New Milford Vacations from $1,234

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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.
Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area

2 out of 5
Bryn Mawr
Save 100% on your flight
Price was $1,693, price is now $1,234 per person
$1,234
per person
Jun 23 - Jun 30
found 12 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to White Plains (HPN)
4.8/10 (6 reviews)
Everything was clean, good communication.. I would like to come back again for sure

Reviewed on Feb 19, 2026

Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
Price was $10,046, price is now $6,984 per person
$6,984
per person
Jun 23 - Jun 30
found 12 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) 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 $3,435, price is now $2,463 per person
$2,463
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
4/10 (1 review)
Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking

2 out of 5
Bryn Mawr
Save 100% on your flight
Price was $3,051, price is now $2,203 per person
$2,203
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
No reviews
Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12

4 out of 5
Save 100% on your flight
Price was $1,963, price is now $1,419 per person
$1,419
per person
Jun 23 - Jun 30
found 12 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to White Plains (HPN)
2/10 (1 review)
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Discover the most popular places to visit in New Milford

Elephant's Trunk Flea Market

4/5(9 reviews)

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
$131 nightly
The price is $151 total per night from May 26 to May 27
$151 total
May 26 - May 27
Total with taxes and fees
8.6/10 Excellent! (842 reviews)
"Place was clean and quiet. Everything worked as expected."

Reviewed on May 19, 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 $1,234 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.