Cajón Vacations
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Cajón Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Milan Costa Rica
Merced
$779
per person
Nov 26 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San José (SJO)
Stay at this hotel in San José. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Sabana Park and National Stadium of Costa Rica are located nearby.
Just make sure you book the room that comes with the AC because apparently the room that we booked didn’t come with no AC and we didn’t know that until we got there so make sure you book the room that comes with AC if not you’re gonna be fried and hot
Reviewed on Sep 5, 2026
Xandari Resort And Spa
$1,405
per person
Nov 22 - Nov 27
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
Book a stay at this spa hotel in San Isidro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in our reviews. Popular attractions Estadio Alejandro Morera Soto and Juan Santamaria Historical Museum are located nearby.
Absolutely loved this hotel. The staff was so friendly and helpful. The food was delicious. The property was beautiful with stunning views. It was so quiet and serene. Could not recommend this place more. Hope to go back someday.
I do recommend taking your own hair dryer and a clothes line to hang wet clothes if you travel in the rainy season.
Reviewed on Sep 4, 2026
Finca Rosa Blanca Coffee Farm and Inn
$2,120
per person
Nov 26 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San José (SJO)
Book a stay at this spa resort in Jesús. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Cafe Rosa Blanca Organic Coffee Farm and Cafe Britt Coffee Farm are located nearby.
Peace Lodge
$2,756
per person
Nov 22 - Nov 27
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San José (SJO)
Book a stay at this luxury lodge in Vara Blanca. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Poás Volcano National Park and Corso Lechería are located nearby.
Absolutely beautiful resort. The bathroom is fabulous. The bed is comfortable and the fireplace takes a chill off in the evening. The food in the restaurants is good with lots of choices. The grounds are very well maintained. The view is awesome and the park is amazing.
Reviewed on Aug 23, 2026
Country Inn & Suites by Radisson, San Jose Aeropuerto, Costa Rica
Ciudad Cariari
$805
per person
Nov 26 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San José (SJO)
Book a stay at this family-friendly hotel in Ulloa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Multiplaza Mall Escazu and National Stadium of Costa Rica are located nearby.
Todo muy bien
Reviewed on Sep 4, 2026
Taormina Hotel and Casino
Carmen
$963
per person
Nov 26 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to San José (SJO)
Book a stay at this spa hotel in San José. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Sabana Park and National Stadium of Costa Rica are located nearby.
Top Hotel Deals
Hacienda AltaGracia, Auberge Collection
Contiguo Escuela Sta Teresa de Cajon Cajón San Jose
Book a stay at this luxury hotel in Cajón. Enjoy free valet parking, 2 outdoor pools, and a full-service spa. Popular attractions Alto Palmital and Alexander ...
La Cantera Resort
200 Metros Norte La Escuela San Ignacio Cajón Perez Zeledon
Stay at this hotel in Cajón. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Alexander Skutch Bird Sanctuary and Alto Palmital are located ...
Savegre Hotel Natural Reserve & Spa
Calle San Gerardo Páramo San Jose
Book a stay at this spa hotel in San Gerardo de Dota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Canavida Villas & Resort
Calle la Union Bahía Ballena Puntarenas Province
Stay at this vacation home in Bahía Ballena. Enjoy free WiFi, free parking, and 10 outdoor pools. Popular attractions Arco Beach and Cerro Ballena are located ...
Tiki Villas Rainforest Lodge & Spa
12km South of Dominical Bahía Ballena Puntarenas
Book a stay at this spa hotel in Bahía Ballena. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Playa Hermosa and Alturas Wildlife ...
Oxygen Jungle Villas & Spa
1.5 KM Noroeste del catarata Bahía Ballena Puntarenas
Book a stay at this luxury resort in Bahía Ballena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Yuli Hotel
Uvita Bahía Ballena Puntarenas
Stay at this hotel in Bahía Ballena. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Playa Hermosa and Punta Uvita are located ...
Villas Rio Mar
Dominical Beach Bahía Ballena Puntarenas
Stay at this hotel in Bahía Ballena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Villas Alturas
San Martin Norte Bahía Ballena Puntarenas
Book a stay at this spa resort in Bahía Ballena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Bahia Selvatica Lodge
Camino a Playa Colonia Uvita Provincia de Puntarenas
Stay at this lodge in Bahía Ballena. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Popular attractions Uvita Beach and Playa Colonia are located ...
Cristal Ballena Boutique Hotel & Spa
7 km al Sur de Uvita Bahía Ballena Puntarenas
Book a stay at this beach resort in Bahía Ballena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Playa Ballena and Arco Beach are located ...
Hotel Three Sixty - Adults Only
Calle Perezoso, Ojochal Ciudad Cortés Puntarenas
Book a stay at this luxury hotel in Ciudad Cortés. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Turtle Beach and El Pavón Waterfall ...
Golden Pineapple Villas
3km East of Banco Costa Rica Bahía Ballena Puntarenas
Stay at this hotel in Bahía Ballena. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Alborada Boutique Stay
Uvita de Osa Bahia Ballena Bahía Ballena Provincia de Puntarenas
Stay at this hotel in Bahía Ballena. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Uvita Beach and Playa Colonia are located ...
Hotel de Montaña Suria
Main Road Copey San Jose
Stay at this lodge in San Gerardo de Dota. Enjoy free breakfast, free parking, and room service. Popular attractions Rio Savegre Waterfall and Cerro de La Muerte ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Oct 28 - Wed, Nov 11
MIA
Miami Intl.
SJO
Juan Santamaría Intl.
$364
Roundtrip
found 5 days ago
Mon, Jan 18 - Wed, Jan 27
JFK
John F. Kennedy Intl.
SJO
Juan Santamaría Intl.
$376
Roundtrip
found 5 days ago
Tue, Oct 6 - Tue, Oct 20
JFK
John F. Kennedy Intl.
SJO
Juan Santamaría Intl.
$384
Roundtrip
found 2 days ago
Wed, Oct 28 - Wed, Nov 11
MIA
Miami Intl.
SJO
Juan Santamaría Intl.
$412
Roundtrip
found 5 days ago
Thu, Oct 22 - Tue, Nov 10
BOS
Logan Intl.
SJO
Juan Santamaría Intl.
$425
Roundtrip
found 5 days ago
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