New Haven Vacations from $592

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The Latest New Haven vacation packages

Price found within the past 48 hours. Click for updated prices.
Cobblestone Inn & Suites - Forest City

Cobblestone Inn & Suites - Forest City

2.5 out of 5
Price was $729, price is now $592 per person
$592
per person
Jan 18 - Jan 22
found 21 hours ago
Roundtrip non-stop flight included
Washington (DCA) to Mason City (MCW)
9/10 Wonderful! (321 reviews)
Room was fine, hallways really needed to be vacuumed, and the breakfast was just not good…. I have stayed there several times recently and the breakfast has been bad each time.

Reviewed on Nov 10, 2025

Diamond Jo Worth Casino Hotel

Diamond Jo Worth Casino Hotel

2.5 out of 5
Price was $752, price is now $632 per person
$632
per person
Jan 18 - Jan 22
found 21 hours ago
Roundtrip non-stop flight included
Washington (DCA) to Mason City (MCW)
8.6/10 Excellent! (610 reviews)
love that it is connected to casino, very clean, reasonable pricing, great free breakfast

Reviewed on Nov 29, 2025

The Urstad House B&B

The Urstad House B&B

3.5 out of 5
Price was $810, price is now $707 per person
$707
per person
Jan 18 - Jan 22
found 21 hours ago
Roundtrip non-stop flight included
Washington (DCA) to Mason City (MCW)
No reviews
Hampton Inn & Suites Mason City

Hampton Inn & Suites Mason City

2.5 out of 5
Price was $761, price is now $675 per person
$675
per person
Jan 18 - Jan 22
found 21 hours ago
Roundtrip non-stop flight included
Washington (DCA) to Mason City (MCW)
8.8/10 Excellent! (449 reviews)
Staff was friendly / helpful Location / quality of room was perfect

Reviewed on Nov 24, 2025

Country Inn & Suites by Radisson, Mason City, IA

Country Inn & Suites by Radisson, Mason City, IA

2.5 out of 5
Price was $745, price is now $662 per person
$662
per person
Jan 18 - Jan 22
found 21 hours ago
Roundtrip non-stop flight included
Washington (DCA) to Mason City (MCW)
8.4/10 Very Good! (591 reviews)
This was our first time here. We will definitely be coming back.

Reviewed on Oct 19, 2025

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Discover the most popular places to visit in New Haven

Osage City Park

4/5(1 review)

Explore the great outdoors at Osage City Park, a lovely green space in Osage. Experience the area's jazz scene and live music.

Osage City Park

Sunny Brae Golf and Country Club

3.5/5(3 reviews)

Enjoy a round of golf in Osage at Sunny Brae Golf and Country Club. Stroll along the riverfront or experience the area's jazz scene.

Sunny Brae Golf and Country Club

New Haven Hotel Deals

AmericInn by Wyndham Osage

AmericInn by Wyndham Osage

2.5 out of 5
2212 Highway 218 Osage IA
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $105 total per night from Dec 7 to Dec 8
$105 total
Dec 7 - Dec 8
Total with taxes and fees
9.4/10 Exceptional! (271 reviews)
Nice room. Clean. Quiet. Hot tub was hot. Pool was too cold. Good breakfast options.

Reviewed on Nov 14, 2025

AmericInn by Wyndham Osage
Sleep Inn & Suites Charles City

Sleep Inn & Suites Charles City

2.5 out of 5
1416 S Grand Ave Charles City IA
Fully refundable
$92 nightly
The price is $103 total per night from Dec 25 to Dec 26
$103 total
Dec 25 - Dec 26
Total with taxes and fees
8.8/10 Excellent! (282 reviews)
Room was clean and well stocked. Quiet! Complimentary breakfast was good. Enjoyed my 4 night stay. Will be back!

Reviewed on Nov 14, 2025

Sleep Inn & Suites Charles City
Super 8 by Wyndham Charles City

Super 8 by Wyndham Charles City

2 out of 5
1411 S Grand Ave Charles City IA
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $81 total per night from Jan 1 to Jan 2
$81 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.2/10 Very Good! (477 reviews)
Clean room at a great price.

Reviewed on Oct 26, 2025

Super 8 by Wyndham Charles City
See all 17 properties in New Haven
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 Haven Vacation Packages

New Haven Essential Information

Language
English
Currency
U.S dollars
Top Sights
Sunny Brae Golf and Country Club and Mitchell County Courthouse

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Frequently asked questions

How much does a New Haven vacation package cost?
You can pick up a vacation package to this popular destination from $592 on Expedia. But how much your vacation to New Haven costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to New Haven?
March, August and December are great times to search for cheap New Haven vacation packages. Traveling in quieter periods means you can typically find lower prices on accommodations and flights.
How many days is enough for New Haven?
With a well-organized itinerary, you can easily visit the top New Haven attractions in a few days. But if you prefer to discover hidden gems or go on day tours, consider booking your New Haven vacation for longer.
How to find the best New Haven package deals?
Use Expedia's filter tool to help you find some of the best New Haven package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for New Haven package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a New Haven vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still get the flexibility to create a personalized New Haven vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to New Haven?
If you're considering a spur-of-the-moment New Haven trip, browse 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 terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later New Haven vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your New Haven trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.