Milton Vacations from $407

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 $652, price is now $407 per person
$407
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! (3,805 reviews)
It was a good experience, love the hotel view of the city and really nice room and comfortable.

Reviewed on Mar 31, 2026

The Ridge Hotel

The Ridge Hotel

3 out of 5
Manhattan
Save 100% on your flight
Price was $1,381, price is now $888 per person
$888
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,032 reviews)
It was exactly what I wanted and needed! I always do a lot of research on my trips. The description and the area felt right. Great communication throughout, peace of mind and easy check in online.Got right in with the codes, looked at the room and it was perfect for the small amount of time you spend in your room in the City. Dropped my bags, went to nearby store for beer and went up to the 7th floor rooftop and relax, enjoy the view before heading out to my event. Anything you want is close by, stores, restaurants, walking, subway, great area! Came back for a comfortable nights sleep. Got up get a cup of coffee and a snack in the lobby. Very little contact but there was someone there to answer questions. Said goodbye and look forward to my next stay there. Felt comfortable and right at home the whole time. Thanks!

Reviewed on Mar 30, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $2,717, price is now $1,751 per person
$1,751
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,000 reviews)
Excellent staff, clean room, fantastic onsite restaurants.

Reviewed on Mar 10, 2026

Pendry Natirar

Pendry Natirar

5 out of 5
Price was $5,037, price is now $3,258 per person
$3,258
per person
May 22 - May 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newark Liberty Intl. Airport (EWR)
9.8/10 Exceptional! (10 reviews)
The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful.

Reviewed on Jun 13, 2025

CODA Williamsburg

CODA Williamsburg

4 out of 5
Save 100% on your flight
Price was $1,315, price is now $859 per person
$859
per person
Apr 30 - May 3
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (467 reviews)
Perfect stay in perfect area

Reviewed on Mar 18, 2026

Don't see what you're looking for?
See all available trips from Columbus to Milton
View all trips

Milton Hotel Deals

Buttermilk Falls Inn

Buttermilk Falls Inn

3 out of 5
220 N Rd Milton NY
$527 nightly
The price is $590 total per night from Apr 3 to Apr 4
$590 total
Apr 3 - Apr 4
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
$103 nightly
The price is $116 total per night from Apr 12 to Apr 13
$116 total
Apr 12 - Apr 13
Total with taxes and fees
7.6/10 Good! (1,001 reviews)
There was a mystery pill found on the floor in the room. Lucky my dog didnt eat it. Still taking him to the vet. The hotel staff had nothing to say about it and even tried to take away the evidence. Also, anyone can walk in and wander around. Doors open without a key.

Reviewed on Mar 23, 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 7 to Apr 8
$134 total
Apr 7 - Apr 8
Total with taxes and fees
9/10 Wonderful! (1,003 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 1,116 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Milton vacation package cost?
Offering excellent value package deals from $407 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.

Explore a world of travel with Expedia

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