New Haven Vacations from $277

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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.
White House at Grand Central

White House at Grand Central

3.5 out of 5
Grand Center
Price was $362, price is now $277 per person
$277
per person
Jul 15 - Jul 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.4/10 Very Good! (131 reviews)
The only hiccup I had with check in was that the link to pay the deposit didn’t work properly. With the check in location being other than the location of the room. Fortunately I was able to handle check in over the phone.

Reviewed on May 18, 2026

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $473, price is now $277 per person
$277
per person
Jul 11 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
9.2/10 Wonderful! (1,649 reviews)
Nice clean place and the staff members I came into contact with were pleasant. Hotel is in a nice neighborhood restaurant and theater within walking distance. I feel the room with the jacuzzi tub was a little small for my liking. I will be back!

Reviewed on May 24, 2026

Lodge Of Four Seasons Golf Resort, Marina & Spa

Lodge Of Four Seasons Golf Resort, Marina & Spa

4 out of 5
Price was $840, price is now $644 per person
$644
per person
Jun 25 - Jun 29
found 2 hours ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
7.4/10 Good! (1,122 reviews)
The rooms were really clean the staff is very courteous they really cared about their job!

Reviewed on May 24, 2026

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $378, price is now $297 per person
$297
per person
Jul 11 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
8.4/10 Very Good! (822 reviews)
Great hotel. Clean and the food was good.

Reviewed on May 15, 2026

Embassy Suites by Hilton St. Louis Airport

Embassy Suites by Hilton St. Louis Airport

3.5 out of 5
Price was $545, price is now $428 per person
$428
per person
Jul 14 - Jul 18
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to St. Louis (STL)
7.4/10 Good! (1,001 reviews)
Comfortable rooms,nice an large,this hotel needs to be a bit cleaner,also maid service was poor. Breakfast was good,staff kind.. Comfortable hotel over all.

Reviewed on May 23, 2026

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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

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

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
$155 nightly
The price is $166 total per night from May 26 to May 27
$166 total
May 26 - May 27
Total with taxes and fees
9/10 Wonderful! (269 reviews)
"Thanks to Belle for making my stay even better. The other front desk person was also amazing. Thanks!"

Reviewed on Apr 28, 2026

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 May 25 to May 26
$169 total
May 25 - May 26
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
$158 nightly
The price is $173 total per night from Jun 22 to Jun 23
$173 total
Jun 22 - Jun 23
Total with taxes and fees
Pinckney Bend Bed & Breakfast
See all 600 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 $277 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.