São Mateus da Calheta Vacation Packages

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Top São Mateus da Calheta Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Azores Book Hotel

Azores Book Hotel

4 out of 5
Price was CA $1,197, price is now CA $1,057 per person
CA $1,057
per person
Nov 7 - Nov 10
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Angra do Heroismo (TER)
8.4/10 Very Good! (6 reviews)
Fabulous! I’m celiac and the way they took care in breakfast preparation was over the top. Great staff. Lovely room.

Reviewed on Mar. 19, 2025

Torel Terra Brava

Torel Terra Brava

5 out of 5
Price was CA $2,009, price is now CA $1,660 per person
CA $1,660
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Angra do Heroismo (TER)
No reviews
Hotel Praia Marina by RIDAN Hotels

Hotel Praia Marina by RIDAN Hotels

4 out of 5
Price was CA $1,897, price is now CA $1,601 per person
CA $1,601
per person
Oct 7 - Oct 13
found 9 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Angra do Heroismo (TER)
9.2/10 Wonderful! (187 reviews)
Included breakfast is not good , at best can be stated as just OK. Need bathroom more cleaning.

Reviewed on Aug. 25, 2025

The Shipyard Angra

The Shipyard Angra

4 out of 5
Price was CA $1,901, price is now CA $1,663 per person
CA $1,663
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Angra do Heroismo (TER)
9.6/10 Exceptional! (128 reviews)
We loved this hotel! We were travelingin with our children, and this was our first hotel on the trip. Really cool vibe, room was really spacious, and loved the pullout couch for the kids so we could have our own space. Restaurant and bar was wonderful, and the buffet breakfast was outstanding. Location was great, we were a 10 minute walk from the harbor, and easy walking distance to squares, restaurants, and sites. And really loved the free parking in the garage under the property. Highly recommend, would return for another stay.

Reviewed on Aug. 5, 2025

Casa dos Cal os Casa Anexos

Casa dos Cal os Casa Anexos

2 out of 5
Price was CA $2,652, price is now CA $2,347 per person
CA $2,347
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Angra do Heroismo (TER)
No reviews

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São Mateus da Calheta Hotel Deals

Quinta de Nossa Senhora das Mercês

Quinta de Nossa Senhora das Mercês

4 out of 5
Caminho de Baixo, Sao Mateus, Angra do Heroismo
The price is CA $209 per night from Sep 1 to Sep 2
CA $209
CA $217 total
Sep 1 - Sep 2
includes taxes & fees
"Maria is a sweetheart and ensured my stay was wonderful. The infinity salt water pool is a joy to swim in, grounds are lovely, property is classy and interior design exquisite. Prob the most luxurious place to stay on Terceira, yet the price is most reasonable. I suggest booking directly with Maria ..."

Reviewed on Oct. 6, 2021

Quinta de Nossa Senhora das Mercês
Quinta do Martelo

Quinta do Martelo

3 out of 5
Canada do Martelo 24, Cantinho, São Francisco das Almas, São Mateus, Angra do Heroismo, Azores
8.4/10 Very Good! (6 reviews)
Expérience à part entière !
"Un séjour merveilleux dans cet hôtel unique, au coeur de l’immanquable île de Terceira. La casa do Martelo est une expérience ethnographique formidable à laquelle se mêle le confort d’un agréable hébergement et la gentillesse du gérant, Gilberto, qui a su nous accueillir avec générosité !"

Reviewed on Apr. 20, 2024

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Quinta do Martelo
Banana Eco Camp

Banana Eco Camp

3 out of 5
Rua Quinta dona Joana Forjaz, Angra do Heroismo, Azores
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Sep 2 to Sep 3
CA $122
CA $143 total
Sep 2 - Sep 3
includes taxes & fees
10/10 Exceptional! (7 reviews)
"Aesthetically beautiful, comfy clean bed, nice shower and kitchen. Lovely communal areas."

Reviewed on Aug. 15, 2025

Banana Eco Camp
See all 283 properties in São Mateus da 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.
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What to do in São Mateus da Calheta

Volcano Tour

Volcano Tour

CA $88
per adult
Volcano Tour
Terceira Island: Caves and Craters Tour

Terceira Island: Caves and Craters Tour

CA $111
per adult
Terceira Island: Caves and Craters Tour
Terceira: Half-Day Island Tour with Cheese Tasting

Terceira: Half-Day Island Tour with Cheese Tasting

CA $80
per adult
Terceira: Half-Day Island Tour with Cheese Tasting
See all activities in São Mateus da Calheta

Frequently asked questions

How much does a São Mateus da Calheta vacation package cost?
You'll find cheap prices from CA $1,057 on Expedia for your São Mateus da Calheta getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to São Mateus da Calheta costs.
What are the cheapest months to go to São Mateus da Calheta?
The off-season is the best time to travel to São Mateus da Calheta if you're trying to save. Another tip for getting cheap São Mateus da Calheta vacation packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for São Mateus da Calheta?
To fully enjoy your São Mateus da Calheta vacation, we suggest booking for 3 days. Split your time between visiting Queijo Vaquinha, Municipal Gardens and other leading sights, as well as experiencing neighbourhoods like Nossa Senhora da Conceição and São Pedro. If you've got some spare time, add a day trip or tour to your São Mateus da Calheta vacation itinerary.
How to find the best São Mateus da Calheta package deals?
Landing a cheap São Mateus da Calheta package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly São Mateus da Calheta package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a São Mateus da Calheta vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component separately. And you'll still get the freedom to create a tailored São Mateus da Calheta vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to São Mateus da Calheta?
Enjoy incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment São Mateus da Calheta break.
How to plan a trip to São Mateus da Calheta?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to visit São Mateus da Calheta.
  2. Budget wisely: Besides the price of your stay, you'll need to consider other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that may arise during your trip to São Mateus da Calheta.
  3. Decide how long to go for: Now that you're more familiar with São Mateus da Calheta, you can work out the right length of your vacation. Put together a rough itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customized São Mateus da Calheta vacation package.

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