Milan Vacations from $531

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Your Milan Vacation

When a fun city break is calling, answer it with a vacation package to Milan. The neighborhood of Kingston Stockade District, which is good for families, festivals and markets, makes a wonderful base for your adventures. When it's time to go out and explore, be sure to put Old Rhinebeck Aerodrome and Red Hook Golf Club on the to-do list for your trip to Milan. Whoever you're escaping with and whatever you want to spend, your dream Milan vacation is just clicks away with Expedia.

The Latest Milan vacation packages

Price found within the past 48 hours. Click for updated prices.
South Shire

South Shire

4 out of 5
Price was $683, price is now $531 per person
$531
per person
Jan 8 - Jan 11
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
9/10 Wonderful! (116 reviews)
Very cool rooms. Al different and many with fireplaces. Friendly staff

Reviewed on Oct 31, 2025

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was $852, price is now $670 per person
$670
per person
Jan 8 - Jan 11
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
7.4/10 Good! (567 reviews)
We feel that the resort fee to access the pool and hot tub as well as the other services covered are over priced. We stay at resorts and hotels all over the US and you are the ONlY place that charges for this.

Reviewed on Nov 21, 2025

The White House Inn

The White House Inn

3.5 out of 5
Price was $669, price is now $547 per person
$547
per person
Jan 8 - Jan 11
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
9.2/10 Wonderful! (254 reviews)
Beautiful, relaxing place to spend a few nights. Staff very nice, view from my bedroom windows amazing. Breakfast good, on site restaurant also good.

Reviewed on Nov 26, 2025

Weathervane Motel

Weathervane Motel

2 out of 5
Price was $783, price is now $662 per person
$662
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
6.8/10 (724 reviews)
Everything was great and we will stay there again 😁

Reviewed on Nov 16, 2025

Knotty Pine

Knotty Pine

2.5 out of 5
Price was $761, price is now $666 per person
$666
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Albany (ALB)
9.4/10 Exceptional! (19 reviews)
First room had been slept in and shower used and no breakfast

Reviewed on Nov 21, 2025

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Discover the most popular places to visit in Milan

Old Rhinebeck Aerodrome

You can browse the exhibits at Old Rhinebeck Aerodrome, a museum with a story of its own, during your travels to Red Hook. Stroll along the marina or experience the area's festivals.

Old Rhinebeck Aerodrome

Milan Hotel Deals

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

2.5 out of 5
536 Haight Ave, Building A Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $101 total per night from Dec 28 to Dec 29
$101 total
Dec 28 - Dec 29
Total with taxes and fees
7.6/10 Good! (488 reviews)
Best stay!

Reviewed on Nov 20, 2025

Quality Inn Poughkeepsie
SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $99 total per night from Dec 1 to Dec 2
$99 total
Dec 1 - Dec 2
Total with taxes and fees
7.6/10 Good! (928 reviews)
All good

Reviewed on Nov 17, 2025

SureStay Plus Hotel by Best Western Highland Poughkeepsie
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

3 out of 5
800 Frank Sottile Boulevard Kingston NY
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $124 total per night from Dec 4 to Dec 5
$124 total
Dec 4 - Dec 5
Total with taxes and fees
8.8/10 Excellent! (777 reviews)
Clean and nice !

Reviewed on Nov 19, 2025

Residence Inn by Marriott Kingston
See all 1,192 properties in Milan
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 Milan Vacation Packages

Milan Essential Information

Language
English
Currency
U.S dollars
Top Sights
Old Rhinebeck Aerodrome, Poets Walk Park and Red Hook Golf Club

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Frequently asked questions

How much does a Milan vacation package cost?
You can grab a vacation package to this destination from $531 on Expedia. But how much your vacation to Milan costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Milan?
You can usually find lower rates and greater availability in December, January and February. Check out our cheap Milan vacation packages and you could land some great off-season deals.
How many days is enough for Milan?
Typically, a handful of days is enough to see the top attractions during your Milan vacation. However, if you want to have some time to relax or take day trips, consider extending your itinerary.
How to find the best Milan package deals?
Begin your search for a Milan package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Milan package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Milan escape underway.
Is it cheaper to book a Milan vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can customize your Milan trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Milan?
Land fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Milan trip.
Does Expedia offer Book Now, Pay Later Milan vacation packages?
Jet off on your dream escape to Milan with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or hold off until payday — we've joined forces with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stay on budget and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.