Cupramontana Holidays

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Top Flight + Hotel Deals in Cupramontana

Price found within the past 48 hours. Click for updated prices.
Hotel Giò Wine e Jazz Area

Hotel Giò Wine e Jazz Area

4 out of 5
Price was €427, price is now €391 per person
€391
per person
20 Aug - 24 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Ancona (AOI)
8.6/10 Excellent! (582 reviews)
A very nice hotel. It was beautifully decorated and definitely on theme. The staff are top-notch! The restaurant is lovely and the food excellent 👌 Our one constructive criticism relates to the bed...ours was extra firm and not the best for a 9 day stay.

Reviewed on 12 Jul 2026

Sina Brufani

Sina Brufani

5 out of 5
Old Town Perugia
Save 100% on your flight
Price was €1,786, price is now €1,042 per person
€1,042
per person
16 Sept - 23 Sept
found 24 hours ago
Return flight included
Dublin (DUB) to Ancona (AOI)
9.2/10 Wonderful! (648 reviews)
A one night stay to see Sting at the Umbria Jazz festival - so Perugia very busy! Great location at the bottom of main straight. Great views. Staff super helpful re car parking etc. and all sorts of advice. Our room had just been refitted - so immaculate. Will stay again Thankyou.

Reviewed on 9 Jul 2026

View Place & Spa

View Place & Spa

5 out of 5
Price was €552, price is now €472 per person
€472
per person
30 Sept - 5 Oct
found 18 hours ago
Return flight included
Dublin (DUB) to Ancona (AOI)
9.8/10 Exceptional! (50 reviews)
Incredible hotel well located in Umana! It is from walkable distance of the beach and from the city center. The room are clean and spacious! The rooftop bar has a wonderful view of the Adriatic and cool drinks! The staff is always smiling and are very helpful. The complimentary breakfast is excellent!

Reviewed on 5 Jul 2026

Borgo Dei Conti Resort Relais & Chateaux

Borgo Dei Conti Resort Relais & Chateaux

5 out of 5
Save 100% on your flight
Price was €3,095, price is now €2,671 per person
€2,671
per person
30 Sept - 6 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Ancona (AOI)
9/10 Wonderful! (14 reviews)
This property has the potential to be a 5 Star hotel/resort. The property and surrounding grounds are excellent. The rooms are modern and spacious. The problem, and it’s significant, is the food and beverage. We had the worst meal in Italy I’ve ever had in their “fine dining” restaurant w a family party of 18 which we set up in advance. It was awful, as was the service. We gave them another shot with just a party of three and it too was poor. The pool restaurant is much better so I advise you patronize the Osteria. They struggled w the basic cocktails- margaritas, martinis - and were very, very slow. This property needs management talent and a complete reset of its food and beverage strategy and service execution.

Reviewed on 9 Jul 2026

Top hotels in Cupramontana

Casa Pietrone apartment in the vineyards, Casa Pietrone

Casa Pietrone apartment in the vineyards, Casa Pietrone

Marche Provincia di Ancona
9.6/10 Exceptional! (45 reviews)
Great
"This property is beautiful, simple, and very clean. We highly recommend this place."

Reviewed on 11 Jul 2019

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Casa Pietrone apartment in the vineyards, Casa Pietrone
Idyllic artist's country house with pool & yoga room in a secluded location

Idyllic artist's country house with pool & yoga room in a secluded location

Cupramontana Ancona
9.8/10 Exceptional! (23 reviews)
"Sehr schönes Haus mit tollem Garten und schöner Umgebung. Der Pool ist spitze und die Aussicht fantastisch. Der Ort Cupramontana bietet viele Einkaufsmöglichkeiten, Cafés und Restaurants. Die Kommunikation mit der Vermieterin war sehr unkompliziert und sehr nett. Wir waren sehr begeistert und hatten ..."

Reviewed on 10 Jun 2026

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Idyllic artist's country house with pool & yoga room in a secluded location
Hotel Federico II

Hotel Federico II

4 out of 5
Via Ancona, 100 Jesi AN
Fully refundableReserve now, pay when you stay
The price is €116 per night from 15 Jul to 16 Jul
€116
15 Jul - 16 Jul
includes taxes & fees
9/10 Wonderful! (204 reviews)
"Was nice"

Reviewed on 15 Sept 2025

Hotel Federico II
See all 1,329 properties in Cupramontana
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 Cupramontana attractions

Hermitage of the White Friars

You can learn about the history of Cupramontana with a trip to Hermitage of the White Friars. Discover the area's festivals and churches.
See properties

Frequently asked questions

How much does a Cupramontana holiday package cost?
Offering excellent value package deals from €391 on Expedia, you'll be pleasantly surprised at how much a holiday to Cupramontana costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Cupramontana?
To score cheap Cupramontana holiday packages, plan your getaway outside of peak times such as public holidays. You'll typically find lower prices and better availability for hotels and flights.
How many days is enough for Cupramontana?
With a well-planned itinerary, you can easily tick off the main Cupramontana attractions in a few days. But if you prefer to discover lesser-known spots or go on day tours, think about booking your Cupramontana holiday for longer.
How to find the best Cupramontana package deals?
Use Expedia's filters to help you find some terrific Cupramontana package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Cupramontana package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book a Cupramontana holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component separately. And you'll still get the flexibility to create a customised Cupramontana holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Cupramontana?
If you're planning a spontaneous Cupramontana trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Cupramontana?

  1. Pick your dates: What you plan to do in Cupramontana and your favourite season will help you decide when to travel.
  2. Set your budget: Consider expenses like food, flights and transportation when working out how much to set aside for your trip to Cupramontana. Then, choose a hotel that fits your budget, whether that's an affordable option or a more upscale retreat.
  3. Work out your trip length: Think about how long you want to spend exploring Cupramontana. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your airfare and accommodation: Once you've settled on your travel dates and duration, book the perfect Cupramontana holiday package for you.

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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.