Milton Vacations from $501

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The Latest Milton vacation packages

Price found within the past 48 hours. Click for updated prices.
Santas Lodge and Resort

Santas Lodge and Resort

2.5 out of 5
Price was $739, price is now $501 per person
$501
per person
Jan 23 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
8/10 Very Good! (264 reviews)
The decor was absolutely unlole anything ever.

Reviewed on Nov 10, 2025

Crowne Plaza Louisville Airport Expo Ctr by IHG

Crowne Plaza Louisville Airport Expo Ctr by IHG

3.5 out of 5
Fairgrounds
Save 100% on your flight
Price was $850, price is now $517 per person
$517
per person
Jan 23 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
8.8/10 Excellent! (874 reviews)
One night stay. All good

Reviewed on Nov 11, 2025

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

4 out of 5
Downtown Louisville
Price was $897, price is now $637 per person
$637
per person
Jan 23 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
9/10 Wonderful! (3,693 reviews)
Everything was wonderful!! The staff is overly friendly with their display of hospitality. Francine is an amazing person who seems to love people and her job! The room was very nice, clean & cozy. Not to mention the comfortable "good sleeping" bed. I will definitely stay here over and over again. Oh yeah, we had an AMAZING view of the city and the Ohio River...

Reviewed on Nov 10, 2025

Tempo By Hilton Louisville Downtown Nulu

Tempo By Hilton Louisville Downtown Nulu

3.5 out of 5
Downtown Louisville
Price was $748, price is now $534 per person
$534
per person
Jan 23 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
9.4/10 Exceptional! (755 reviews)
Very nice all around!

Reviewed on Nov 9, 2025

21c Museum Hotel Louisville

21c Museum Hotel Louisville

4.5 out of 5
Downtown Louisville
Save 100% on your flight
Price was $1,043, price is now $751 per person
$751
per person
Jan 23 - Jan 30
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Louisville (SDF)
9.4/10 Exceptional! (1,004 reviews)
Bed was comfortable, room was large, bathroom was OK. Staff was kind. Wish the breakfast opened earlier on Sunday.

Reviewed on Nov 3, 2025

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Milton Hotel Deals

Cozy Cabin Madison Indiana

Cozy Cabin Madison Indiana

Milton
10/10 Exceptional! (17 reviews)
Relaxing, quiet, comfortable, perfect!

Reviewed on Oct 23, 2025

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Cozy Cabin Madison Indiana
Tiny home in charming Milton KY

Tiny home in charming Milton KY

2 out of 5
Milton, KY
Get rates
Tiny home in charming Milton KY
Belterra Casino Resort

Belterra Casino Resort

3.5 out of 5
777 Belterra Drive, Florence, IN
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $145 total per night from Nov 17 to Nov 18
$145 total
Nov 17 - Nov 18
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
Room was clean and the staff was good.

Reviewed on Nov 2, 2025

Belterra Casino Resort
See all 192 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.

Find the Best Milton Vacation Packages

Milton Essential Information

Language
English
Currency
U.S dollars
Population
570

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Frequently asked questions

How much does a Milton vacation package cost?
You can snap up a vacation package to this popular destination from $501 on Expedia. However, how much your vacation to Milton costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Milton?
You can generally find lower prices and better availability in November, December and January. Check out our cheap Milton vacation packages and you could get some excellent off-season deals.
How many days is enough for Milton?
The ideal length for your Milton vacation depends on what you'd like to see and do. Generally, a few days to a week will give you time to go to all the leading attractions and discover some hidden gems along the way.
How to find the best Milton package deals?
Finding a cheap Milton package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add a few filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Milton package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Milton vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking stays and flights individually. Better still, you can customize your Milton getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Milton?
Secure amazing discounts by reserving your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Milton adventure.
Does Expedia offer Book Now, Pay Later Milton vacation packages?
Set off on your ideal getaway to Milton with help from our Book Now, Pay Later vacations. No need to save like crazy or wait until the next payday — we've teamed up with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to budget for your trip and snag great deals while they last.

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