New Haven Vacations from $281

Book a Hotel + Flight or Car together to unlock savings

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.
21C Museum Hotel St Louis

21C Museum Hotel St Louis

4.5 out of 5
Downtown West
Save 100% on your flight
Price was $390, price is now $281 per person
$281
per person
Dec 11 - Dec 14
found 7 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to St. Louis (STL)
9/10 Wonderful! (1,408 reviews)
Neat place that is a different than you average hotel. Fun experience.

Reviewed on Oct 22, 2025

Hotel Indigo St Louis - Central West End by IHG

Hotel Indigo St Louis - Central West End by IHG

3.5 out of 5
Central West End
Price was $738, price is now $542 per person
$542
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
New York (LGA) to St. Louis (STL)
8.2/10 Very Good! (1,004 reviews)
Comfortable beds and room. Ecoservice fee seemed unnecessary especially since they did not make beds are change out any linens during our two-night stay

Reviewed on Oct 21, 2025

Hotel Saint Louis, Autograph Collection

Hotel Saint Louis, Autograph Collection

4 out of 5
Downtown St. Louis
Price was $485, price is now $361 per person
$361
per person
Jan 16 - Jan 19
found 8 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
8.8/10 Excellent! (445 reviews)
Gorgeous and comfortable room

Reviewed on Sep 30, 2025

Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $443, price is now $336 per person
$336
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
8.2/10 Very Good! (767 reviews)
Very good room for the price

Reviewed on Oct 5, 2025

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 $569, price is now $432 per person
$432
per person
Dec 24 - Dec 27
found 10 hours ago
Roundtrip flight included
Houston (HOU) to St. Louis (STL)
8.8/10 Excellent! (1,013 reviews)
"T" at the front desk was great. Its not my first time staying there and she is always nice. I also got an unexpected upgrade. I will be returning for sure.

Reviewed on Oct 21, 2025

Don't see what you're looking for?
See all available trips from Columbus to New Haven
View all trips

Discover the most popular places to visit in New Haven

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

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

Pinckney Bend Distillery

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

Pinckney Bend Distillery

New Haven Hotel Deals

Cedar Creek

Cedar Creek

3 out of 5
1401 Olive Road, New Haven, MO
$157 nightly
The price is $168 total per night from Nov 21 to Nov 22
$168 total
Nov 21 - Nov 22
Total with taxes and fees
8.8/10 Excellent! (248 reviews)
Yes

Reviewed on Oct 13, 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
$685 nightly
The price is $685 total per night from Oct 25 to Oct 26
$685 total
Oct 25 - Oct 26
Total with taxes and fees
8/10 Very Good! (2 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.
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 Nov 1 to Nov 2
$169 total
Nov 1 - Nov 2
Total with taxes and fees
9.8/10 Exceptional! (113 reviews)
Our stay was absolutely wonderful! The hotel is beautifully remodeled and so thoughtfully decorated. Jeannie is such an awesome host. Very friendly and knowledgeable. Her hard work and attention to detail is evident throughout the hotel. So clean and welcoming. We highly recommend staying with her ...

Reviewed on Sep 23, 2025

Central Hotel
See all 565 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a New Haven vacation package cost?
Offering excellent value package deals from $281 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.