New Haven Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, 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.
Hyatt Place Evansville

Hyatt Place Evansville

Downtown Evansville
CA $1,305
per person
Nov 26 - Nov 30
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Evansville (EVV)
9.4/10 Exceptional! (1,004 reviews)

Ready to book your vacation to New Haven?

Choose your dates

New Haven Hotel Deals

The Country Lodge-Southern Illinois Getaway

The Country Lodge-Southern Illinois Getaway

New Haven IL
CA $221
CA $349 total
Oct 27 - Oct 28
includes taxes & fees
The Country Lodge-Southern Illinois Getaway
New Harmony Inn Resort and Conference Center

New Harmony Inn Resort and Conference Center

504 North Street New Harmony IN
Fully refundableReserve now, pay when you stay
CA $151
CA $169 total
Oct 24 - Oct 25
includes taxes & fees
9/10 Wonderful! (577 reviews)
"The hotel and rooms smelled amazing, everything in the hotel was locally-made (except perhaps the shampoo) including the furniture, the venue is extremely convenient at a block or so from the main downtown area, and right next door to a fabulous restaurant that serves breakfast, lunch, and dinner. ..."

Reviewed on Oct 19, 2026

New Harmony Inn Resort and Conference Center
Four Seasons Motel

Four Seasons Motel

70 Highway 62 West Mount Vernon IN
Fully refundableReserve now, pay when you stay
CA $112
CA $125 total
Nov 22 - Nov 23
includes taxes & fees
Four Seasons Motel
See all 28 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.

Frequently asked questions

How much does a New Haven vacation package cost?
Offering excellent value package deals from CA $1,305 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?
  1. Choose your travel dates: The things you plan to do in New Haven and your preferred season can help you decide when to travel.
  2. 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.
  3. 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.
  4. 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.