Deals on vacations and trips to Santiago

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Santiago flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Quinta da Bicuda

Quinta da Bicuda

4 out of 5
Price was $1,728, price is now $1,226 per person
$1,226
per person
Dec 16 - Dec 19
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lisbon (LIS)
A seasonal outdoor pool is featured at this villa, along with free WiFi in public areas and a garden. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Luggage storage and laundry facilities are also provided.
Blue Tide - Two Bedroom Apartment

Blue Tide - Two Bedroom Apartment

3 out of 5
Price was $1,875, price is now $1,304 per person
$1,304
per person
Dec 16 - Dec 19
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lisbon (LIS)
Pergola Boutique Hotel

Pergola Boutique Hotel

4 out of 5
Price was $1,799, price is now $1,265 per person
$1,265
per person
Dec 16 - Dec 19
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lisbon (LIS)
A restaurant and a bar/lounge are featured at this bed & breakfast. Guests will appreciate free perks like local cuisine breakfast and WiFi in public areas. A terrace, limo/town car service, and a garden are also on offer.
BCascais Boutique House by APT IIN - Cascais Center

BCascais Boutique House by APT IIN - Cascais Center

4 out of 5
Price was $1,825, price is now $1,285 per person
$1,285
per person
Dec 16 - Dec 19
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lisbon (LIS)
This guesthouse doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. A garden is also provided.
Village Cascais Guest House

Village Cascais Guest House

2 out of 5
Price was $1,788, price is now $1,273 per person
$1,273
per person
Dec 16 - Dec 19
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Lisbon (LIS)
Free WiFi in public areas, a garden, and a picnic area are available at this guesthouse.

Top Santiago hotels deals

Four Points by Sheraton Sesimbra

Four Points by Sheraton Sesimbra

4 out of 5
Rua 4 de Maio, 50 Sesimbra
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $100 total per night
$100 total
Oct 16 - Oct 17
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free WiFi. A poolside bar, a 24-hour front desk, and a terrace are also provided.
Pool
Pet friendly
Ouro Rossio Hotel

Ouro Rossio Hotel

3 out of 5
R. dos Sapateiros 213 Lisbon Lisboa
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $126 total per night
$126 total
Nov 8 - Nov 9
Total with taxes and fees
Free WiFi in public areas, luggage storage, and a safe deposit box are available at this hotel. Multilingual staff can provide around-the-clock assistance and concierge services are on offer.
Free WiFi
Breakfast available
Augusta Grand Hotel

Augusta Grand Hotel

3 out of 5
212 Rua Augusta Lisbon
Free Cancellation
Reserve now, pay when you stay
$162 nightly
The price is $180 total per night
$180 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Staff at the 24-hour front desk can provide around-the-clock assistance.
Breakfast included
Free WiFi
Hotel Santa Justa Lisboa

Hotel Santa Justa Lisboa

4 out of 5
Rua dos Correeiros, 204 Lisbon
Free Cancellation
Reserve now, pay when you stay
$224 nightly
The price is $246 total per night
$246 total
Oct 25 - Oct 26
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. Self parking, a coffee shop, and a snack bar/deli are also offered.
Free WiFi
Restaurant
Browns Central Hotel

Browns Central Hotel

4 out of 5
Rua da Assuncao, nº75 Lisbon
Free Cancellation
Reserve now, pay when you stay
$168 nightly
The price is $187 total per night
$187 total
Nov 2 - Nov 3
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. You'll appreciate the shopping center shuttle, coffee shop/cafe, and snack bar/deli.
Free WiFi
Restaurant
Internacional Design Hotel

Internacional Design Hotel

4 out of 5
Rua Da Betesga, 3, (Ao Rossio) Lisbon
Free Cancellation
Reserve now, pay when you stay
$175 nightly
The price is $195 total per night
$195 total
Oct 27 - Oct 28
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. An area shuttle, a shopping center shuttle, and laundry facilities are also offered.
Free WiFi
Restaurant
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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 Santiago attractions

Fortaleza de Santiago

9.4/10 (12 reviews)
You can learn about the history of Santiago with a stop at Fortaleza de Santiago. Wander the beautiful beaches and seaside in this quaint area.
See properties

Frequently asked questions

How much are vacation packages to Santiago?
Adventure awaits in Santiago, with Travelocity vacation packages starting from just $1,226. Offering both hotels and flights, these sensational deals make it a cinch to visit all corners of the globe.
Where can I get the best vacation package deals for Santiago?
There's no need to look any further than Travelocity. With as many as 400 air carriers and 1,000,000 properties around the world, it's a breeze to craft a Santiago package deal that fits your budget.
Why should I purchase my Santiago vacation bundle via Travelocity?
Whether you're planning a month-long vacation or a last-minute escape, we have loads of alluring destinations to choose from at an affordable price. On top of that, we offer support 24/7, high-quality service and a Price Match Guarantee. Save yourself the effort and time and reserve your dream vacation today.
Can I save on my Santiago car rental if I bundle it with hotels and flights?
Booking a Santiago vacation package with Travelocity is one of the best ways to save you money and time. You can bundle a hotel, flight and car, or any combination of them, and score great discounts. You might also want to throw in some experiences and activities. Once you've collected the keys to the rental car, head out of the neighborhood and find out what this location has to offer. Roughly 120 mi from Santiago, Roman Bridge is the ideal road trip.
What is there to do in Santiago?
It's not difficult to find cool things to see and do in Santiago. Fortaleza de Santiago is a well-known attraction that lures in many travelers.

Photos of local treasures

Browse Santiago vacation photos for more inspiration

A beach with footprints leading to the water, a distant shoreline with lights, and a mountain in the background.
Kayakers on a clear sea with rocky cliffs in the background.
A coastal city at dusk with a prominent beach, a peninsula, and a distant mountain range.
A coastal city at dusk with a beach and a hilly landscape in the background.
A historic building with symmetrical gardens and a central fountain.