New Haven Vacation Packages
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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.
Top New Haven Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel
CA $749
per person
Oct 21 - Oct 23
just found
Roundtrip non-stop flight included
Calgary (YYC) to St. Louis (STL)
9.2/10 Wonderful! (1,676 reviews)
We were pleasantly surprised at how nice the facility was. A premium hotel at motel prices! Very near, walking distance in most cases, great restaurants, shopping and even a 10 plex cinema right across the street. We will stay here again!
Reviewed on Aug 19, 2026
Remodeled and Inviting Free EV
CA $1,405
per person
Nov 7 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Louis (STL)
10/10 Exceptional! (1 review)
It was nice to stay for a weekend but the neighborhood was nice I like the location where it wasn't too far from grocery stores food areas the only thing I was saying is it's nothing for the kids to do but overall I like it
Reviewed on Aug 7, 2026
Hampton Inn & Suites St. Charles Old Town Area
CA $1,503
per person
Sep 23 - Sep 29
found 12 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to St. Louis (STL)
9/10 Wonderful! (721 reviews)
Overall it was a good stay. The bed is comfortable. Room was very clean and staff was friendly. The only complaint is the noise from the hallway (other guests slamming doors) and we could hear people walking from above us. At 5:45 am it sounded like kids running and jumping above us. For being a newer hotel, I would have thought that the noise wouldn’t have been such an issue. Overall, I would definitely stay again.
Reviewed on Aug 16, 2026
SpringHill Suites by Marriott St. Louis Chesterfield
CA $1,218
per person
Sep 23 - Sep 29
found 12 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to St. Louis (STL)
9/10 Wonderful! (35 reviews)
Breakfast was great, the staff was so friendly, and our kids really enjoyed the pool. The pool was smaller than expected, but they had a great time playing anyway. The outdoor seating area with fire pit was a nice place to hang out in the evening.
Reviewed on Aug 18, 2026
Ready to book your vacation to New Haven?
New Haven Hotel Deals
Cedar Creek
1401 Olive Road New Haven MO
Fully refundableReserve now, pay when you stay
CA $204
CA $219 total
Aug 22 - Aug 23
includes taxes & fees
9/10 Wonderful! (277 reviews)
"This was an amazing place to stay! I didn’t have any idea the place would be that cool. The rooms were clean, the entire property was like a little resort with different activities including tennis, pickleball, an outdoor pool, pool table, a nine hole golf course, and a neat outdoor covered fireplace. ..."
Reviewed on Aug 4, 2026
Central Hotel
1017 Maupin New Haven MO
Fully refundable
CA $215
CA $235 total
Aug 21 - Aug 22
includes taxes & fees
9.8/10 Exceptional! (127 reviews)
"A wonderful place to stay! The rooms were clean, comfy and wonderfully decorated. The innkeeper was helpful and very friendly. A beautiful property that give off the vibe your staying with friends! Highly recommend"
Reviewed on Aug 17, 2026
Pinckney Bend Bed & Breakfast
449 Vine St New Haven MO
CA $220
CA $240 total
Aug 24 - Aug 25
includes taxes & fees
9.6/10 Exceptional! (122 reviews)
"Nice unit, Incredible view…"
Reviewed on Jul 1, 2026
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.
Stay near popular New Haven attractions
Bommarito Estate Almond Tree Winery
8.0/10 (3 reviews)
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.
Cedar Creek Golf Course
8.8/10 (5 reviews)
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.
Pinckney Bend Distillery
9.4/10 (29 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.
Astral Glass Studio and Gallery
9.8/10 (13 reviews)
You can spend time exploring the galleries in Astral Glass Studio and Gallery in New Haven. Stroll along this family-friendly area's lakeside, or simply enjoy its seafood restaurants.
Roebller Vineyard Winery
9.4/10 (13 reviews)
You can enjoy a tasting or tour at Roebller Vineyard Winery during your travels to New Haven. Stroll along this relaxing area's lakeside, or simply enjoy its wineries.
Kuenzel Valley Winery
8.8/10 (3 reviews)
You can enjoy a tasting or tour at Kuenzel Valley Winery during your travels to New Haven. You can enjoy the wineries while in the area.
John Colter Memorial and Visitors Center
8.0/10 (3 reviews)
You can spend time exploring the galleries in John Colter Memorial and Visitors Center during your travels in New Haven. While in this relaxing area, you can savor the wineries and seafood restaurants.
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.
Frequently asked questions
How much does a New Haven vacation package cost?
You'll find cheap prices from CA $749 on Expedia for your New Haven break. However, factors like the length of stay, hotel choice and season will determine how much your vacation to New Haven costs.
What are the cheapest months to go to New Haven?
You can generally find reduced prices and better availability in January, April and December. Check out our cheap New Haven vacation packages and you could get some excellent off-season deals.
How many days is enough for New Haven?
Typically, a handful of days is enough to check out the main attractions during your New Haven vacation. However, if you want to have time to chill out or take day tours, think about extending your trip.
Is it worth booking a vacation package to New Haven?
New Haven is a good vacation destination with attractions like Cedar Creek Golf Course among the many things to keep you entertained. Whether you're travelling with the family or planning a trip with friends, a New Haven vacation promises fun for everyone.
How to find the best New Haven package deals?
Landing a cheap New Haven package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, add a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical New Haven package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a New Haven vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized New Haven vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to New Haven?
Secure incredible discounts by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment New Haven vacation.
How to plan a trip to New Haven?
- Choose when to get away: Check your calendar and pack your bags. Your favourite time of year and the available activities will also help you decide when to visit New Haven.
- Set a budget: Factor in costs like transportation, flights and meals when working out how much to save for your trip to New Haven. Then, select a hotel that works with your budget, whether that's a wallet-friendly option or a deluxe getaway.
- Work out your trip length: Consider how long you want to spend discovering New Haven. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored New Haven vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
