Overland Trail Vacations from $418

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Your Overland Trail Vacation

Overland Trail is calling! Whatever type of escape you have in mind, you can discover more of this neighborhood with an Overland Trail vacation package. Eager to get out and see the sights during your trip to Overland Trail? Make sure you check out nearby attractions such as Six Flags Hurricane Harbor Phoenix, Victory Lane Sports Complex and The Legend at Arrowhead. Expedia can help you turn your dream Overland Trail vacation into reality, whatever your budget or travel plans.

The Latest Overland Trail Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Westgate Painted Mountain Golf Resort

Falcon Field Area

$418

per person

Oct 22 - Oct 27

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Phoenix (PHX)

8.4/10 Very Good! (1,030 reviews)

Holiday Inn Club Vacations Scottsdale Resort by IHG

Save 100% on your flight

$596

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Phoenix (PHX)

9.2/10 Wonderful! (1,029 reviews)

Sedona Springs Resort

West Sedona

Save 100% on your flight

$601

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Phoenix (PHX)

9.2/10 Wonderful! (1,488 reviews)

We booked the suite which had a king bed and two sofa bed in a two story villa. We enjoyed our stay very much and location is perfect, close to all of the attractions.

Reviewed on Sep 1, 2026

Raintree at Phoenix South Mountain Preserve

South Mountain

$537

per person

Nov 13 - Nov 15

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Phoenix (PHX)

8.4/10 Very Good! (134 reviews)

Las Posadas of Sedona

Save 100% on your flight

$950

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Phoenix (PHX)

9.4/10 Exceptional! (842 reviews)

Great place to stay in town. Thank your your hospitality!

Reviewed on Aug 30, 2026

Where to stay in Overland Trail

Find the best Overland Trail areas and neighborhoods for the activities you enjoy most. Learn more about Overland Trail

The U.S. Airways Center with a large illuminated sign, surrounded by glass buildings and potted plants.

Downtown Phoenix

3 out of top 10 points of interest in this area

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.

A building with a sign reading "MODE SALON + SPA" and a brick facade.

Old Town

Old Town is known for its popular shops, and you can see some sights in the area like Scottsdale Waterfront and Western Spirit: Scottsdale's Museum of the West.

A desert landscape with a large rock arch, a group of people climbing a hill, and distant mountains.

Camelback East

Adjacent to Paradise Valley and Scottsdale, Camelback East Village boasts two main cores and sits between Piestewa Peak and Camelback Mountain. Explore the vibrant 24th Street and Camelback Road or 44th Street and Van Buren Street areas.

A hiker on a rocky trail with mountains in the background.

Rio Verde Foothills

If you're looking for some top things to see and do in Rio Verde Foothills and surrounding area, you can visit Golf Club Scottsdale and Tom's Thumb Trail.

A mountainous landscape with a city in the valley below.

North Phoenix

While you're in North Phoenix, take in top sights like Reach 11 Sports Complex and jump on the metro at 19th Avenue/ Dunlap Station to see more of the city.

Overland Trail Hotel Deals

FOUNDRE Phoenix

1100 N Central Avenue Phoenix AZ

Fully refundableReserve now, pay when you stay

$113 nightly

$128 total

Sep 9 - Sep 10

Total with taxes and fees

Talking Stick Resort

9800 E. Talking Stick Way Scottsdale AZ

$174 nightly

$198 total

Sep 7 - Sep 8

Total with taxes and fees

9.4/10 Exceptional! (5,088 reviews)

"It’s a Vegas resort in AZ. Phenomenal"

Reviewed on Sep 4, 2026

Hilton Phoenix Tapatio Cliffs Resort

11111 N 7th St Phoenix AZ

Fully refundableReserve now, pay when you stay

$161 nightly

$182 total

Sep 8 - Sep 9

Total with taxes and fees

See all 12,703 properties in Overland Trail

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.