Eastside Vacations from $543
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The Latest Eastside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Contessa
Downtown San Antonio
Save 100% on your flight
Price was $1,174, price is now $903 per person
$903
per person
Apr 23 - Apr 28
found 24 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to San Antonio (SAT)
9/10 Wonderful! (3,372 reviews)
Room was beautiful and staff was very courteous. Fast Eddie was a great guy- hotel is lucky to have him!
Would have like “amenity fees” explained up front as bill was a surprise. Also, website should note that hotel is cash free- this was also not expected.
Would definitely stay again!
Reviewed on Feb 4, 2026
Hyatt Regency Hill Country Resort and Villas
Far West Side
Save 100% on your flight
Price was $3,182, price is now $2,500 per person
$2,500
per person
Mar 29 - Apr 2
found 17 hours ago
Roundtrip flight included
Chicago (CHI) to San Antonio (SAT)
8.8/10 Excellent! (1,001 reviews)
We always enjoy our stay at the Hyatt Regency Hill Country Resort. I love that they are pet friendly, go above and beyond with a little welcome baggie for our dog, the grounds are beautiful and we enjoyed walking the trails and property grounds. The option to have room service was amazing, the food was delicious, my services at the spa were delightful and the staff was so kind in all the departments. We look forward to a return trip soon.
Reviewed on Jan 11, 2026
Restored Historic 2br/1.5ba House Near Downtown
Near East Side
Price was $965, price is now $765 per person
$765
per person
Apr 23 - Apr 28
found 24 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to San Antonio (SAT)
8.8/10 Excellent! (8 reviews)
We had a great experience we didn’t want to leave 🙏 Thanks for the great service
Reviewed on Sep 15, 2025
Where to stay in Eastside
Find the best Eastside areas and neighborhoods for the activities you enjoy most. Learn more about Eastside
Gruene
1 out of top 10 points of interest in this area
5/5(71 area reviews)
Experience German-Texan heritage and architecture while shopping, dining, and wine-tasting in renovated buildings. Must-see spots include Gruene Hall, Gruene Family Home, and the historic water tower.
Eastside Hotel Deals
The Resort at Schlitterbahn
305 West Austin St. New Braunfels TX
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $129 total per night from Feb 11 to Feb 12
$129 total
Feb 11 - Feb 12
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Clean rooms really nice area
Reviewed on Jan 27, 2026
JW Marriott San Antonio Hill Country Resort & Spa
23808 Resort Pkwy San Antonio TX
Fully refundableReserve now, pay when you stay
$448 nightly
The price is $522 total per night from Feb 19 to Feb 20
$522 total
Feb 19 - Feb 20
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
I travel a lot and been to a lot of resorts but this was by far the best experience
Reviewed on Jan 20, 2026
La Quinta Inn & Suites by Wyndham San Marcos Outlet Mall
111 Centerpoint Ct San Marcos TX
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $99 total per night from Feb 8 to Feb 9
$99 total
Feb 8 - Feb 9
Total with taxes and fees
9/10 Wonderful! (2,444 reviews)
Room was spotless, great customer service
Reviewed on Jan 29, 2026
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.
Discover the most popular places to visit in Eastside
Schlitterbahn New Braunfels Waterpark
Although it is home to one of the longest water rides in the world and attracts visitors from all over the world, this amusement park in Texas maintains its homey family-owned spirit.
Prince Solms Park
After visiting Prince Solms Park, make a plan to see the other sights and activities in New Braunfels. Wander the riverfront in this family-friendly area.
Gruene Hall
Find out about the history of New Braunfels when you spend time at Gruene Hall. Wander the riverfront in this family-friendly area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.