New Haven Vacations from $420

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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.
Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

4 out of 5
Grand Center
Price was $516, price is now $420 per person
$420
per person
Jan 16 - Jan 19
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.8/10 Excellent! (1,022 reviews)
The room smelled like sewer gas or car exhaust. I ran water in the shower and that seemed to eliminate the smell. Air return filter was way past the time to change it. The room and beds were lovely but I need better lighting. Not enough choices for tv viewing. Lotions and soaps were nice. Loved the scent.

Reviewed on Dec 6, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $902, price is now $570 per person
$570
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to St. Louis (STL)
9.2/10 Wonderful! (1,600 reviews)
Clean quiet room. Friendly staff

Reviewed on Dec 8, 2025

The Knight Center at Washington University

The Knight Center at Washington University

2.5 out of 5
Price was $561, price is now $437 per person
$437
per person
Jan 16 - Jan 19
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
9.4/10 Exceptional! (425 reviews)
Staff was warm and helpful.

Reviewed on Dec 8, 2025

Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
Price was $571, price is now $455 per person
$455
per person
Jan 16 - Jan 19
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8.4/10 Very Good! (2,194 reviews)
Wonderful staff and amazing room. Parking was simple and easy.

Reviewed on Dec 7, 2025

Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

3.5 out of 5
Price was $564, price is now $450 per person
$450
per person
Jan 16 - Jan 19
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to St. Louis (STL)
8/10 Very Good! (1,002 reviews)
Stay was excellent, room was clean and the lobby area is really nice to sit in since there's a pool and a small waterfall-like arrangement. The staff were also very helpful, by mistake I had left a personal item in my room which the staff were kind enough to mail back to me.

Reviewed on Nov 27, 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

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

Bommarito Estate Almond Tree Winery

5/5(1 review)

You can enjoy a tasting or tour at Bommarito Estate Almond Tree Winery during your travels to New Haven. You can enjoy the wineries while in the area.

Bommarito Estate Almond Tree Winery

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
$126 nightly
The price is $135 total per night from Dec 15 to Dec 16
$135 total
Dec 15 - Dec 16
Total with taxes and fees
8.8/10 Excellent! (258 reviews)
The room was spotless and the bed was very comfortable. The screened in patio that our cabin room had was perfect for sitting outside and enjoying the fall weather. All the staff that we encountered were extremely friendly and helpful. They even got us out of a jam when we needed a corkscrew for ...

Reviewed on Nov 16, 2025

Cedar Creek
Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.

Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.

New Haven MO
$685 nightly
The price is $685 total per night from Dec 9 to Dec 10
$685 total
Dec 9 - Dec 10
Total with taxes and fees
8.6/10 Excellent! (3 reviews)
This is definitely not your conventional vacation place to stay - a working farm, log cabin portions, modern kitchen appliances hidden in plain sight behind old farmhouse cabinets, eclectic decor that you can spend hours browsing and looking at so many unique items. But it was exactly what I was ...

Reviewed on Jul 27, 2025

Mandolin Ridge Farm—Log Cabin Luxe! Pet Friendly. Livestock Guard Dogs Onsite.
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 Dec 14 to Dec 15
$170 total
Dec 14 - Dec 15
Total with taxes and fees
9.4/10 Exceptional! (116 reviews)
Beautiful River views

Reviewed on Oct 15, 2025

Pinckney Bend Bed & Breakfast
See all 575 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 $420 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.