Milton Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Milton

William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street, Pittsfield, IL
The price is S$113 per night from 12 Sept to 13 Sept
S$113
12 Sept - 13 Sept
includes taxes & fees
9.2/10 Wonderful! (236 reviews)
"Always my Go-to place to stay in Pittsfield! Great staff, clean, comfortable, and location. Some rooms do not have windows so are really dark inside. But overall great place to stay!!"

Reviewed on 6 Aug, 2025

William Watson Hotel
Green Acres Hotel

Green Acres Hotel

2.5 out of 5
625 W. Washington, Pittsfield, IL
Fully refundableReserve now, pay when you stay
The price is S$140 per night from 12 Sept to 13 Sept
S$140
12 Sept - 13 Sept
includes taxes & fees
8.6/10 Excellent! (134 reviews)
"Wonderful stay - was staying with a number of family members and it all worked out"

Reviewed on 23 Jul, 2025

Green Acres Hotel
Rodeway Inn

Rodeway Inn

2 out of 5
1238 W Washington St, Pittsfield, IL
Fully refundableReserve now, pay when you stay
The price is S$87 per night from 2 Sept to 3 Sept
S$87
2 Sept - 3 Sept
includes taxes & fees
6.8/10 (118 reviews)
"They really should attach the drain cover to the shower drain. Somebody could get seriously injured. Being a tile guy, looking around really had me laughing at the workmanship. The manager was a pretty cool guy, the room was fine, air conditioner worked great. Never went to the continental breakfast, ..."

Reviewed on 7 Jul, 2025

Rodeway Inn
See all 21 properties in Milton
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 Milton holiday package cost?
You'll find cheap prices on Expedia for your Milton escape. However, a range of factors like the hotel choice, length of stay and season will determine how much your holiday to Milton costs.
What are the cheapest months to go to Milton?
January, February and March are great times to look for cheap Milton holiday packages. Opting to travel in less busy months means you can typically find lower prices on hotels and flights.
How many days is enough for Milton?
Generally, a handful of days is enough to check out the major sights during your Milton holiday. But if you prefer to have time to kick back or go on day tours, consider extending your itinerary.
How to find the best Milton package deals?
Landing a cheap Milton package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Milton package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Milton holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and stays individually. Better still, you can personalise your Milton trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Milton?
If you have your Milton holiday dates finalized, book early to snap up 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 great for quick escapes.
How to plan a trip to Milton?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Milton.
  2. Set your budget: Consider costs such as flights, transportation and food when calculating how much to put aside for your trip to Milton. Then, pick a property that suits your budget, whether that's a low-cost option or a deluxe retreat.
  3. Decide how long to go for: Now that you're up to speed on Milton, you can work out the perfect length of your break. Create a rough plan and give yourself enough time to cover everything you want to see.
  4. Combine your airfare and accommodation: Once you've nailed down your dates and duration, lock in the right Milton holiday package for you.

* 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.