Milton Vacations from $295
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 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
The Latest Milton vacation packages
Price found within the past 48 hours. Click for updated prices.
Stoney Creek Inn Quincy
$415
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Quincy (UIN)
8.6/10 Excellent! (1,005 reviews)
Our room was clean, but parts of the common areas (hallways, etc) appeared less so.
The staff was excellent, including the breakfast staff -- very friendly and very accommadating.
The breakfast was very good.
Reviewed on Aug 16, 2026
Heritage Hotel Quincy
$298
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Quincy (UIN)
8.8/10 Excellent! (424 reviews)
Hotel was very clean but their was no hair dryer available. Poor lighting in the parking lot, Breakfast was not stock very well, Front desk lady was very helpful but manager was a little rude.
Reviewed on Aug 19, 2026
Milton Hotel Deals
William Watson Hotel
105 East Washington Street Pittsfield IL
$82 nightly
$90 total
Aug 22 - Aug 23
Total with taxes and fees
9.2/10 Wonderful! (368 reviews)
"Our room was not well maintained. The carpet was dirty and frayed. The bathroom tile needs maintenance"
Reviewed on Aug 6, 2026
Rodeway Inn Pittsfield
1238 W Washington St Pittsfield IL
$57 nightly
$63 total
Sep 13 - Sep 14
Total with taxes and fees
6.8/10 (141 reviews)
"Staff- checked us in on Thursday. Very pleasant and did what he could to get us a room with two double beds. That is what I booked online at hotels.com. He had to call another guest and get it all worked out. He was great. The kid that worked the weekend. Our keys stopped working for our rooms, and ..."
Reviewed on Aug 9, 2026
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Griggsville IL
10/10 Exceptional! (83 reviews)
"This is an expensive property and home, very well maintained, easily able to accommodate a large family group. The large inground pool with slide and a diving platform was fantastic. The young children in our group spent the majority of their time in the pool! The adults enjoyed the pool just as ..."
Reviewed on Aug 13, 2026
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.
Find the Best Milton Vacation Packages
Milton Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Pike County Historic Museum, Old Orchard Country Club and John Greene Shastid House |
More vacations you might like
Frequently asked questions
How much does a Milton vacation package cost?
You'll find cheap prices from $295 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?
If you're looking to snag a cheap Milton vacation package, consider visiting in January, February and April. You're likely to find better prices on flights and hotels during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Milton?
With a well-organized schedule, you can easily visit the most popular Milton attractions in a handful of days. But if you'd like to discover hidden gems or go on day trips, think about booking your Milton vacation for longer.
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.
Does Expedia offer Book Now, Pay Later Milton vacation packages?
Your Milton break is meant to be an escape from your daily routine, not a reason for money-related stress. So to allow you extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
