New Haven Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top New Haven Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Quality Inn & Suites Rockport - Owensboro North (GOLD AWARD WINNER)
CA $1,302
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Evansville (EVV)
8.2/10 Very good! (423 reviews)
My entire three-day experience was very pleasant. Hotel staff were friendly and helpful. My room was very comfortable. I appreciated the soaps, hair products and other health and beauty aids. The breakfast was very convenient. I was intrigued by the privacy shade on the window, where I could see out but which provided total privacy. My only problem during my stay, which was in no way connected with the hotel, was that coming back from Owensboro to the south, the highway exit leading to the hotel was blocked due to road construction. However, there was a turnaround a mile or so up the road. I will definitely plan to make reservations at this hotel during my future trips to the Owensboro area.
Reviewed on Aug 28, 2026
Ready to book your vacation to New Haven?
New Haven Hotel Deals
The Country Lodge-Southern Illinois Getaway
New Haven IL
CA $218
CA $344 total
Sep 5 - Sep 6
includes taxes & fees
New Harmony Inn Resort and Conference Center
504 North Street New Harmony IN
Fully refundableReserve now, pay when you stay
CA $148
CA $166 total
Sep 20 - Sep 21
includes taxes & fees
Four Seasons Motel
70 Highway 62 West Mount Vernon IN
Fully refundableReserve now, pay when you stay
CA $96
CA $108 total
Oct 5 - Oct 6
includes taxes & fees
8.2/10 Very good! (168 reviews)
"No pool no breakfast not as website!!"
Reviewed on Sep 3, 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.
Frequently asked questions
How much does a New Haven vacation package cost?
Offering excellent value package deals from CA $1,104 on Expedia, you'll be thrilled with how little a vacation to New Haven costs! Expedia's 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 book a cheap New Haven vacation package, consider visiting in January, February and September. You're likely to find better prices on flights and accommodations during these quieter months — perfect for a budget-friendly break.
How many days is enough for New Haven?
Usually, a handful of days is enough to check out the main sights during your New Haven vacation. However, if you prefer to have time to relax or take day tours, think about extending your itinerary.
How to find the best New Haven package deals?
Use Expedia's filter tool to find some great New Haven package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for New Haven package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
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 hotel, car rental 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 customized New Haven vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to New Haven?
If you have your New Haven travel dates confirmed, book as early as you can to snap up some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to New Haven?
- Choose your travel dates: The things you plan to do in New Haven and your preferred season can help you decide when to travel.
- Work out your budget: Make sure you have enough money to pay for everything from food and transportation to airfares and activities. Your hotel will probably be the largest expense during your trip to New Haven.
- Set the duration of your trip: Start by making a list of all the attractions you want to experience in New Haven. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your accommodations and airfare: After you've settled on your dates and duration, book the ideal New Haven vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
