New Haven Vacations from $584

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Your New Haven Vacation

There's tons to love about New Haven, from its rich history to its cosmopolitan vibe and beyond. When you're ready to say hello to this wonderful city, our New Haven vacation packages will be ideal for you. Fill up your itinerary with visits to Pinckney Bend Distillery, Bommarito Estate Almond Tree Winery and Cedar Creek Golf Course, some of the things you just have to see during a trip to New Haven. A few clicks is all it takes to create your ideal New Haven vacation on Expedia.

The Latest New Haven vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Save 100% on your flight
per person
Aug 6 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to St. Louis (STL)
8.2/10 Very Good! (754 reviews)
The stay was too short

Reviewed on Jul 2, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
per person
Aug 6 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to St. Louis (STL)
9/10 Wonderful! (1,547 reviews)
Property is well kept.

Reviewed on Jul 2, 2025

Hampton Inn By Hilton St Louis Airport

Hampton Inn By Hilton St Louis Airport

2.5 out of 5
Woodson Terrace
Save 100% on your flight
per person
Aug 6 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to St. Louis (STL)
8.4/10 Very Good! (29 reviews)
Our comforter had blood stains on top. It was covered by a blanket topper but very much visible.

Reviewed on Jun 28, 2025

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Save 100% on your flight
per person
Aug 6 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to St. Louis (STL)
8.4/10 Very Good! (1,000 reviews)
Unacceptable that for this price, NO MICROWAVE IN ROOM! Also under 21 not allowed in any pool at anytime! So do not come here with your Family! Also, only a couple Resteraunts allow kids

Reviewed on Jul 1, 2025

The Cheshire

The Cheshire

4 out of 5
Save 100% on your flight
per person
Aug 6 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to St. Louis (STL)
8.6/10 Excellent! (1,002 reviews)
Housekeeping was not everyday. We had to go to the front desk for towels. We were not informed of this by the front desk.

Reviewed on Jul 5, 2025

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Discover the most popular places to visit in New Haven

Pinckney Bend Distillery

4/5(6 reviews)

You can take time to visit Pinckney Bend Distillery during your travels to New Haven. Stroll along this family-friendly area's lakeside, or simply enjoy its seafood restaurants.

Pinckney Bend Distillery

2nd Shift Brewery

You can take time to visit 2nd Shift Brewery during your travels to New Haven. While in this relaxing area, you can savor the wineries and seafood restaurants.

2nd Shift Brewery

Cedar Creek Golf Course

Enjoy a round of golf in New Haven at Cedar Creek Golf Course. While in this relaxing area, you can savor the wineries and seafood restaurants.

Cedar Creek Golf Course

New Haven Hotel Deals

Cedar Creek
Cedar Creek
3 out of 5
1401 Olive Road, New Haven, MO
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $143 total per night from Jul 11 to Jul 12
$143 total
Jul 11 - Jul 12
Total includes taxes and fees
8.8/10 Excellent! (233 reviews)
"The property was a beautiful location for a wedding and the western theme is fun."

Reviewed on Jun 6, 2025

Cedar Creek
Central Hotel
Central Hotel
3.5 out of 5
1017 Maupin, New Haven, MO
$155 nightly
The price is $169 total per night from Jul 6 to Jul 7
$169 total
Jul 6 - Jul 7
Total includes taxes and fees
9.8/10 Exceptional! (108 reviews)
"Our stay was great. We look forward to returning"

Reviewed on May 11, 2025

Central Hotel
Pinckney Bend Bed & Breakfast
Pinckney Bend Bed & Breakfast
3 out of 5
449 Vine St, New Haven, MO
$155 nightly
The price is $170 total per night from Jul 7 to Jul 8
$170 total
Jul 7 - Jul 8
Total includes taxes and fees
9.4/10 Exceptional! (105 reviews)
"Beautiful view of the river!"

Reviewed on Apr 18, 2025

Pinckney Bend Bed & Breakfast
See all 566 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
Population
2,100
Max Temp Winter
40ºF
Max Temp Summer
90ºF
Top Sights
Bommarito Estate Almond Tree Winery, John Colter Memorial and Visitors Center and Kuenzel Valley Winery

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Frequently asked questions

How much does a New Haven vacation package cost?
Offering excellent value package deals from $584 on Expedia, you'll be surprised at how little a vacation to New Haven costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to New Haven?
If you'd like to snag a cheap New Haven vacation package, consider planning a trip in December, January and February. You'll typically find lower prices on airfares and hotels during these quieter months --- ideal for a budget-friendly break.
How many days is enough for New Haven?
With a well-organized travel plan, you can easily tick off the most popular New Haven attractions in a handful of days. But if you'd like to venture off the beaten track or go on day tours, consider booking your New Haven vacation for longer.
Is it worth booking a vacation package to New Haven?
New Haven offers everything you need for an unforgettable getaway. Begin your New Haven vacation on a high note by checking out popular attractions like Cedar Creek Golf Course.
How to find the best New Haven package deals?
Start your search for a New Haven package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal New Haven package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your New Haven escape off to a flying start.
Is it cheaper to book a New Haven vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and accommodations individually. Better still, you can tailor your New Haven getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to New Haven?
If you're planning a spur-of-the-moment New Haven trip, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find terrific deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later New Haven vacation packages?
If you're like us, you love going away but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your New Haven vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.