy a free buffet breakfast, along with free WiFi, free self-parking, and the convenience of pets staying free.Finally, the 3-star Agriturismo Tenuta di Montemassi La Fattoria, rated 9.6, provides a free buffet breakfast. Additional amenities include free WiFi, free toiletries, and complimentary parking nearby, making it a well-rounded choice.
What are the top pet-friendly hotels in Roccastrada?
For top pet-friendly hotels in Roccastrada, consider the B&B Podere Camaiano, Agriturismo Tenuta di Montemassi La Fattoria, and Valdonica Winery & Vineyard Residence.B&B Podere Camaiano stands out with an exceptional 10.0 rating, offering free accommodation for pets, complimentary breakfast, free WiFi, and free self-parking.The 3-star Agriturismo Tenuta di Montemassi La Fattoria, with a 9.6 rating, permits dogs and provides free buffet breakfast.Another excellent choice is the Valdonica Winery & Vineyard Residence, rated 9.4. This residence welcomes both dogs and cats, allows pets to stay for free, and offers complimentary breakfast, free self-parking, and free WiFi.The B&B da Nada Locanda Toscana, with a 9.4 rating, also welcomes both dogs and cats, and provides complimentary breakfast, including a buffet option, along with free WiFi.
What are the best budget hotels in Roccastrada?
For a budget-friendly hotel in Roccastrada, consider the Agriturismo Tenuta di Montemassi La Fattoria.This 3-star agriturismo, with an impressive 9.6 rating, offers a wonderful stay with several complimentary features. Guests can enjoy free WiFi, a free breakfast buffet, and free toiletries. For those travelling with infants, a free crib is available. Additionally, both nearby and on-site self-parking are free, adding to the convenience for those arriving by car.
What are the most romantic hotels in Roccastrada for couples?
For a romantic getaway in Roccastrada, consider the delightful La Melosa Resort & Spa - Adults Only or the charming Valdonica Winery & Vineyard Residence.The 4-star La Melosa Resort & Spa - Adults Only, with an exceptional rating of 9.4, is designed for couples seeking relaxation and pampering. It features a full-service spa with a hot tub, sauna, steam room, and even couples' treatment rooms for shared massages and body treatments. Guests can also enjoy the outdoor pool with sun loungers and a poolside bar, great for a tranquil afternoon together.Another wonderful option is the Valdonica Winery & Vineyard Residence, which also boasts an impressive rating of 9.4. This residence offers complimentary breakfast and free WiFi, making for a comfortable stay. Many rooms include a balcony, providing a lovely spot for couples to enjoy the views.
When is the best time to go to Roccastrada?
The best time to go to Roccastrada is during the spring (April to June) and autumn (September to October) months. These periods offer the most pleasant weather for exploring the Maremma region.During spring, the countryside around Roccastrada is lush and green, with wildflowers in bloom, making it a beautiful time for scenic drives and enjoying the natural beauty. Temperatures are comfortably mild, typically ranging from 15°C to 25°C, superb for outdoor activities like hiking or visiting local vineyards without the intense summer heat.Autumn also provides excellent conditions, with comfortable temperatures similar to spring, usually between 18°C and 26°C. This season is particularly appealing for those interested in food and wine, as it coincides with the grape harvest and olive picking. You'll find many local festivals celebrating these traditions, offering a genuine taste of Tuscan life.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Roccastrada.
How can I save on a hotel booking in Roccastrada with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Roccastrada hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Roccastrada?
Prices for hotels in Roccastrada often vary, but you can find a great deal from NZ$112 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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