Milton Vacations

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    Save up to ￥45,448 when you book a flight and hotel together*
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Find the Best Milton Vacation Packages

Milton Hotel Deals

William Watson Hotel

William Watson Hotel

3 out of 5
105 East Washington Street, Pittsfield, IL
The price is ￥11,616 per night from Sep 10 to Sep 11
￥11,616
￥12,775 total
Sep 10 - Sep 11
includes taxes & fees
9.2/10 Wonderful! (237 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 Aug 6, 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 ￥8,860 per night from Sep 11 to Sep 12
￥8,860
￥9,743 total
Sep 11 - Sep 12
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 Jul 7, 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 ￥14,547 per night from Sep 6 to Sep 7
￥14,547
￥15,999 total
Sep 6 - Sep 7
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 Jul 23, 2025

Green Acres Hotel
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 vacation 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 vacation to Milton costs.
What are the cheapest months to go to Milton?
January, February and March are great times to look for cheap Milton vacation 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 vacation. 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 vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays individually. Better still, you can personalize 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 vacation package to Milton?
If you have your Milton vacation 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, favorite 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 accommodations: Once you've nailed down your dates and duration, lock in the right Milton vacation package for you.

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