New Haven County Vacations & Trips 2026 from CA $1,161

Your New Haven County Vacation

Set off on your next big adventure with a New Haven County vacation package, and leave knowing the finer details are already organized. Plus with the ability to customize your escape, you know it'll be one to remember. Your trip to New Haven County wouldn't be complete without experiencing some of its most renowned cities, starting with New Haven. A couple of the top attractions here include Connecticut Sportsplex and Sandy Point Beach. Southbury should also be on the itineraries of all New Haven County travellers. Visitors to this exciting city enjoy Lake Zoar and Lake Lillinonah. Quit dreaming and get packing, because your New Haven County vacation is only a few clicks away with Expedia.

Top vacation destinations in New Haven County

A cityscape with a mix of historic and modern buildings, including a prominent clock tower and a large, rectangular skyscraper.

A pier extending into calm waters at sunset with a gradient sky.

Top New Haven County Vacation Deals

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

Hampton Inn Madison Square Garden Area Hotel

Manhattan

CA $1,161

per person

Aug 18 - Aug 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

8.2/10 Very good! (1,515 reviews)

Clean but small rooms. Elevators are always busy. Ac makes noise. Good to have breakfast and location is good

Reviewed on Jul 15, 2026

1 Hotel Brooklyn Bridge

CA $2,923

per person

Aug 15 - Aug 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (1,006 reviews)

Love all the plants that were included in the decor. Top notch quality.

Reviewed on Jul 14, 2026

Topping Rose House

CA $9,530

per person

Aug 16 - Aug 22

found 1 day ago

Roundtrip flight included

Toronto (YTO) to New York (JFK)

9/10 Wonderful! (152 reviews)

Amazing

Reviewed on May 29, 2026

Hotel Riu Plaza New York Times Square

Manhattan

CA $1,906

per person

Sep 9 - Sep 13

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to New York (JFK)

9/10 Wonderful! (3,130 reviews)

El desayuno estuvo exquisito y diverso. Also, la localización estuvo buena, like, queda todo cerca. 100% recomendado.

Reviewed on Jul 14, 2026

The St. Regis New York

Manhattan

CA $2,493

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to New York (JFK)

9.2/10 Wonderful! (284 reviews)

little far from time square.

Reviewed on Jun 30, 2026

New Haven County Hotel Deals

New Haven Hotel

229 George Street New Haven CT

Fully refundableReserve now, pay when you stay

CA $182

CA $209 total

Jul 26 - Jul 27

includes taxes & fees

9.2/10 Wonderful! (2,231 reviews)

"The staff was nice but the room needs in improvement A.C was not working properly and the sheets and blankets needs to be changed."

Reviewed on Jul 14, 2026

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd West Haven CT

Fully refundableReserve now, pay when you stay

CA $160

CA $184 total

Jul 22 - Jul 23

includes taxes & fees

8/10 Very good! (1,709 reviews)

"Hotel was quiet. Staff was great. Parking is limited and congested due to big truck parking"

Reviewed on Jul 14, 2026

Omni New Haven Hotel at Yale

155 Temple St New Haven CT

Fully refundableReserve now, pay when you stay

CA $201

CA $232 total

Jul 26 - Jul 27

includes taxes & fees

8.6/10 Excellent! (1,059 reviews)

"Room was not ready after 4 pm. But hotel is nicely maintained"

Reviewed on Jul 12, 2026

See all 848 properties in New Haven County

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 County vacation package cost?

The cheapest New Haven County package is CA $1,161, so your dream vacation can become a reality — without breaking the bank. Combine flights, hotels, car rentals and more to build a package that suits you.

How do I get a cheap travel package to New Haven County?

One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, flights, rental cars and activities — we've got them all covered. Select a combination that suits you and watch your savings pile up. We know a travel package is never one-size-fits-all. That's why we offer more than 550 airlines and 1,000,000 hotel options throughout the world, which lets you customize your New Haven County getaway.

Where should I stay in New Haven County?

If you're eager to check out popular sights such as Yale University and Yale Bowl, make a beeline for New Haven. You might want to stay for a while to fully experience this happening city.

What are the top hotels in New Haven County?

New Haven Hotel and Red Roof Inn Milford - New Haven know how to make their guests feel at home in New Haven. If your itinerary also includes Milford, take a look at Hyatt Place Milford / New Haven and Motel 6 Milford, CT. Both are very popular with travelers.

How far in advance should I book my New Haven County vacation?

Reward yourself with the widest variety at the lowest prices by booking your trip to New Haven County nice and early. Airlines usually release tickets anywhere up to a year before departure, so start your planning as soon as you can. That said, Expedia is dedicated to providing you with the best bargains around, so it's always a good time to book your dream vacation!

What does an Expedia New Haven County travel package include?

You can choose from any combination of hotels, flights and rental cars. Once you've made your booking, you can also add on activities and tours. Want to pick your fare class? That's easy to do too. The choice is all yours when it comes to putting together your dream New Haven County trip.

What should I know before booking a New Haven County travel package?

You'll score terrific savings when you bundle your hotels, flights and rental cars into a travel package. Not just that, booking everything in one spot will make your trip planning easier. So why waste your money or time? Whether you're putting together a fancy romantic getaway or a budget family adventure, explore our package deals today.

If I'm not able to travel, can I cancel my New Haven County vacation package?

If your vacation plans in New Haven County have been upended, it's comforting to know that it's possible to cancel or amend your booking. If you booked in the last 24 hours, you may be able to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge fees. For more information, check our Customer Service Portal.