New Milford Vacations from $261

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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.
Courtyard by Marriott Yonkers Westchester County

Courtyard by Marriott Yonkers Westchester County

3 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $365, price is now $261 per person
$261
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.8/10 Excellent! (1,226 reviews)
No complimentary breakfast

Reviewed on Oct 9, 2025

Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $7,000, price is now $4,534 per person
$4,534
per person
Dec 28 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
2/10 (1 review)
Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $3,969, price is now $2,720 per person
$2,720
per person
Dec 13 - Dec 18
found 1 day ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
7.2/10 Good! (5 reviews)
This was an excellent House My birthday weekend was amazing I totally would book again

Reviewed on Mar 17, 2024

Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $582, price is now $404 per person
$404
per person
Dec 13 - Dec 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8.2/10 Very Good! (2,270 reviews)
The bed we slept in was hard thats the only complant i have.

Reviewed on Oct 9, 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
Price was $2,892, price is now $2,016 per person
$2,016
per person
Dec 13 - Dec 18
found 1 day ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
3/10 (4 reviews)
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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 Oct 26 to Oct 27
$126 total
Oct 26 - Oct 27
Total with taxes and fees
8.4/10 Very Good! (733 reviews)
"It was. Nice place to stay for 2 nights"

Reviewed on Oct 6, 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
$83 nightly
The price is $95 total per night from Oct 12 to Oct 13
$95 total
Oct 12 - Oct 13
Total with taxes and fees
5.4/10 (325 reviews)
"Everything was great for what we needed. There's even a pathway down to a grassy area right on the Housatonic River - great place to relax with a cup of coffee in the morning. Only complaint was having to wait 10 minutes to check-in because no one was in the office when we arrived (3pm)."

Reviewed on Aug 26, 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 Nov 3 to Nov 4
$237 total
Nov 3 - Nov 4
Total with taxes and fees
9/10 Wonderful! (188 reviews)
True Small Town Charm
"Absolutely amazing Inn and close to Main St. The staff is very friendly and helpful. Planning on another trip back next spring and will stay here again."

Reviewed on Sep 14, 2025

Homestead Inn
See all 760 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
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 $261 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.