New Milford Vacations from $310

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Your New Milford Vacation

Our vacation packages to New Milford give you countless opportunities to immerse yourself in new sights, sounds and sensations. And with all of the travel arrangements taken care of, you can let go and enjoy your city break just like you deserve. Eager to venture out and explore? Warwick Valley Winery and Distillery, Demarest Hill Winery and Frederick Francks Pacem in Terris are just a few of the most popular places to visit during a trip to New Milford. Your perfect New Milford vacation is just clicks away. Explore flights, hotels and more on Expedia for a getaway that's tailored just for you.

The Latest New Milford vacation packages

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
Price was $396, price is now $310 per person
$310
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
8.4/10 Very Good! (1,010 reviews)
Sink was broken, air conditioning keeps stopping and restarting and it was terrible

Reviewed on Oct 12, 2025

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
Price was $813, price is now $567 per person
$567
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Newburgh (SWF)
8.2/10 Very Good! (1,702 reviews)
It is a beautiful place to be with family. The room was clean.

Reviewed on Oct 12, 2025

Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

2 out of 5
Price was $406, price is now $330 per person
$330
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
5.8/10 (1,004 reviews)
Very convenient to the New York thruway. Plenty of restaurants around.

Reviewed on Oct 4, 2025

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3 out of 5
Price was $423, price is now $346 per person
$346
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Newburgh (SWF)
8.6/10 Excellent! (987 reviews)
Always clean and welcoming with a very friendly staff. We stay every year for the location close to Apple picking, farms and wineries as well as restaurants you can easily walk to.

Reviewed on Sep 25, 2025

Cottage Suites

Cottage Suites

2 out of 5
Price was $693, price is now $569 per person
$569
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Newburgh (SWF)
5/10 (4 reviews)
The owner did not reply to my outreach and provided no means of contact. It was very hard to find the building at night as it is situated in a multi-street intersection. There was also no guidance on parking. I ended up booking a different place to stay overnight.

Reviewed on Sep 1, 2025

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Discover the most popular places to visit in New Milford

Warwick Valley Winery and Distillery

4.5/5(2 reviews)

You can enjoy a tasting or tour at Warwick Valley Winery and Distillery during your travels to Warwick. Discover the area's mountain views and seek out the ski slopes.

Warwick Valley Winery and Distillery

Mount Peter Ski Area

4/5(13 reviews)

Hit the slopes in Warwick with a visit to Mount Peter Ski Area. While in this family-friendly area, find time to visit its shops.

Mount Peter Ski Area

Applewood Winery

You can enjoy a tasting or tour at Applewood Winery during your travels to Warwick. While you're in the area, find time to visit its shops.

Applewood Winery

New Milford Hotel Deals

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6, Middletown, NY
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $119 total per night from Nov 9 to Nov 10
$119 total
Nov 9 - Nov 10
Total with taxes and fees
8.4/10 Very Good! (1,012 reviews)
"It was pretty quiet. The internet wasn't bad. Staff was the best. Very helpful."

Reviewed on Oct 7, 2025

Sleep Inn & Suites Middletown - Goshen
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3 out of 5
551 Route 211 E, Middletown, NY
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $135 total per night from Nov 9 to Nov 10
$135 total
Nov 9 - Nov 10
Total with taxes and fees
9.2/10 Wonderful! (855 reviews)
"I didn’t use"

Reviewed on Oct 6, 2025

La Quinta Inn & Suites by Wyndham Middletown-Goshen
DoubleTree by Hilton Mahwah

DoubleTree by Hilton Mahwah

4 out of 5
180 Route 17 S, Mahwah, NJ
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $131 total per night from Oct 19 to Oct 20
$131 total
Oct 19 - Oct 20
Total with taxes and fees
7.6/10 Good! (886 reviews)
"Great stay. Excellent breakfast, friendly staff. Nice rooms."

Reviewed on Oct 6, 2025

DoubleTree by Hilton Mahwah
See all 518 properties in New Milford
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.

New Milford Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Top Sights
Warwick Valley Winery and Distillery, Mount Peter Ski Area and Applewood Winery

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Frequently asked questions

How much does a New Milford vacation package cost?
You can grab a vacation package to this top destination from $310 on Expedia. However, how much your vacation to New Milford costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to New Milford?
You can generally find lower rates and better availability in November, December and January. Browse our cheap New Milford vacation packages and you could land some excellent off-season deals.
How many days is enough for New Milford?
With a well-organized schedule, you can easily hit the main New Milford sights in a handful of days. But if you prefer to discover hidden spots or go on day tours, think about booking your New Milford vacation for longer.
How to find the best New Milford package deals?
Bagging a cheap New Milford package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply some filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly New Milford package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a New Milford vacation as a package?
You can enjoy significant savings on your next New Milford escape by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to see the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to New Milford?
Score amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment New Milford vacation.
Does Expedia offer Book Now, Pay Later New Milford vacation packages?
Your New Milford trip is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to allow you that extra flexibility, we've partnered with online lender Affirm to offer 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 are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.