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Midtown Vacation Packages

Midtown Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham San Antonio Medical Ctr NW

La Quinta Inn & Suites by Wyndham San Antonio Medical Ctr NW

3 out of 5
Medical Center District
Price was $669, price is now $540 per person
$540
per person
Jun 18 - Jun 22
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to San Antonio (SAT)
Book a stay at this business-friendly hotel in San Antonio. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions San Antonio Zoo and Aquarium and North Star Mall are located nearby.
Joshua Creek Ranch

Joshua Creek Ranch

4 out of 5
Price was $790, price is now $611 per person
$611
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Antonio (SAT)
Stay at this ranch in Boerne. Enjoy 2 restaurants, 2 bars/lounges, and a conference center. Popular attractions Joshua Springs Park and Preserve and Nelson City Dance Hall are located nearby.
Hyatt Regency Hill Country Resort and Villas

Hyatt Regency Hill Country Resort and Villas

4 out of 5
Far West Side
Price was $1,385, price is now $1,094 per person
$1,094
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Antonio (SAT)
Book a stay at this golf hotel in San Antonio. Enjoy free WiFi, 3 outdoor pools, and 5 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hill Country Golf Club and Aquatica San Antonio Waterpark are located nearby.
InterContinental San Antonio Riverwalk by IHG

InterContinental San Antonio Riverwalk by IHG

4.5 out of 5
Downtown San Antonio
Price was $947, price is now $761 per person
$761
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Antonio (SAT)
Book a stay at this luxury hotel in San Antonio. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Popular attractions River Walk and Alamodome are located nearby.
Landing Apartments Near Southtown

Landing Apartments Near Southtown

4 out of 5
Downtown San Antonio
Price was $1,152, price is now $940 per person
$940
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Antonio (SAT)
Book a stay at this business-friendly apartment in San Antonio. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions River Walk and Alamodome are located nearby.
Menger Hotel

Menger Hotel

3.5 out of 5
Downtown San Antonio
Price was $910, price is now $743 per person
$743
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Antonio (SAT)
Book a stay at this historic hotel in San Antonio. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool and the bar in our reviews. Popular attractions River Walk and Alamodome are located nearby.
Hotel Contessa

Hotel Contessa

4 out of 5
Downtown San Antonio
Price was $881, price is now $721 per person
$721
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Antonio (SAT)
Book a stay at this spa hotel in San Antonio. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. Popular attractions River Walk and Alamodome are located nearby.
The Westin Riverwalk, San Antonio

The Westin Riverwalk, San Antonio

4 out of 5
Downtown San Antonio
Price was $1,036, price is now $863 per person
$863
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Antonio (SAT)
Book a stay at this business-friendly hotel in San Antonio. Enjoy 2 bars/lounges, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions River Walk and Alamodome are located nearby.

3-4 Night Vacations in Midtown

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham San Antonio Medical Ctr NW

La Quinta Inn & Suites by Wyndham San Antonio Medical Ctr NW

3 out of 5
Medical Center District
Price was $669, price is now $540 per person
$540
per person
Jun 18 - Jun 22
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to San Antonio (SAT)
Joshua Creek Ranch

Joshua Creek Ranch

4 out of 5
Price was $790, price is now $611 per person
$611
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Antonio (SAT)
Hyatt Regency Hill Country Resort and Villas

Hyatt Regency Hill Country Resort and Villas

4 out of 5
Far West Side
Price was $1,385, price is now $1,094 per person
$1,094
per person
Jun 29 - Jul 3
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 $947, price is now $761 per person
$761
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Antonio (SAT)

Cheap Hotel Deals in Midtown

Drury Plaza Hotel San Antonio Riverwalk

Drury Plaza Hotel San Antonio Riverwalk

4 out of 5
105 S Saint Marys Street San Antonio TX
Book a stay at this business-friendly hotel in San Antonio. Enjoy free breakfast, free WiFi, and 2 hot tubs. Our guests praise the breakfast and the pool in ...
Opens in a new windowDrury Plaza Hotel San Antonio Riverwalk
Menger Hotel

Menger Hotel

3.5 out of 5
204 Alamo Plaza San Antonio TX
Book a stay at this historic hotel in San Antonio. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool and the bar in our reviews. ...
Opens in a new windowMenger Hotel
Sonesta ES Suites San Antonio Downtown Alamo Plaza

Sonesta ES Suites San Antonio Downtown Alamo Plaza

3 out of 5
425 Bonham San Antonio TX
Book a stay at this business-friendly hotel in San Antonio. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
Opens in a new windowSonesta ES Suites San Antonio Downtown Alamo Plaza
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Riverwalk Plaza

Riverwalk Plaza

4 out of 5
100 Villita Street San Antonio TX
Book a stay at this family-friendly hotel in San Antonio. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the ...
Opens in a new windowRiverwalk Plaza
Hyatt Regency Hill Country Resort and Villas

Hyatt Regency Hill Country Resort and Villas

4 out of 5
9800 Hyatt Resort Dr San Antonio TX
Book a stay at this golf hotel in San Antonio. Enjoy free WiFi, 3 outdoor pools, and 5 restaurants. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowHyatt Regency Hill Country Resort and Villas
Hotel Contessa

Hotel Contessa

4 out of 5
306 W Market Street San Antonio TX
Book a stay at this spa hotel in San Antonio. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
Opens in a new windowHotel Contessa
Hotel Valencia Riverwalk

Hotel Valencia Riverwalk

4.5 out of 5
150 E Houston St San Antonio TX
Book a stay at this luxury hotel in San Antonio. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean ...
Opens in a new windowHotel Valencia Riverwalk
Hyatt Vacation Club at Wild Oak Ranch, San Antonio

Hyatt Vacation Club at Wild Oak Ranch, San Antonio

3.5 out of 5
9700 West Military Drive San Antonio TX
Book a stay at this family-friendly hotel in San Antonio. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the pool and the helpful staff in ...
Opens in a new windowHyatt Vacation Club at Wild Oak Ranch, San Antonio
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

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Tue, Jul 21 - Tue, Aug 4
ATL
Hartsfield-Jackson Atlanta Intl.
SAT
San Antonio Intl.
$190 Roundtrip, just found
$190
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Jul 21 from Hartsfield-Jackson Atlanta Intl. to San Antonio Intl., returning Tue, Aug 4, priced at $190 just found
Frontier Airlines
Wed, Jul 22 - Tue, Jul 28
LAX
Los Angeles Intl.
SAT
San Antonio Intl.
$230 Roundtrip, found 5 hours ago
$230
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, Jul 22 from Los Angeles Intl. to San Antonio Intl., returning Tue, Jul 28, priced at $230 found 5 hours ago
Sun Country Airlines
Sat, May 30 - Sun, Jun 7
MSP
Minneapolis - St. Paul Intl.
SAT
San Antonio Intl.
$233 Roundtrip, found 4 days ago
$233
Roundtrip
found 4 days ago
Select Sun Country Airlines flight, departing Sat, May 30 from Minneapolis - St. Paul Intl. to San Antonio Intl., returning Sun, Jun 7, priced at $233 found 4 days ago
American Airlines
Tue, Jul 28 - Tue, Aug 11
ORD
O'Hare Intl.
SAT
San Antonio Intl.
$248 Roundtrip, found 21 hours ago
$248
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Tue, Jul 28 from O'Hare Intl. to San Antonio Intl., returning Tue, Aug 11, priced at $248 found 21 hours ago