Pueblo Vacation Packages

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Your Pueblo Vacation

A great way to experience this exciting city is with a custom-made Pueblo vacation package. Base yourself in the neighborhood of Jaguas, which is good for nature, watersports and hiking or choose someplace else — our packages are all about you. Every trip to Pueblo needs a well-crafted itinerary. Fill yours with major attractions such as Jose Miguel Agrelot Coliseum, Hiram Bithorn Stadium and Condado Beach. Stop dreaming and start traveling. Check out the range of options on Expedia today and finally put your Pueblo vacation plans into motion!

Top Holiday Package Deals in Pueblo

Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Price was CA $1,816, price is now CA $663 per person
CA $663
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9/10 Wonderful! (466 reviews)
Had a great day! From moment of arrival, Marco staff member was very hospitable and attentive. Room was as expected. Great working AC for the hot weather, good water pressure, ambience of the hotel is great. Would recommend and would definitely stay here again.

Reviewed on Aug. 21, 2025

Sandy Beach Hotel

Sandy Beach Hotel

3 out of 5
Condado
Price was CA $1,340, price is now CA $700 per person
CA $700
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
6.2/10 (1,001 reviews)
The property is centrally located

Reviewed on Aug. 19, 2025

The Oliver Hotel

The Oliver Hotel

3 out of 5
San Juan Antiguo
Price was CA $1,811, price is now CA $948 per person
CA $948
per person
Oct 11 - Oct 18
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Juan (SJU)
9/10 Wonderful! (32 reviews)
El hotel por dentro es muy bonito, el staff amable. Pero, como es nuevo necesitan estar mas al día con el mantenimiento (aires, inodoros, agua caliente, etc). También mejorar el manejo de los empleados de limpieza (debe hacer menos escándalo) y mejorar la comunicación con las personas de mantenimiento (horarios para hacerlo y si hay huéspedes en la habitación o no).

Reviewed on Aug. 9, 2025

San Agustin Apartments

San Agustin Apartments

3 out of 5
San Juan Antiguo
Price was CA $1,702, price is now CA $905 per person
CA $905
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Juan (SJU)
9.2/10 Wonderful! (370 reviews)
It was old school apartment quick check in and out would stay again

Reviewed on Aug. 21, 2025

Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Price was CA $1,392, price is now CA $751 per person
CA $751
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to San Juan (SJU)
9.2/10 Wonderful! (1,003 reviews)
Limited food options, bed sheets stained

Reviewed on Aug. 19, 2025

Where to stay in Pueblo

Find the best Pueblo areas and neighborhoods for the activities you enjoy most. Learn more about Pueblo
Condado

Condado

1 out of top 10 points of interest in this area
4/5(20 area reviews)

Oceanfront and upscale, Condado boasts picturesque beaches alongside hotels, nightclubs, casinos, and shops. Stroll through La Ventana al Mar park, and enjoy easy access to public transport via T21 and D53 bus routes.

Find hotels in Condado

Pueblo Hotel Deals

Hyatt Vacation Club at Hacienda del Mar, Dorado

Hyatt Vacation Club at Hacienda del Mar, Dorado

3.5 out of 5
301 Hwy 693, Dorado, Vega Alta
Fully refundable
The price is CA $210 per night from Sep 22 to Sep 23
CA $210
CA $275 total
Sep 22 - Sep 23
includes taxes & fees
9.2/10 Wonderful! (2,400 reviews)
"Great staff"

Reviewed on Aug. 19, 2025

Hyatt Vacation Club at Hacienda del Mar, Dorado
Caribe Hilton

Caribe Hilton

4.5 out of 5
1 San Geronimo Street, San Juan
Fully refundableReserve now, pay when you stay
The price is CA $284 per night from Sep 16 to Sep 17
CA $284
CA $385 total
Sep 16 - Sep 17
includes taxes & fees
8.4/10 Very Good! (2,176 reviews)
"."

Reviewed on Aug. 17, 2025

Caribe Hilton
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

4 out of 5
200 Coco Beach Blvd. Highway 955-I, Río Grande
Fully refundableReserve now, pay when you stay
The price is CA $288 per night from Sep 15 to Sep 16
CA $288
CA $370 total
Sep 15 - Sep 16
includes taxes & fees
8.8/10 Excellent! (2,509 reviews)
"I had a truly wonderful stay at this resort! From the moment I arrived, I felt safe, comfortable, and completely relaxed. The grounds were absolutely beautiful with palm trees and birds everywhere, creating such a peaceful and tropical atmosphere. The pools were huge, clean, and inviting. One of ..."

Reviewed on Aug. 19, 2025

Hyatt Regency Grand Reserve Puerto Rico
See all 3,824 properties in Pueblo
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Pueblo vacation package cost?
Get ready to book, because a getaway to Pueblo starts from an enticing CA $663. When you combine your flights, hotels and car rentals into a travel package, you'll land the best bargains.
How do I get a cheap travel package to Pueblo?
Creating your own Pueblo vacation package with Expedia is one of the best ways to save. We offer access to over 550 air carriers and 1,000,000 hotels across the globe. With such a broad range to select from, you'll have no worries pulling together your dream trip.
Where should I stay in Pueblo?
You'll want to stay where the action is. Many people like to book hotels in the vicinity of popular sights, such as Jose Miguel Agrelot Coliseum, Hiram Bithorn Stadium and Plaza las Americas.
How far in advance should I book my Pueblo vacation?
While not all air carriers release tickets early, you can usually look up international airfares on Expedia up to 12 months in advance. This is the time when you'll nab some fantastic bargains. If you've left everything to the last minute, you might get lucky. Sometimes the cheapest prices emerge just weeks prior to departure.
What does an Expedia Pueblo travel package include?
With Expedia, you can select a combination of car rentals, flights and hotels to create your ideal Pueblo travel package. Once you've made your booking, you can add on fun stuff like activities and tours. Remember, the more you bundle, the more you'll save!
What should I know before booking a Pueblo travel package?
Whether it's adventure or relaxation you're seeking, a Pueblo vacation package lets you organize your escape your way. Plus, you'll score great discounts just for combining your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Pueblo Expedia vacation package?
Yes, and with more than 550 airlines to choose from all over the world, you have plenty of choice. Search the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Pueblo vacation package?
It is possible to cancel your Pueblo booking if your plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Pueblo

Luquillo Beach featuring a beach

Luquillo Beach

Sample local street food or doze under a palm tree on this picturesque stretch of coast.

Luquillo Beach
Condado Beach showing a coastal town, a sandy beach and tropical scenes

Condado Beach

This beach within the bustling city of San Juan is the perfect place to relax for a few hours.

Condado Beach
Dorado Beach

Dorado Beach

If a restful vacation is part of your travel plans, Dorado Beach might be the perfect place to seek out during your trip to San Juan. While you're in the area, stroll along the seaside.

Dorado Beach

Things to do

Puerto Rico: UTV and Can-Am Sightseeing Tours

Puerto Rico: UTV and Can-Am Sightseeing Tours

CA $94
per adult
74% of travellers recommend
Puerto Rico: UTV and Can-Am Sightseeing Tours
City Lights / GLOW

LED Kayak Night Glow Tour in Condado Lagoon

CA $103
per adult
92% of travellers recommend
LED Kayak Night Glow Tour in Condado Lagoon
San Juan: Casa Bacardi Distillery Tour

San Juan: Casa Bacardi Distillery Tour

CA $123
per adult
90% of travellers recommend
San Juan: Casa Bacardi Distillery Tour
See all activities in San Juan
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.