Calheta Holidays

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Top Flight + Hotel Deals in Calheta

Price found within the past 48 hours. Click for updated prices.
Casa do Zé - AL

Casa do Zé - AL

3 out of 5
Price was €381, price is now €378 per person
€378
per person
29 Oct - 2 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Sao Jorge Island (SJZ)
9.2/10 Wonderful! (5 reviews)
The place is really lovely and very clean. There is a great view of Pico, and we loved looking out at the lights of Pico from the porch at night. Rita was very responsive to any issues we had. The wifi was really weak, even after Rita provided a new router. Visitors should download tv shows or movies in advance if they want to watch anything during their stay. We loved coming home to this house at the end of the day!!!

Reviewed on 17 Apr 2019

Casa d'Avó Guesthouse

Casa d'Avó Guesthouse

3 out of 5
Price was €416, price is now €400 per person
€400
per person
29 Oct - 2 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Sao Jorge Island (SJZ)
9.8/10 Exceptional! (45 reviews)
Ben arredata; pulitissima e personale gentilissimo

Reviewed on 7 Aug 2025

Top hotels in Calheta

Azores Youth Hostels - São Jorge

Azores Youth Hostels - São Jorge

2 out of 5
Canada da Vinha Nova, Fajã Grande, Calheta
8.2/10 Very Good! (20 reviews)
"Excellent location. Staff was friendly. Air conditioner was not working in our room and it was so hot to sleep. The staff tried but could not fix it. Breakfast was simple but fine. Very clean all around and well kept. View was incredible from the front shared spaces."

Reviewed on 15 Jul 2025

Get rates
Azores Youth Hostels - São Jorge
Kuanza Nature Experience

Kuanza Nature Experience

4 out of 5
Faja do Belo, Calheta, Azores
The price is €204 per night from 15 Sept to 16 Sept
€204
15 Sept - 16 Sept
includes taxes & fees
10/10 Exceptional! (6 reviews)
"This property is in a spectacular location overlooking the magnificent Atlantic Ocean. You have to coordinate the resorts ATV transportation but it's we'll with the effort. This is a perfect place to escape so stay at least a few days if not more. You should stop at the grocery store and be fully ..."

Reviewed on 28 Apr 2025

Kuanza Nature Experience
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi

Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi

Topo Calheta São Jorge Açores
Fully refundable
The price is €139 per night from 1 Sept to 2 Sept
€139
1 Sept - 2 Sept
includes taxes & fees
Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi
See all 237 properties in Calheta
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.

What to do in Calheta

São Jorge: Island Round Trip Up to 7Hours.

São Jorge: Island, Forest Reserve & Fajãs Guided Tour

€200
per adult
100% of travellers recommend
São Jorge: Island, Forest Reserve & Fajãs Guided Tour
São Jorge: Island Round Trip Up to 4 Hours.

São Jorge Island Panoramic Adventure – 4 Hour Tour

€130
per adult
São Jorge Island Panoramic Adventure – 4 Hour Tour
São Jorge: PR01 Hike & Tour - Full Day Adventure

São Jorge: PR01 Hike & Tour - Full Day Adventure

€180
per adult
São Jorge: PR01 Hike & Tour - Full Day Adventure
See all activities in Calheta

Frequently asked questions

How much does a Calheta holiday package cost?
Offering excellent value package deals from €378 on Expedia, you'll be thrilled with how little a holiday to Calheta costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Calheta?
Plan your trip for the off-peak season and you're likely to score cheap Calheta holiday packages. Bear in mind that school holiday periods and local festivals and events can have an impact on prices, so do a little research before booking.
How many days is enough for Calheta?
Usually, a handful of days is enough to explore the major attractions during your Calheta holiday. But if you prefer to have some time to rest or take day trips, consider extending your trip.
How to find the best Calheta package deals?
Use Expedia's handy filters to find some terrific Calheta package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Calheta 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 lock in your holiday package as soon as possible.
Is it cheaper to book a Calheta holiday as a package?
You can enjoy significant savings on your Calheta retreat by booking a personalised holiday package. Check the "Package" heading, then enter your destination and travel dates to view some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Calheta?
If you have your Calheta travel dates locked in, book as soon as you can to score some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Calheta?

  1. Choose when to go: Check your calendar and pack your bags. Your favourite time of year and the available activities will also help you decide when to escape to Calheta.
  2. Plan your budget wisely: Besides the price of your hotel, you should factor in other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected expenses that may arise during your trip to Calheta.
  3. Decide how long to go for: Now that you're more familiar with Calheta, you can work out the ideal length of your break. Create a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to find a Calheta holiday package that brings all your bookings together.

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