Deals on vacations and trips to Pleasant Hill

Save when you book Pleasant Hill package deals

Choose two or more items and save on your trip:

Pleasant Hill flight + hotel vacation packages

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

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,106, price is now $620 per person
$620
per person
Dec 22 - Dec 28
found 24 hours ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Moonrise Hotel

Moonrise Hotel

4 out of 5
Delmar Loop
Price was $1,054, price is now $752 per person
$752
per person
Dec 22 - Dec 28
found 24 hours ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
The hotel's 24-hour gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.
The Cheshire

The Cheshire

4 out of 5
Price was $1,043, price is now $772 per person
$772
per person
Dec 22 - Dec 28
found 24 hours ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free English breakfast each morning.
Residence Inn by Marriott St. Louis West County

Residence Inn by Marriott St. Louis West County

3 out of 5
Save 100% on your flight
Price was $1,153, price is now $858 per person
$858
per person
Dec 22 - Dec 29
found 24 hours ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free full breakfast each morning.
The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was $853, price is now $654 per person
$654
per person
Dec 22 - Dec 28
found 24 hours ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Self parking and a coffee shop are also offered on site.

Top Pleasant Hill hotels deals

William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street Pittsfield IL
$85 nightly
The price is $93 total per night
$93 total
Oct 5 - Oct 6
Total with taxes and fees
A gym is featured at this hotel, along with free parking. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli is provided and the front desk is staffed around-the-clock.
Parking included
Free WiFi
River's Edge Motel

River's Edge Motel

2 out of 5
201 Mansion St Louisiana MO
Free Cancellation
Reserve now, pay when you stay
$83 nightly
The price is $94 total per night
$94 total
Oct 5 - Oct 6
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
Pet friendly
Parking included
Rodeway Inn Pittsfield

Rodeway Inn Pittsfield

2 out of 5
1238 W Washington St Pittsfield IL
$59 nightly
The price is $64 total per night
$64 total
Nov 1 - Nov 2
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. Luggage storage is also provided.
Breakfast included
Pet friendly
Monroe Street Suites

Monroe Street Suites

2.5 out of 5
221 S Monroe St Pittsfield IL
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $103 total per night
$103 total
Oct 14 - Oct 15
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A communal living room, a picnic area, and locker space are also on offer.
Parking included
Free WiFi
Super 8 by Wyndham Bowling Green

Super 8 by Wyndham Bowling Green

2 out of 5
1216 E Champ Clark Dr Bowling Green MO
Get rates
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. A 24-hour business center, a picnic area, and dry cleaning are also on offer.
Breakfast included
Parking included
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!

Griggsville IL
Get rates
An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site.
Pool
Kitchen
Don't see what you're looking for?
See all available properties in Pleasant Hill
View all properties
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.

Frequently asked questions

How much are vacation packages to Pleasant Hill?
$620 is all you need to spend for an exhilarating break in Pleasant Hill. Bundle your flights and hotel into a vacation package with Travelocity and see how much the savings add up. With prices this good, it's never been more tempting to travel.
Where can I get the best vacation package deals for Pleasant Hill?
There's no need to look any further than Travelocity. With no less than 400 air carriers and 1,000,000 worldwide properties, it's a breeze to find a Pleasant Hill package deal that satisfies your wanderlust.
Why should I book my Pleasant Hill vacation bundle with Travelocity?
Because you'll never wander alone if you book your vacation with us, and we offer round-the-clock support and exceptional service to boot. Add to that our Price Match Guarantee and a huge range of experiences and destinations to pick from. We're here to help you have the vacation of a lifetime.
Can I save on my Pleasant Hill car rental if I combine it with hotels and flights?
Bundling your hotel, flight and car into a Pleasant Hill vacation package is a surefire way to land the best deal. Plus, having your own rental car gives you the freedom to make your way to all those big sights you want to see. Located 65 mi from Pleasant Hill, Busch Stadium is one place that should be on your can't-miss list. Turn up the tunes and make a day trip of it.
Which airport is best for Pleasant Hill?
The majority of visitors arrive at Lambert-St. Louis Intl. Airport (STL). Once you've stepped off the plane and gathered your bags, you'll need to head 55 mi northwest to reach inner Pleasant Hill. Quincy Regional-Baldwin Field Airport (UIN) is your other choice, 40 mi from the center of the city.
Where should I stay when visiting Pleasant Hill?
Many people opt to check in to the Cozy 3 bedroom family friendly home in pike county IL. It's sure to be a great base for your Pleasant Hill escape.

Photos of local treasures

Browse Pleasant Hill vacation photos for more inspiration