Brentwood Vacations from ￥259,895

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The Latest Brentwood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Suites Pittsburgh South by IHG

Crowne Plaza Suites Pittsburgh South by IHG

3.5 out of 5
Price was ￥307,205, price is now ￥259,895 per person
￥259,895
per person
Sep 4 - Sep 8
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.8/10 Excellent! (1,005 reviews)
The room was very clean, but not that big, we had a room with 2 queens and it was a little tight with three adults. Staff were incredibly helpful and friendly and breakfast had a nice selection.

Reviewed on Jun 30, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was ￥334,170, price is now ￥268,252 per person
￥268,252
per person
Sep 4 - Sep 8
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.6/10 Excellent! (1,543 reviews)
The bartender Russ was phenomenal. The service at the front desk was excellent.

Reviewed on Jul 3, 2026

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
Price was ￥336,808, price is now ￥281,668 per person
￥281,668
per person
Sep 4 - Sep 8
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.2/10 Very Good! (1,074 reviews)
good location, average and old facility

Reviewed on Jul 1, 2026

Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
Downtown Pittsburgh
Price was ￥339,252, price is now ￥286,819 per person
￥286,819
per person
Sep 4 - Sep 8
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.2/10 Very Good! (1,267 reviews)
Todd was very helpful

Reviewed on Jul 3, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was ￥386,188, price is now ￥328,090 per person
￥328,090
per person
Sep 4 - Sep 8
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
It was just ok. Maybe Pittsburgh needs to get a Ritz or Four Seasons.

Reviewed on Jun 24, 2026

Find the Best Brentwood Vacation Packages

Brentwood Hotel Deals

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is ￥21,636 per night from Jul 9 to Jul 10
￥21,636
￥24,665 total
Jul 9 - Jul 10
includes taxes & fees
8.2/10 Very Good! (3,599 reviews)
"We only stayed here for one night for a concert in town. The staff were very nice and helpful. We had no issues with our room. Everything was clean and met our expectations."

Reviewed on Jul 4, 2026

Wyndham Grand Pittsburgh Downtown
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is ￥21,926 per night from Jul 13 to Jul 14
￥21,926
￥24,995 total
Jul 13 - Jul 14
includes taxes & fees
9.4/10 Exceptional! (1,921 reviews)
"it was great!! highly recommend staying here"

Reviewed on Jul 3, 2026

The Landing Hotel at Rivers Casino
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
1100 Liberty Ave Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is ￥20,318 per night from Jul 6 to Jul 7
￥20,318
￥23,163 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (149 reviews)
"Right near the bus terminal so it can get sketchy walking around. Loved the washer and dryer in the room. Heads up to bring unscented detergent if fragrances bother you."

Reviewed on Jul 2, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian
See all 2,008 properties in Brentwood
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.

What to do in Brentwood

Picture 4 for Activity Pittsburgh: Museum of Illusions Entrance Ticket

Pittsburgh: Museum of Illusions Entrance Ticket

￥4,639
per adult
80% of travellers recommend
Pittsburgh: Museum of Illusions Entrance Ticket
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl

￥2,092
per adult
Pittsburgh Bar Hunt: Party Through Pittsburgh Bar Crawl
Make new friends as you learn the exciting history of whiskey in Pittsburgh

Whiskey Rebellion & Prohibition Tour

￥7,838
per adult
Whiskey Rebellion & Prohibition Tour
See all activities in Brentwood

Frequently asked questions

How much does a Brentwood vacation package cost?
Offering great value package deals from ￥259,895 on Expedia, you'll be pleasantly surprised at how much a vacation to Brentwood costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Brentwood?
January, February and March are the best times to look for cheap Brentwood vacation packages. Choosing to travel in less busy periods means you can typically find reduced prices on hotels and flights.
How many days is enough for Brentwood?
The ideal length for your Brentwood vacation depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to tick off all the top attractions and explore some hidden gems along the way.
How to find the best Brentwood package deals?
Use Expedia's filter tool to help you find some unbeatable Brentwood package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Brentwood package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Brentwood vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalized Brentwood vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Brentwood?
If you've got your Brentwood vacation dates finalized, book as early as you can to bag some incredible deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for traveling on a whim.
How to plan a trip to Brentwood?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Brentwood.
  2. Calculate your budget: Make sure you have enough money to cover everything from meals and transportation to experiences and flights. Your accommodations will likely be the largest expense during your trip to Brentwood.
  3. Decide your trip length: Consider how much time you'd like to spend exploring Brentwood. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized Brentwood vacation package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.