Hillsdale Vacations from $221

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Hillsdale Vacation

From its highlights to its hidden delights, this city is best experienced with a Hillsdale vacation package. Look for places to stay in Downtown St. Louis, which is great for festivals, bars and pubs and dining. St. Louis Zoo, St. Louis Art Museum and Cathedral Basilica of St. Louis are just some of the many sights you'll want to check out during your trip to Hillsdale. A few quick clicks is all it takes to craft your ideal Hillsdale vacation on Expedia.

The Latest Hillsdale Vacation Packages

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

The West End

2 out of 5
Central West End
Price was $294, price is now $221 per person
$221
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
8.4/10 Very Good! (389 reviews)
The only thing I did not like was having to pay to park per night when already paying for a room

Reviewed on Dec 10, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $510, price is now $254 per person
$254
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
9.2/10 Wonderful! (1,600 reviews)
Perfect room. Bodacious new bed. Nice, quiet and uneventful. Thanks Wildwood Hotel!

Reviewed on Dec 10, 2025

Hermann Grain Bins BNB

Hermann Grain Bins BNB

2 out of 5
Save 100% on your flight
Price was $2,266, price is now $1,584 per person
$1,584
per person
Jan 16 - Jan 23
found 6 hours ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
2/10 (1 review)
White House at Grand Central

White House at Grand Central

4 out of 5
Grand Center
Price was $324, price is now $245 per person
$245
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
8.6/10 Excellent! (123 reviews)
Very clean and very friendly people

Reviewed on Nov 11, 2025

Hilton Garden Inn St. Louis Airport

Hilton Garden Inn St. Louis Airport

3 out of 5
Berkeley
Price was $356, price is now $273 per person
$273
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
8.2/10 Very Good! (1,002 reviews)
Good Stay..Quiet clean room...The down side is my hot tub in my room Did Not Work. I called front Desk and they asked was I turning it on right. Last but not Least they don't offer Free Breakfast. Breakfast is another charge per person and should have been included in the room place

Reviewed on Dec 7, 2025

Where to stay in Hillsdale

Find the best Hillsdale areas and neighborhoods for the activities you enjoy most. Learn more about Hillsdale
Meeting of the Waters Fountain showing a statue or sculpture and a fountain

Downtown St. Louis

3 out of top 10 points of interest in this area
4/5(4,004 area reviews)

Head to the heart of the largest city in Missouri for its cultural hotspots, nightlife and a colossal monument that towers over the Mississippi River.

Find hotels in Downtown St. Louis

Hillsdale Hotel Deals

Hyatt Regency St. Louis at The Arch

Hyatt Regency St. Louis at The Arch

4 out of 5
315 Chestnut St St. Louis MO
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $105 total per night from Dec 21 to Dec 22
$105 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (3,998 reviews)
Great stay

Reviewed on Dec 10, 2025

Hyatt Regency St. Louis at The Arch
Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel

4 out of 5
421 N 8th St St. Louis MO
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $111 total per night from Dec 28 to Dec 29
$111 total
Dec 28 - Dec 29
Total with taxes and fees
8.6/10 Excellent! (1,142 reviews)
The staff was great !!!

Reviewed on Dec 7, 2025

Magnolia Hotel St. Louis, a Tribute Portfolio Hotel
Hampton Inn St. Louis-Downtown (At the Gateway Arch)

Hampton Inn St. Louis-Downtown (At the Gateway Arch)

2.5 out of 5
333 Washington Ave St. Louis MO
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $111 total per night from Dec 17 to Dec 18
$111 total
Dec 17 - Dec 18
Total with taxes and fees
8.6/10 Excellent! (1,160 reviews)
Clean Room, the view was amazing, the game room was perfect to help calm my daughter the morning of her procedure at the Children’s Hospital.

Reviewed on Dec 6, 2025

Hampton Inn St. Louis-Downtown (At the Gateway Arch)
See all 1,789 properties in Hillsdale
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 Hillsdale

St. Louis Union Station

St. Louis Union Station

4/5(615 reviews)

You can learn about the local history of St. Louis when you make a stop at a well-known site like St. Louis Union Station. Experience the area's great live music or attend a baseball game.

St. Louis Union Station
Gateway Arch showing a city, a skyscraper and skyline

Gateway Arch

4.5/5(2,511 reviews)

Enjoy 360-degree views and learn about the history of St. Louis at this world-famous landmark.

Gateway Arch
St. Louis Zoo

St. Louis Zoo

4.5/5(1,212 reviews)

In the middle of St. Louis, meet the exotic and endangered animals that live in meticulously recreated ecosystems from all over the world.

St. Louis Zoo

Things to do

St. Louis: Gateway Ghouls and Hauntings Walking Tour

St. Louis Ghost Tour: Sinister Sins & Shadows

$32
per adult
St. Louis Ghost Tour: Sinister Sins & Shadows
Best of St. Louis Small Group Tour w/ Arch & River Cruise

Best of St. Louis Small Group Tour w/ Arch & River Cruise

$169
per adult
84% of travellers recommend
Best of St. Louis Small Group Tour w/ Arch & River Cruise
Step into the shadows and discover the haunting tales of our city's past.

St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour

$30
per adult
100% of travellers recommend
St Louis Ghost Tours: Sinister Sins & Shadows Ghost Tour
See all activities in St. Louis
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.