City Point Vacation Packages
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Top Holiday Package Deals in City Point
Price found within the past 48 hours. Click for updated prices.
Landing Apartments New Haven Near Dixwell
Newhallville
CA $963
per person
Dec 25 - Dec 27
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.
Reviewed on May 25, 2026
Head of Pond House
CA $1,563
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to New Haven (HVN)
10/10 Exceptional! (16 reviews)
The cottage is quaint and old, it is showing its age. The beds were ever comfortable. The entertainment option was not a TV but a projector with a shoddy speaker. The spiral staircase to the upper level was treacherous to come down and several of the vertical supports were look making the decent and ascent scary. The pond side location was very nice and the little patio was special apart from the chainsaws from the unfortunately scheduled tree cutting by neighbors.
Reviewed on Sep 23, 2026
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
CA $1,053
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to New Haven (HVN)
8/10 Very good! (1,015 reviews)
When we arrived they were redoing the parking lot and blocked off what looked like the whole entrance. There was a little area entrance after I saw after turnung into the lot. Then everything was blocked off and didnt know where check in was. After sitting on my car trying to figure it out a lady came out and asked if we were there for check in. She was very nice. She checked us in and showed us to the room. The room was small and smelled stale. The room was dirty lookong and no airflow. The sheets were stained. The next day I was told they were doing renovations. The pictures were definitely old and no thrills. Not recommended.
Reviewed on Oct 8, 2026
Water's Edge Resort & Spa
Westbrook Center
CA $1,749
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Deer Lake (YDF) to New Haven (HVN)
8.8/10 Excellent! (1,012 reviews)
Great midweek getaway. Service was excellent. Great staff. Very clean. Beautiful well manicured property.
Reviewed on Oct 8, 2026
Where to stay in City Point
Find the best City Point areas and neighborhoods for the activities you enjoy most. Learn more about City Point
Downtown New Haven
5 out of top 10 points of interest in this area
In the heart of New Haven, this residential downtown area boasts a variety of restaurants, cafes, theaters, and stores. Explore the arts at Chapel Street Historic District, Broadway area, and Ninth Square district, or visit the Shops at Yale.
The Hill
1 out of top 10 points of interest in this area
Southwesternmost New Haven, this area boasts historic structures, Union Station, and Yale-New Haven Hospital. Explore Trowbridge Square and City Point, or visit the Lupi-Legna Bakery.
Long Wharf
Waterfront district with a mix of commercial, industrial, and recreational facilities, Long Wharf offers attractions like Long Wharf Theatre and Vietnam Veterans Memorial Park. Easily accessible via Interstates 95 and 91, and Church Street Bridge.
East Rock
Prominent trap rock ridge East Rock lends its name to this neighborhood, popular among Yale affiliates and cyclists. Explore East Rock Park or visit the lively Upper State Street commercial district.
Wooster Square
1 out of top 10 points of interest in this area
If you're looking for some top things to see and do in Wooster Square and surrounding area, you can visit Wooster Square and New Haven City Hall.
City Point Hotel Deals
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
CA $173
CA $199 total
Oct 27 - Oct 28
includes taxes & fees
9.2/10 Wonderful! (2,365 reviews)
"One night business trip. Hotel is well located, staff was friendly. But the room itself was incredibly beat up, and the TVs have no cable. You have to connect your own streaming service. Lame."
Reviewed on Oct 8, 2026
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
CA $217
CA $249 total
Oct 18 - Oct 19
includes taxes & fees
The Circle Hotel Fairfield
417 Post Road Fairfield CT
Fully refundableReserve now, pay when you stay
CA $203
CA $247 total
Nov 1 - Nov 2
includes taxes & fees
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 City Point vacation package cost?
Discover the best of City Point from just CA $963. We offer a wonderful selection of flights, rental cars and hotels to suit every budget and style. You can score even more discounts when you add some tours or activities to your vacation package.
How do I get a cheap travel package to City Point?
Bundle your hotels and flights with Expedia to save big on your next getaway. With over 550 partner airlines and 1,000,000 properties around the globe, your City Point vacation package can be tailored exactly to suit your budget. With all those extra dollars, why not throw in some fun experiences and tours? It's an easy way to unlock even more discounts. Your dream getaway to City Point is closer than you thought!
How far in advance should I book my City Point vacation?
While prices change from time to time, we generally advise booking your spot as early as possible. Most international fares are found on Expedia up to a year in advance. If circumstances have left you booking late, you may still get lucky. Low prices to City Point occasionally appear only weeks before departure.
What does an Expedia City Point travel package include?
With Expedia, you can select any combination of flights, hotels and car rentals to build your ideal City Point package. Once you've made your booking, you can add on the fun stuff like day tours and activities. Don't forget — the more you bundle, the more dollars you'll save!
What should I know before booking a City Point travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you've created your package, you can add on activities or tours. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a City Point Expedia vacation package?
Yes, the choice is all yours. We have access to over 550 partner airlines all over the world, so you can design your City Point escape according to your budget and style.
If I'm not able to travel, can I cancel my City Point vacation package?
Yes, it's possible to cancel your City Point booking if your plans have been upended. Whether you'll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
Things to do
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.