Calheta Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Calheta

Azores Youth Hostels - São Jorge

Azores Youth Hostels - São Jorge

2 out of 5
Canada da Vinha Nova Calheta
7.6/10 Good! (26 reviews)
"Very nice staff, great parking, a/c worked great, and a reasonable price. Our shower did not drain and flooded the bathroom. We couldn't take showers."

Reviewed on 9 Sept, 2026

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 S$154 per night from 8 Nov to 9 Nov
S$154
8 Nov - 9 Nov
includes taxes & fees
9.6/10 Exceptional! (11 reviews)
"Kuanza is absolutely gorgeous. My only regret is that we didn't get their famous baked bread in the morning. I was looking forward to it!"

Reviewed on 8 Aug, 2026

Kuanza Nature Experience
Casas dos Vimes

Casas dos Vimes

3 out of 5
Fajã dos Vimes Calheta Azores
10/10 Exceptional! (5 reviews)
"Wonderful cozy house with a fully equipped kitchen. The food supplied on our arrival was unexpected and appreciated as we arrived later than expected. Quiet, friendly community right near the ocean with trails within walking distance of the home."

Reviewed on 14 Apr, 2024

Get rates
Casas dos Vimes
See all 198 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.

Stay near popular Calheta attractions

Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge

9.6/10 (8 reviews)
Explore the great outdoors at Fajãs das Lagoas de Santo Cristo e dos Cubres de São Jorge, a lovely green space in Calheta.
See properties

What to do in Calheta

Picture 15 for Activity São Jorge: PR01 Hike & Tour - Full Day Adventure

São Jorge: PR01 Hike & Tour - Full-Day Adventure

S$258
per adult
São Jorge: PR01 Hike & Tour - Full-Day Adventure
Picture 4 for Activity São Jorge: Island Round Trip Up to 4 Hours.

São Jorge Island Panoramic Adventure – 4 Hour Tour

S$187
per adult
São Jorge Island Panoramic Adventure – 4 Hour Tour
Private Sedan Transportation

Private Standard Car: Velas Port

S$28
per traveller
Private Standard Car: Velas Port
See all activities in Calheta

Frequently asked questions

How much does a Calheta holiday package cost?
Offering excellent value package deals 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.