New Milford Vacations from $1,111

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Your New Milford Vacation

The rich history and spectacular views are just the start of the things New Milford has on offer. Discover the best of this fascinating city your way with a personalized New Milford vacation package. There's a whole load to do and see during your trip to New Milford, including Elephants Trunk Flea Market and Lovers Leap State Park. Stop dreaming and start doing. Browse the broad range of options on Expedia today and finally put your New Milford vacation plans into gear!

The Latest New Milford vacation packages

Price found within the past 48 hours. Click for updated prices.
Delamar Southport

Delamar Southport

4 out of 5
Save 100% on your flight
Price was $1,499, price is now $1,111 per person
$1,111
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip flight included
Miami (MIA) to White Plains (HPN)
9.6/10 Exceptional! (480 reviews)
Great spot! Easy to access and great breakfast.

Reviewed on May 10, 2026

Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking

2 out of 5
Bryn Mawr
Save 100% on your flight
Price was $2,533, price is now $1,721 per person
$1,721
per person
Jul 24 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to White Plains (HPN)
6.8/10 (3 reviews)
Beautiful layout. Property had everything that was needed for an awesome stay.

Reviewed on Feb 27, 2026

Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
Price was $6,851, price is now $5,052 per person
$5,052
per person
Jun 29 - Jul 3
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
8/10 Very Good! (1 review)
Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking

4 out of 5
Save 100% on your flight
Price was $5,544, price is now $4,168 per person
$4,168
per person
Jun 29 - Jul 3
found 7 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
4/10 (1 review)
3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room

2 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $5,459, price is now $4,117 per person
$4,117
per person
Jun 29 - Jul 3
found 6 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
8/10 Very Good! (1 review)
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Discover the most popular places to visit in New Milford

Elephant's Trunk Flea Market

You can search for that perfect souvenir at Elephant's Trunk Flea Market during your trip to New Milford. Experience the area's entertainment venues and festivals.

Elephant's Trunk Flea Market

New Milford Hotel Deals

Rocky River Inn

Rocky River Inn

3 out of 5
236 Kent Road New Milford CT
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $154 total per night from May 28 to May 29
$154 total
May 28 - May 29
Total with taxes and fees
8.6/10 Excellent! (848 reviews)
"Everything was great."

Reviewed on May 26, 2026

Rocky River Inn
Maple Leaf Motel

Maple Leaf Motel

2.5 out of 5
244 Kent Rd New Milford CT
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $114 total per night from May 28 to May 29
$114 total
May 28 - May 29
Total with taxes and fees
5.6/10 (346 reviews)
"Room had a very odd smell. Couldnt fall asleep heard people up all night. Wont be going back."

Reviewed on May 8, 2026

Maple Leaf Motel
Homestead Inn

Homestead Inn

3.5 out of 5
5 Elm Street New Milford CT
$206 nightly
The price is $237 total per night from May 28 to May 29
$237 total
May 28 - May 29
Total with taxes and fees
9.2/10 Wonderful! (199 reviews)
"It was an all around great place to stay."

Reviewed on May 19, 2026

Homestead Inn
See all 804 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.

Find the Best New Milford Vacation Packages

New Milford Essential Information

Language
English
Currency
U.S dollars
Population
6,500
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Lake Waramaug State Park, Lovers Leap State Park and Woodbury Ski Area

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Frequently asked questions

How much does a New Milford vacation package cost?
You can snap up a vacation package to this top destination from $1,111 on Expedia. But how much your vacation to New Milford costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to New Milford?
November, December and January are great times to search for cheap New Milford vacation packages. Opting to travel in less busy periods means you can generally find reduced prices on accommodations and flights.
How many days is enough for New Milford?
With a well-organized schedule, you can easily hit the top New Milford sights in a few days. But if you want to discover hidden spots or take day trips, consider booking your New Milford vacation for longer.
How to find the best New Milford package deals?
Finding a cheap New Milford package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly New Milford package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a New Milford vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and accommodations separately. Better still, you can personalize your New Milford trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to New Milford?
If you're planning a spur-of-the-moment New Milford adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find incredible deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later New Milford vacation packages?
Your New Milford trip should be an escape from your daily routine, not a source of money-related stress. So to give you more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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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.