New Milford Vacations from $438

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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.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
8/10 Very Good! (1,092 reviews)
Great place to stay. Breakfast was good. Easy access to Highways.

Reviewed on Aug 5, 2025

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
8.4/10 Very Good! (1,005 reviews)
Me and partner loved every second of our stay

Reviewed on Aug 6, 2025

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
per person
Sep 15 - Sep 19
found 13 hours ago
Roundtrip flight included
Miami (MIA) to White Plains (HPN)
3/10 (4 reviews)
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Save 100% on your flight
per person
Sep 15 - Sep 19
found 13 hours ago
Roundtrip flight included
Miami (MIA) to White Plains (HPN)
No reviews
Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to White Plains (HPN)
6.6/10 (1,001 reviews)
Pros: clean and spacious room. Across the street from a bus stop. Cons: I did not know that if you don't reserve a room directly from their site (for double the price) you don't get any breakfast. You have to buy from their restaurant. No free food whatsoever. Also, I found the whole hotel too brown. Everything in the room and hotel is brown and could use upgrades. I also was told there are walking paths ... There isn't. The pool was not heated and sauna not working.

Reviewed on Aug 7, 2025

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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
$109 nightly
The price is $126 total per night from Aug 25 to Aug 26
$126 total
Aug 25 - Aug 26
Total includes taxes and fees
8.4/10 Very Good! (691 reviews)
"Wonderful spot . Perfect location . Clean and nice"

Reviewed on Aug 3, 2025

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
$89 nightly
The price is $102 total per night from Aug 10 to Aug 11
$102 total
Aug 10 - Aug 11
Total includes taxes and fees
5.6/10 (313 reviews)
"Wonderful Experience"

Reviewed on Jul 17, 2025

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 Aug 11 to Aug 12
$237 total
Aug 11 - Aug 12
Total includes taxes and fees
9/10 Wonderful! (181 reviews)
"Room was nice but staff was hardly around. People without breakfast had nearly nothing else offered"

Reviewed on Jun 18, 2025

Homestead Inn
See all 758 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.

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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 $438 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.