Milton Vacations from $348

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Your Milton Vacation

The welcoming locals and rich traditions are just the beginning of the things Milton has going for it. Experience the best of this interesting city your way with a personalized Milton vacation package. Benmarl Vineyards and Winery, Live At The falcon and Gomez Mill House are just a few of the many sights you'll want to check out during your trip to Milton. A couple of quick clicks is all it takes to build your perfect Milton vacation on Expedia.

The Latest Milton vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Newark Airport

DoubleTree by Hilton Hotel Newark Airport

4 out of 5
Save 100% on your flight
Price was $577, price is now $348 per person
$348
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
7.6/10 Good! (3,851 reviews)
Everything was great, the lobby was very nice, the bar/restaurant was excellent. A little taken aback at first that the breakfast buffet was $24 per person when we thought it was included, but the food was good and frequently replenished. Front desk staff was very friendly and accommodating. And you get warm cookies and water on check-in, what could be better.

Reviewed on Apr 4, 2026

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was $842, price is now $485 per person
$485
per person
May 5 - May 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,011 reviews)
The Staff was Awesome. Plenty of parking. Rooms were emaculent as usual.

Reviewed on Mar 30, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $2,140, price is now $1,268 per person
$1,268
per person
May 5 - May 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,000 reviews)
Fantastic staycation! The spa was awesome and experience overall was solid. Would definitely stay here again!

Reviewed on Mar 31, 2026

The Ridge Hotel

The Ridge Hotel

3 out of 5
Manhattan
Save 100% on your flight
Price was $1,870, price is now $1,143 per person
$1,143
per person
Jun 10 - Jun 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,032 reviews)
Great location, staff were friendly and I had no issues with the check in, and the roodto Only issue was AC was about 75-78F for the duration of the stay, no matter what settings I tried, it just wouldnt get cold in the room, if I stayed over summer it would be a real problem.

Reviewed on Mar 31, 2026

WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Price was $1,498, price is now $944 per person
$944
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,003 reviews)
The staff was very friendly and the amenities were fantastic.

Reviewed on Mar 30, 2026

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Milton Hotel Deals

Buttermilk Falls Inn

Buttermilk Falls Inn

3 out of 5
220 N Rd Milton NY
$448 nightly
The price is $502 total per night from Apr 18 to Apr 19
$502 total
Apr 18 - Apr 19
Total with taxes and fees
9.2/10 Wonderful! (42 reviews)
Management was rude and unprofessional. There were issues with my room (running toilet, broken fireplace) and no attempt was made to rectify the issue. What is advertised on the website is not what the actual experience will be. The worst part was the inability to contact someone in charge because ...

Reviewed on Feb 17, 2026

Buttermilk Falls Inn
Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $107 total per night from Apr 12 to Apr 13
$107 total
Apr 12 - Apr 13
Total with taxes and fees
7.6/10 Good! (1,000 reviews)
Did not have breakfast. Special shoutout to James D. for his service, hospitality, guidance, friendliness and making our stay a wonderful one.

Reviewed on Apr 1, 2026

Best Western Plus Kingston Hotel And Conference Center
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

2.5 out of 5
2361 South Rd Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $134 total per night from Apr 15 to Apr 16
$134 total
Apr 15 - Apr 16
Total with taxes and fees
9/10 Wonderful! (1,006 reviews)
The breakfast menu was fresh and the coffee at all times was a nice perk. The staff at checkout was rude and even though we had asked for adjoining rooms, we were not provided that at check in. We were instead given rooms on opposite floors. There was something spilled on the side table and something ...

Reviewed on Mar 27, 2026

Hampton Inn & Suites Poughkeepsie
See all 1,125 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
Closest Airport
Stewart Intl. Airport (SWF)
Population
1,400
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Robibero Winery, Benmarl Vineyards and Winery and Adair Vineyards

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Frequently asked questions

How much does a Milton vacation package cost?
Offering excellent value package deals from $348 on Expedia, you'll be pleasantly surprised at how much a vacation to Milton costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Milton?
If you're looking to score a cheap Milton vacation package, consider traveling in November, December and January. You're likely to find lower prices on flights and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Milton?
Typically, a handful of days is enough to go to the top attractions during your Milton vacation. However, if you want to have more time to kick back or go on day trips, consider extending your trip.
How to find the best Milton package deals?
Start your search for a Milton package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Milton package deal right away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Milton getaway off to a flying start.
Is it cheaper to book a Milton vacation as a package?
You can enjoy significant savings on your Milton escape by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Milton?
If you're considering a spontaneous Milton adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Milton vacation packages?
Jet off on your perfect escape to Milton with help from our Book Now, Pay Later vacations. No need to scrimp and save or wait until your next paycheck — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to budget for your trip and snap up bargains before they sell out.

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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.