New Haven Vacations from $365

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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.
The Cheshire

The Cheshire

4 out of 5
Save 100% on your flight
Price was $594, price is now $365 per person
$365
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.8/10 Excellent! (1,001 reviews)
So much charm. Fantastic hotel with great on site restaurants & bars. The included breakfast was very good. My only complaint was the lack of attention to the pool area. Great little area but not staffed. Expedia stated there was food & drink available at the pool which was not the case. There were also a lot of used towels laying around. Overall fantastic stay & will definitely be booking again.

Reviewed on Jul 17, 2026

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $961, price is now $447 per person
$447
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,661 reviews)

Remodeled and Inviting Free EV

Remodeled and Inviting Free EV

2 out of 5
Price was $702, price is now $367 per person
$367
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
10/10 Exceptional! (1 review)
The property was excellent, and the home was very warm and welcoming.

Reviewed on Jun 25, 2026

Residence Inn by Marriott St Louis Downtown

Residence Inn by Marriott St Louis Downtown

3 out of 5
Midtown
Price was $896, price is now $592 per person
$592
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
7.8/10 Good! (1,001 reviews)
First room we were assigned smelled like thick smoke. The second room’s toilet didn’t work. The staff was not helpful and very slow to respond.

Reviewed on Jul 15, 2026

Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

3.5 out of 5
Save 100% on your flight
Price was $562, price is now $382 per person
$382
per person
Sep 6 - Sep 12
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8/10 Very Good! (1,005 reviews)
Cigarette butt containers- there should be more! Property was full of butts along the walkway. It’s a simple fix add more.

Reviewed on Jul 15, 2026

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Stay near popular New Haven attractions

Pinckney Bend Distillery

9.4/10 (29 reviews)
This award-winning distillery crafts premium spirits that honor Missouri's heritage. Sample their renowned American Gin in intimate guided tastings while learning about local history and distillation techniques.
See properties

New Haven Hotel Deals

Cedar Creek

Cedar Creek

3 out of 5
1401 Olive Road New Haven MO
$164 nightly
The price is $175 total per night from Jul 20 to Jul 21
$175 total
Jul 20 - Jul 21
Total with taxes and fees
Cedar Creek
Central Hotel

Central Hotel

3.5 out of 5
1017 Maupin New Haven MO
Fully refundable
$155 nightly
The price is $169 total per night from Jul 18 to Jul 19
$169 total
Jul 18 - Jul 19
Total with taxes and fees
9.8/10 Exceptional! (122 reviews)
"Central Hotel was the cleanest place I have ever stayed, the staff was amazing and took very good care of us."

Reviewed on May 4, 2026

Central Hotel
Pinckney Bend Bed & Breakfast

Pinckney Bend Bed & Breakfast

3 out of 5
449 Vine St New Haven MO
$165 nightly
The price is $180 total per night from Jul 19 to Jul 20
$180 total
Jul 19 - Jul 20
Total with taxes and fees
9.6/10 Exceptional! (122 reviews)
"Nice unit, Incredible view…"

Reviewed on Jul 1, 2026

Pinckney Bend Bed & Breakfast
See all 609 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 $365 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.