New Milford Vacation Packages

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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!

Top New Milford Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County

3 out of 5
Price was CA $925, price is now CA $801 per person
CA $801
per person
Aug 22 - Aug 25
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to White Plains (HPN)
9/10 Wonderful! (1,001 reviews)

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Price was CA $3,995, price is now CA $3,293 per person
CA $3,293
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to White Plains (HPN)
3/10 (4 reviews)

Spacious Retreat with Game Room

Spacious Retreat with Game Room

2.5 out of 5
West Norwalk
Price was CA $2,669, price is now CA $2,227 per person
CA $2,227
per person
Aug 16 - Aug 20
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to White Plains (HPN)
10/10 Exceptional! (1 review)
This was one of the best locations I’ve stayed at in the last year or so, 5 stars across the board in every category. Communications with the host was outstanding as well. I highly recommend staying here. I wish I could’ve stayed more than one night.

Reviewed on Mar 30, 2026

Delamar Greenwich Harbor

Delamar Greenwich Harbor

4 out of 5
Price was CA $2,701, price is now CA $2,284 per person
CA $2,284
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to White Plains (HPN)
9.4/10 Exceptional! (992 reviews)
Beautiful hotel, friendly and attentive staff, great restaurant, but one of the most uncomfortable mattresses I’ve ever slept on. The uncomfortable bed was the only negative.

Reviewed on Jul 15, 2026

Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

4 out of 5
Price was CA $4,814, price is now CA $4,139 per person
CA $4,139
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to White Plains (HPN)
8/10 Very good! (1 review)
Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine.

Reviewed on Nov 8, 2025

Ready to book your vacation to New Milford?

 

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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
The price is CA $184 per night from Jul 19 to Jul 20
CA $184
CA $212 total
Jul 19 - Jul 20
includes taxes & fees
8.6/10 Excellent! (876 reviews)
"The river was the highlight of our stay. Looking out our back window of our room we could see all kinds of birds and geese in the grass field and in the water of the Housitonic River"

Reviewed on Jul 15, 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
The price is CA $150 per night from Jul 19 to Jul 20
CA $150
CA $173 total
Jul 19 - Jul 20
includes taxes & fees
5.6/10 (353 reviews)
"The room was very clean. The gentleman that checked us in and out was very helpful and advised if need be we could stay an extra day. We went there due to a storm that took power out for four days"

Reviewed on Jul 14, 2026

Maple Leaf Motel
Homestead Inn

Homestead Inn

3.5 out of 5
5 Elm Street New Milford CT
The price is CA $289 per night from Jul 22 to Jul 23
CA $289
CA $332 total
Jul 22 - Jul 23
includes taxes & fees
9.2/10 Wonderful! (202 reviews)
"Great place"

Reviewed on Jun 13, 2026

Homestead Inn
See all 805 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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Stay near popular New Milford attractions

Lovers Leap State Park

9.6/10 (10 reviews)
You can take time to visit Lovers Leap State Park during your travels to New Milford. Experience the area's entertainment venues and festivals.
See properties

Frequently asked questions

How much does a New Milford vacation package cost?
Offering excellent value package deals from CA $801 on Expedia, you'll be surprised at how little a vacation to New Milford costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to New Milford?
January, February and March are great times to look for cheap New Milford vacation packages. Opting to travel in less busy months means you'll typically find better prices on hotels and flights.
How many days is enough for New Milford?
With a well-organized itinerary, you can easily tick off the main New Milford sights in a handful of days. But if you want to discover hidden gems or go on day tours, consider booking your New Milford vacation for longer.
How to find the best New Milford package deals?
Landing a cheap New Milford package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most affordable New Milford package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a New Milford vacation as a package?
You can enjoy significant savings on your New Milford getaway by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to New Milford?
If you're planning a spur-of-the-moment New Milford adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to New Milford?

  1. Choose when to go: Check your schedule and pack your bags. Your preferred season and the type of activities available will also help you decide when to escape to New Milford.
  2. Plan your budget wisely: On top of the cost of your stay, you should consider other expenses too. These include food, transportation and flights. Also, set aside a little extra for unexpected expenses that may crop up during your trip to New Milford.
  3. Decide how many days away: Start by listing all the attractions you want to experience in New Milford. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalized New Milford vacation package.

Explore a world of travel with Expedia

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