Carefree Crossing Vacations from $348

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Your Carefree Crossing Vacation

Carefree Crossing is calling your name! Whatever type of escape you're organizing, you can experience and see more of this neighborhood with a Carefree Crossing vacation package. Is sightseeing your thing? Pioneer Living History Museum and Desert Hills Trailhead are top nearby attractions to stop by during your trip to Carefree Crossing. Expedia is here to help put your travel plans into action. Book your ultimate Carefree Crossing vacation now.

The Latest Carefree Crossing Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Painted Mountain Golf Resort

Westgate Painted Mountain Golf Resort

4 out of 5
East Mesa
Save 100% on your flight
Price was $719, price is now $348 per person
$348
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Phoenix (PHX)
8.2/10 Very Good! (1,000 reviews)
This was my third stay at Westgate Painted Mountain in Mesa Arizona and I'm planning another stay here in a couple of months. I absolutely love the place. The facility is beyond any expectations and the staff are incomparable. The manager, Esteban, reflects the great customer service that Westgate is known for as do all of his staff! I would recommend this place in a heartbeat to anyone traveling to the Mesa area

Reviewed on Nov 29, 2025

Raintree at Phoenix South Mountain Preserve

Raintree at Phoenix South Mountain Preserve

3.5 out of 5
South Mountain
Price was $890, price is now $421 per person
$421
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Phoenix (PHX)
8.4/10 Very Good! (130 reviews)
Spacious condo in timeshare resort. Staff was efficient and friendly. Grounds were clean. Units themselves are pretty dated and look like they were furnished in the 70s. Better than staying at a mid range hotel in the area for the money.

Reviewed on Nov 9, 2025

Scottsdale Plaza Resort

Scottsdale Plaza Resort

4 out of 5
Save 100% on your flight
Price was $1,396, price is now $696 per person
$696
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Phoenix (PHX)
8.8/10 Excellent! (2,207 reviews)
Rude lady at check in but the rest of staff was pretty nice, outdated tvs could only watch youtube. overall good stay

Reviewed on Nov 26, 2025

Sentral Sol Modern

Sentral Sol Modern

2 out of 5
Downtown Phoenix
Save 100% on your flight
Price was $1,321, price is now $704 per person
$704
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Phoenix (PHX)
9.4/10 Exceptional! (73 reviews)
Great stay! loved the GYM

Reviewed on Dec 2, 2025

Holiday Inn Club Vacations Scottsdale Resort by IHG

Holiday Inn Club Vacations Scottsdale Resort by IHG

4 out of 5
Save 100% on your flight
Price was $1,230, price is now $696 per person
$696
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Phoenix (PHX)
9/10 Wonderful! (1,005 reviews)
Fantastic staff. Room was spacious and clean.

Reviewed on Dec 4, 2025

Where to stay in Carefree Crossing

Find the best Carefree Crossing areas and neighborhoods for the activities you enjoy most. Learn more about Carefree Crossing
Downtown Phoenix which includes signage and night scenes

Downtown Phoenix

3 out of top 10 points of interest in this area
3.5/5(2,458 area reviews)

A true urban neighborhood, Downtown Phoenix boasts major sports venues like Chase Field and Footprint Center, as well as cultural attractions such as the Arizona Science Center and Phoenix Art Museum. Easily accessible via Valley Metro Light Rail, enjoy walkable streets, friendly cafes, and local businesses.

Find hotels in Downtown Phoenix

Carefree Crossing Hotel Deals

Hilton Phoenix Tapatio Cliffs Resort

Hilton Phoenix Tapatio Cliffs Resort

4 out of 5
11111 N 7th St Phoenix AZ
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $164 total per night from Dec 21 to Dec 22
$164 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (2,199 reviews)
Beautiful views. Excellent, helpful & courteous staff. Would stay here again!

Reviewed on Nov 28, 2025

Hilton Phoenix Tapatio Cliffs Resort
Arizona Biltmore, LXR Hotels & Resorts

Arizona Biltmore, LXR Hotels & Resorts

5 out of 5
2400 E Missouri Avenue Phoenix AZ
Fully refundableReserve now, pay when you stay
$379 nightly
The price is $429 total per night from Jan 1 to Jan 2
$429 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9/10 Wonderful! (1,006 reviews)
Beautiful stay at the Biltmore. Staff is over the top and customer service. The only thing that could be improved was that we stayed in an older part of the hotel that I believe needs to be updated.

Reviewed on Nov 26, 2025

Arizona Biltmore, LXR Hotels & Resorts
Hilton Phoenix Resort at the Peak

Hilton Phoenix Resort at the Peak

4 out of 5
7677 N 16th St Phoenix AZ
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $135 total per night from Dec 29 to Dec 30
$135 total
Dec 29 - Dec 30
Total with taxes and fees
7.6/10 Good! (3,213 reviews)
Beautiful property, friendly staff and gorgeous pool area.

Reviewed on Nov 27, 2025

Hilton Phoenix Resort at the Peak
See all 6,795 properties in Carefree Crossing
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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Carefree Crossing

Grady Gammage Memorial Auditorium

Arizona State University

4.5/5(1,877 reviews)

Explore the campus of Arizona State University, a top college in Tempe. Amble around the area's lakeside or seek out the jogging trails.

Arizona State University
Phoenix Convention Center

Phoenix Convention Center

4/5(959 reviews)

During your trip, find out what's happening at Phoenix Convention Center, a top convention center in Phoenix. Experience the acclaimed art scene and fascinating museums in this vibrant area.

Phoenix Convention Center
Gameday in Glendale, AZ.

State Farm Stadium

4.5/5(934 reviews)

Catch an event at State Farm Stadium during your trip to Glendale. Experience the lively festivals or attend a football game in this culturally rich area.

State Farm Stadium

Things to do

Phoenix: Historic Walking Tour

Phoenix: Historic Walking Tour

$25
per adult
Phoenix: Historic Walking Tour
See all activities in Phoenix
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.