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

Your New Haven Vacation

With a vacation package to New Haven, say goodbye to endless planning and hello to trouble-free adventure. Every detail of your getaway has been taken care of before you depart, so you can make the most of your time experiencing this vibrant city. Your trip to New Haven wouldn't be complete without exploring some leading attractions, such as Mexico Point State Park. Browse Expedia's extensive range of travel options and start planning your ultimate vacation to New Haven now.

Top New Haven Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Portlodge Motel

Portlodge Motel

2 out of 5
Price was CA $1,414, price is now CA $1,329 per person
CA $1,329
per person
Oct 11 - Oct 16
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Syracuse (SYR)
6/10 (240 reviews)
Ok friendly staff

Reviewed on Jul 31, 2026

Red Carpet Inn Pulaski

Red Carpet Inn Pulaski

2 out of 5
Price was CA $1,417, price is now CA $1,331 per person
CA $1,331
per person
Oct 11 - Oct 16
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Syracuse (SYR)
6.4/10 (394 reviews)
No breakfast and room was very dark and stuffy

Reviewed on Aug 3, 2026

Baldwinsville B&B

Baldwinsville B&B

3.5 out of 5
Price was CA $1,517, price is now CA $1,427 per person
CA $1,427
per person
Oct 12 - Oct 16
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Syracuse (SYR)
10/10 Exceptional! (199 reviews)

Holiday Inn Express & Suites Oswego by IHG

Holiday Inn Express & Suites Oswego by IHG

2.5 out of 5
Price was CA $1,503, price is now CA $1,419 per person
CA $1,419
per person
Oct 11 - Oct 16
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Syracuse (SYR)
9.4/10 Exceptional! (615 reviews)
My daughter liked the pool and breakfast

Reviewed on Aug 4, 2026

Holiday Inn Express Hotel & Suites Syracuse North - Cicero by IHG

Holiday Inn Express Hotel & Suites Syracuse North - Cicero by IHG

2.5 out of 5
Price was CA $1,645, price is now CA $1,568 per person
CA $1,568
per person
Oct 11 - Oct 16
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Syracuse (SYR)
9/10 Wonderful! (1,002 reviews)
Great stay

Reviewed on Aug 3, 2026

Ready to book your vacation to New Haven?

 

Choose your dates

New Haven Hotel Deals

Best Western Plus Oswego Hotel and Conference Center

Best Western Plus Oswego Hotel and Conference Center

2.5 out of 5
26 E 1st Street Oswego NY
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Aug 26 to Aug 27
CA $209
CA $234 total
Aug 26 - Aug 27
includes taxes & fees
Best Western Plus Oswego Hotel and Conference Center
Clarion Hotel & Suites Riverfront

Clarion Hotel & Suites Riverfront

2.5 out of 5
70 E 1st St Oswego NY
Fully refundable
The price is CA $190 per night from Aug 26 to Aug 27
CA $190
CA $213 total
Aug 26 - Aug 27
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Initial room we were given smelled so strongly of mildew/mold i had to ask to be moved. The replacement room was better but still had a nasty odor. Mattresses are well worn and the fitted sheets appeared to be one size to small as they slipped off the mattresses with ease, disturbingly we found ourselves ..."

Reviewed on Aug 3, 2026

Clarion Hotel & Suites Riverfront
Holiday Inn Express & Suites Oswego by IHG

Holiday Inn Express & Suites Oswego by IHG

2.5 out of 5
140 E 13th St Oswego NY
Fully refundable
The price is CA $178 per night from Aug 23 to Aug 24
CA $178
CA $200 total
Aug 23 - Aug 24
includes taxes & fees
9.4/10 Exceptional! (618 reviews)
"My daughter liked the pool and breakfast"

Reviewed on Aug 4, 2026

Holiday Inn Express & Suites Oswego by IHG
See all 260 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in New Haven

Haunted Oswego Tours

Haunted Oswego Tours

CA $42
per adult
100% of travellers recommend
Haunted Oswego Tours
See all activities in New Haven

Frequently asked questions

How much does a New Haven vacation package cost?
Offering great value package deals from CA $1,329 on Expedia, you'll be thrilled with how little a vacation to New Haven costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to New Haven?
If you're hoping to score a cheap New Haven vacation package, consider travelling in January, February and March. You'll typically find lower prices on hotels and airfares during these months — perfect for a budget-friendly break.
How many days is enough for New Haven?
The ideal duration of your New Haven vacation depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to go to all the top sights and discover some hidden gems along the way.
How to find the best New Haven package deals?
Use Expedia's handy filters to find some fabulous 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 want to save, plan your break for midweek, or look for New Haven package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a New Haven vacation as a package?
You can enjoy significant savings on your next New Haven getaway by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to New Haven?
Secure amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu New Haven break.
How to plan a trip to New Haven?

  1. Choose when to go: Check your schedule and get your bags packed. Your favourite time of year and the activities on offer will also help you decide when to escape to New Haven.
  2. Plan your budget wisely: In addition to the price of your hotel, you should consider other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that could crop up during your trip to New Haven.
  3. Decide how long to go for: Now that you're more familiar with New Haven, you can work out the perfect length of your break. Create a rough plan and give yourself enough time for all the things you want to do.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to pick a New Haven vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.