Pike County Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Pike County
William Watson Hotel
105 East Washington Street Pittsfield IL
S$110
13 Oct - 14 Oct
includes taxes & fees
9.2/10 Wonderful! (372 reviews)
"The room is like vintage mixed with new cute little restaurant down below. Great drinks super quiet in great location walkable to all the little downtown shops was a perfect, relaxing quiet stay while out there visiting my daughter."
Reviewed on 12 Sept, 2026
Rodeway Inn Pittsfield
1238 W Washington St Pittsfield IL
S$79
4 Oct - 5 Oct
includes taxes & fees
Monroe Street Suites
221 S Monroe St Pittsfield IL
Fully refundableReserve now, pay when you stay
S$116
13 Sept - 14 Sept
includes taxes & fees
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 does a Pike County holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Pike County from just . And the more you bundle, the more cash you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Pike County?
Bundle your hotel and flight bookings, add on extras such as tours, and save with a Pike County holiday package. You won't just pick up superb discounts on your adventure — you'll have a world of choice too. When you book with Expedia, you can select from more than 550 air carriers and 1,000,000 properties all over the world. Your dream holiday begins right here, right now!
What are the top hotels in Pike County?
When it comes to hotels in Pittsfield, Green Acres Hotel and Rodeway Inn are two excellent options. If you're also heading to Pleasant Hill, William Watson Hotel and Monroe Street Suites will make you feel right at home.
How far in advance should I book my Pike County holiday?
It can be hard to know exactly when is the ideal time to book your holiday to Pike County. But usually the earlier you book, the better the prices. Sometimes, you can reserve your flights and hotels nearly a year before your departure date. If you're eager to escape on a last-minute getaway, no need to fret! There are incredible deals popping up on Expedia all the time.
What does an Expedia Pike County travel package include?
From airfares and hotels to car rentals, Expedia can help you craft a Pike County package that's right for you. Holidaying for a week or longer? Consider a hotel, flight and rental car bundle. If your break is short, a hotel and airfare deal could be what you're after. Experiences can also be added after you've booked. Our travel packages make it a cinch to save and plan.
What should I know before booking a Pike County travel package?
A travel package can be easier on the credit card than individually booking everything you need for your escape. For example, combine your hotels, flights and rental cars and save a tidy sum. Whatever your holiday goals are, you're bound to find a package within your budget.
Can I choose my airline with a Pike County Expedia holiday package?
Most definitely. Expedia has more than 550 airline partners to choose from globally. With such a big range of choice, finding the perfect carrier to fly you to Pike County will be a cinch.
If I'm not able to travel, can I cancel my Pike County holiday package?
Your situation can change suddenly, so yes. You may be able to cancel or amend your Pike County holiday package for free if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your car rental company, hotel or airline may impose a charge. Want more information? Take a look at our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
Stay near popular Pike County attractions
Old Orchard Country Club
8.8/10 (8 reviews)
Enjoy a round of golf in Pittsfield at Old Orchard Country Club. Experience the area's entertainment choices and theatre scene.
John Greene Shastid House
10.0/10 (2 reviews)
You can browse the exhibits at John Greene Shastid House, a museum with a storied past, during your travels to Pittsfield. Experience the area's entertainment choices and theatre scene.
King Park
7.4/10 (3 reviews)
Explore the great outdoors at King Park, a lovely green space in Pittsfield. Experience the area's entertainment choices and theatre scene.
Pike County Historic Museum
10.0/10 (1 review)
You can study the exhibits at Pike County Historic Museum, a museum with a storied past, during your travels to Pittsfield. Experience the area's entertainment choices and theatre scene.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
