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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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    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$112 per night from 26 Jun to 27 Jun
S$112
26 Jun - 27 Jun
includes taxes & fees
9.4/10 Exceptional! (226 reviews)
"Check in & out was a breeze. Very clean and comfortable. Affordable and quaint. Would highly recommend."

Reviewed on 15 Jun, 2025

William Watson 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$88 per night from 26 Jun to 27 Jun
S$88
26 Jun - 27 Jun
includes taxes & fees
6.8/10 (116 reviews)
"Great little hotel, perfect for an overnight pit stop"

Reviewed on 28 May, 2025

Rodeway Inn
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$168 per night from 22 Jun to 23 Jun
S$168
22 Jun - 23 Jun
includes taxes & fees
8.6/10 Excellent! (127 reviews)
"Friendly service for last minute booking."

Reviewed on 14 Jun, 2025

Green Acres Hotel
See all 20 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.