Pleasant Hill Vacations from $409

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The Latest Pleasant Hill vacation packages

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

Creekside Inn

2.5 out of 5
Price was $1,198, price is now $409 per person
$409
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,004 reviews)
The guy at the front desk was very nice. The view from the room was great.

Reviewed on Dec 30, 2025

Miami Downtown Condos

Miami Downtown Condos

5 out of 5
Downtown Miami
Price was $2,128, price is now $844 per person
$844
per person
Mar 25 - Mar 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (72 reviews)
Amazing customer service! Always there when you need them, no matter the time, or iinquiry! I had an amazing stay, and I’d highly recommend you stay!

Reviewed on Dec 28, 2025

Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

4 out of 5
Price was $1,256, price is now $570 per person
$570
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
Our two bedroom apartment was very comfortable and quiet. We enjoyed our stay very much.

Reviewed on Dec 30, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $14,769, price is now $6,726 per person
$6,726
per person
Mar 9 - Mar 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Price was $1,623, price is now $740 per person
$740
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Excellent amenities and great location

Reviewed on Dec 31, 2025

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Pleasant Hill Hotel Deals

Stoney Creek Hotel Kansas City - Independence

Stoney Creek Hotel Kansas City - Independence

3.5 out of 5
18011 Bass Pro Drive Independence MO
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $150 total per night from Jan 4 to Jan 5
$150 total
Jan 4 - Jan 5
Total with taxes and fees
9.2/10 Wonderful! (2,423 reviews)
Clean room

Reviewed on Dec 30, 2025

Stoney Creek Hotel Kansas City - Independence
Sonesta Essential Hotels Overland Park

Sonesta Essential Hotels Overland Park

2.5 out of 5
7200 W 107th St Overland Park KS
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $93 total per night from Jan 11 to Jan 12
$93 total
Jan 11 - Jan 12
Total with taxes and fees
8.4/10 Very Good! (713 reviews)
Nice & clean. Locate in a good and quiet area. Good price.

Reviewed on Dec 31, 2025

Sonesta Essential Hotels Overland Park
Sonesta Select Kansas City South Overland Park

Sonesta Select Kansas City South Overland Park

3 out of 5
500 E 105th St Kansas City MO
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $99 total per night from Jan 4 to Jan 5
$99 total
Jan 4 - Jan 5
Total with taxes and fees
8.2/10 Very Good! (1,012 reviews)
No breakfast

Reviewed on Dec 28, 2025

Sonesta Select Kansas City South Overland Park
See all 647 properties in Pleasant Hill
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.

Find the Best Pleasant Hill Vacation Packages

Pleasant Hill Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Charles B. Wheeler Downtown Airport (MKC)
Population
8,300

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Frequently asked questions

How much does a Pleasant Hill vacation package cost?
You can pick up a vacation package to this destination from $409 on Expedia. However, how much your vacation to Pleasant Hill costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Pleasant Hill?
If you're hoping to book a cheap Pleasant Hill vacation package, consider visiting in January, February and October. You'll typically find lower rates on flights and accommodations during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Pleasant Hill?
The ideal length of your Pleasant Hill vacation depends on what you'd like to do. Typically, a few days to a week will give you plenty of time to check out all the top sights and explore some hidden spots along the way.
How to find the best Pleasant Hill package deals?
Use Expedia's filter tool to help you find some great Pleasant Hill package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Pleasant Hill package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Pleasant Hill vacation as a package?
You can enjoy significant savings on your Pleasant Hill getaway by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Pleasant Hill?
If you have your Pleasant Hill vacation dates confirmed, book early to grab some awesome deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for traveling on a whim.
Does Expedia offer Book Now, Pay Later Pleasant Hill vacation packages?
Your Pleasant Hill trip is meant to be an escape from your busy life, not a reason for money worries. So to give you extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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