Vacations Close To Chisholm Trail Winery

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Chisholm Trail Winery Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Inn at Market Square

The Inn at Market Square

3 out of 5
Downtown San Antonio
Price was $505, price is now $409 per person
$409
per person
Sep 2 - Sep 8
found 5 hours ago
Roundtrip non-stop flight included
Madison (MSN) to San Antonio (SAT)
The pictures on the Hotels website must have been taken long time ago. The motel is in need of upgrades. No iron, fridge or even wifi.

Reviewed on Jul 19, 2026

The Westin Riverwalk, San Antonio

The Westin Riverwalk, San Antonio

4 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $1,106, price is now $837 per person
$837
per person
Sep 2 - Sep 8
found 5 hours ago
Roundtrip non-stop flight included
Madison (MSN) to San Antonio (SAT)

Mokara Hotel & Spa San Antonio

Mokara Hotel & Spa San Antonio

4.5 out of 5
Downtown San Antonio
Save 100% on your flight
Price was $1,588, price is now $1,248 per person
$1,248
per person
Sep 2 - Sep 8
found 5 hours ago
Roundtrip non-stop flight included
Madison (MSN) to San Antonio (SAT)

InterContinental San Antonio Riverwalk by IHG

InterContinental San Antonio Riverwalk by IHG

4.5 out of 5
Downtown San Antonio
Price was $824, price is now $652 per person
$652
per person
Sep 2 - Sep 8
found 5 hours ago
Roundtrip non-stop flight included
Madison (MSN) to San Antonio (SAT)

Holiday Inn Express & Suites San Antonio Medical-Six Flags by IHG

Holiday Inn Express & Suites San Antonio Medical-Six Flags by IHG

2.5 out of 5
Northwest Side
Price was $665, price is now $529 per person
$529
per person
Sep 2 - Sep 8
found 5 hours ago
Roundtrip non-stop flight included
Madison (MSN) to San Antonio (SAT)

Crockett Hotel

Crockett Hotel

3 out of 5
Downtown San Antonio
Price was $853, price is now $680 per person
$680
per person
Sep 2 - Sep 8
found 5 hours ago
Roundtrip non-stop flight included
Madison (MSN) to San Antonio (SAT)
Grey location

Reviewed on Jul 28, 2026

La Quinta Inn & Suites by Wyndham San Antonio Downtown

La Quinta Inn & Suites by Wyndham San Antonio Downtown

3 out of 5
Downtown San Antonio
Price was $801, price is now $640 per person
$640
per person
Sep 2 - Sep 8
found 5 hours ago
Roundtrip non-stop flight included
Madison (MSN) to San Antonio (SAT)

Studio 6 San Antonio, TX - Lackland AFB

Studio 6 San Antonio, TX - Lackland AFB

2 out of 5
Price was $521, price is now $417 per person
$417
per person
Sep 2 - Sep 8
found 5 hours ago
Roundtrip non-stop flight included
Madison (MSN) to San Antonio (SAT)

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Best Lodging Options Near Chisholm Trail Winery

City on a Hill at Spring Creek

City on a Hill at Spring Creek

3 out of 5
2918 Usener Rd. Fredericksburg TX
0.66 km from Chisholm Trail Winery
Stay at this cabin in Fredericksburg. Enjoy free WiFi, free parking, and private hot tubs. Popular attractions Chisholm Trail Winery and Hye Meadow Winery are ...
Rivers Edge Cottages With Hot Tub

Rivers Edge Cottages With Hot Tub

3 out of 5
Fredericksburg TX
4.71 km from Chisholm Trail Winery
Stay at this cottage in Fredericksburg. Enjoy laundry facilities, balconies or patios, and air conditioning. Popular attractions Chisholm Trail Winery and Santa ...
Best Fredericksburg Bed & Breakfast

Best Fredericksburg Bed & Breakfast

4 out of 5
57 avery ridge rd Fredericksburg TX
5.72 km from Chisholm Trail Winery
Stay at this guesthouse in Fredericksburg. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Hye Meadow Winery and Chisholm Trail Winery ...
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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.