Title: City Point Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $614 Expedia.ca [City Point Travel Guide](https://expedia.ca/New-Haven-City-Point.dx6349499)[Hotels in City Point](https://expedia.ca/City-Point-New-Haven-Hotels.0-n6349499-0.Travel-Guide-Filter-Hotels)[Flights to New Haven](https://expedia.ca/Cheap-Flights-To-New-Haven.d180036.Travel-Guide-Flights)[Things to do in New Haven](https://expedia.ca/Things-To-Do-In-New-Haven.d180036.Travel-Guide-Activities)[City Point Car Rentals](https://expedia.ca/Car-Rentals-In-City-Point.d6349499.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6349499/d6fd2d55-410c-4597-b530-609331ba8ba8.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # City Point Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 Holiday Package Deals in City Point Price found within the past 48 hours. Click for updated prices. ![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/5cb2e3e0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pier Blue Inn Old Saybrook - Essex Saybrook Manor CA $614 per person May 15 - May 18 found 1 day ago Roundtrip flight included Toronto (YYZ) to New Haven (HVN) 8/10 Very Good! (1,004 reviews) Room could have been cleaner. The floor was dirty. The room also looked worn and in need of updating. The tub faucet dripped constantly, but the shower was nice. Staff was friendly. I was surprised they don’t offer daily housekeeping. Bed was comfortable. It was great that the room had a microwave and a fridge. It was not warm and inviting at all. Definitely wouldn’t stay more than one night. Reviewed on Mar 30, 2026 ![Beechmont - Perfect for Family Retreat!](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/6e17e1d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beechmont - Perfect for Family Retreat! North End CA $2,654 per person Jun 8 - Jun 13 found 13 hours ago Roundtrip flight included Toronto (YTO) to New Haven (HVN) No reviews ![The Surfside Hotel](https://images.trvl-media.com/lodging/91000000/90180000/90178600/90178584/44f176e7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Surfside Hotel Lordship CA $963 per person Jun 2 - Jun 5 found 12 hours ago Roundtrip flight included Calgary (YYC) to New Haven (HVN) 9.4/10 Exceptional! (179 reviews) Lovely stay on the beach! Reviewed on Mar 26, 2026 ![James Pharmacy Bed & Breakfast](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/w848h631x48y3-ad11e9c5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### James Pharmacy Bed & Breakfast Old Saybrook Center CA $966 per person May 15 - May 18 found 1 day ago Roundtrip flight included Toronto (YTO) to New Haven (HVN) 9/10 Wonderful! (23 reviews) Room was pleasant and clean, although small. Bathroom fixtures all new and very clean and functional. Firm bed, which I appreciated. The stairs are steep though there is a firm railing. I didn't realize that we would get a breakfast voucher as opposed to a true B&B experience. The restaurant provided was friendly and the food all looked great but unfortunately didn't have much flavor. The Paperback Cafe nearby had tastier choices. Make sure that you get their email about how to get in because there is no one on site and when we arrived after dark, the front of the building wasn't lit because the entry is in the back. On our first morning, we got a text about our credit card payment not going through. The owner and manager were both responsive but given that they weren't on site, a friendlier tone (i.e., assuming that there might've been a mistake in their information, which there was!) would've been appreciated. It's a lovely place in an excellent location but perhaps slightly expensive given that they are not providing a full B&B experience. Reviewed on Oct 6, 2025 ![Holiday Inn Express Branford-New Haven by IHG](https://images.trvl-media.com/lodging/1000000/130000/124400/124313/908bc53f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Express Branford-New Haven by IHG CA $995 per person May 21 - May 25 found 14 hours ago Roundtrip flight included Toronto (YTO) to New Haven (HVN) 8.8/10 Excellent! (1,002 reviews) Excellent hotel. Very clean, convenient and the staff is just amazing. Helpful and courteous. Definitely will stay there again Reviewed on Mar 29, 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](https://expedia.ca/New-Haven-City-Point.dx6349499) ![Downtown New Haven](https://images.trvl-media.com/place/180036/ce434c6e-2419-4e3f-8cac-7319da523623.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown New Haven 5 out of top 10 points of interest in this area 5/5(4 area reviews) 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. [Find hotel + flight trips in Downtown New Haven](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20New%20Haven&DestID=553248635976008334&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Green Waterfront along New Haven Harbor at Long Wharf Park in New Haven Connecticut](https://images.trvl-media.com/place/6349506/c940a85c-5fa7-45c2-801b-0ecbf9aa66a3.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Long Wharf 3.5/5(7 area reviews) 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. [Find hotel + flight trips in Long Wharf](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Long%20Wharf&DestID=6349506&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Yale university buildings in spring blue sky in New Haven, CT USA](https://images.trvl-media.com/place/502016/c8263c5b-7395-40ba-832e-d611eebd12f8.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [Find hotel + flight trips in The Hill](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=The%20Hill&DestID=553248635976470810&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![New Haven Connecticut Skyline, downtown buildings and houses viewed from East Rock Park Summit](https://images.trvl-media.com/place/6349501/b952ef8e-45aa-492c-b179-33c29029adb3.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [Find hotel + flight trips in East Rock](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=East%20Rock&DestID=6349501&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![New England Winter Landscape over the Mill River, East Rock Park in New Haven, Connecticut, USA](https://images.trvl-media.com/place/553248635976472385/ccbd7156-0609-4a6a-a023-12e74745296c.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Mill River 1 out of top 10 points of interest in this area If you're spending some time in Mill River, Wooster Square and Thread City Crossing are top sights worth seeing. [Find hotel + flight trips in Mill River](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Mill%20River&DestID=553248635976472385&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## City Point Hotel Deals ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### New Haven Hotel 229 George Street New Haven CT CA $144 CA $166 total Apr 12 - Apr 13 includes taxes & fees 9/10 Wonderful! (2,060 reviews) Was booked for three nights at this hotel. Got there and they had given my room away. Said that they had run my card before I even got there and that it declined, which it actually didn’t, my credit card company froze my card because I thought it was fraudulent, so they canceled my reservation. No ... Reviewed on Mar 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=36721&PinnedHotelID=36721&HadPinnedHotel=true®ionId=6349499) ![Hyatt Place Milford / New Haven](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/80833193_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Place Milford / New Haven 190 Old Gate Lane Milford CT Fully refundableReserve now, pay when you stay CA $176 CA $203 total Apr 15 - Apr 16 includes taxes & fees 8.6/10 Excellent! (1,285 reviews) Staff were great, but rooms were pretty run down and need repairs. Lots of guests with terrible manners as far as noise and taking care of their children. Reviewed on Mar 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F04%2F2026&endDate=16%2F04%2F2026&selected=1562702&PinnedHotelID=1562702&HadPinnedHotel=true®ionId=6349499) ![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/b7b5473a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Omni New Haven Hotel at Yale 155 Temple St New Haven CT Fully refundableReserve now, pay when you stay CA $212 CA $243 total Apr 4 - Apr 5 includes taxes & fees 8.6/10 Excellent! (1,005 reviews) Wonderful experience! Reviewed on Mar 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=04%2F04%2F2026&endDate=05%2F04%2F2026&selected=49957&PinnedHotelID=49957&HadPinnedHotel=true®ionId=6349499) [See all 962 properties in City Point](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F04%2F2026&endDate=03%2F04%2F2026®ionId=6349499) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a City Point vacation package cost? ### How do I get a cheap travel package to City Point? ### How far in advance should I book my City Point vacation? ### What does an Expedia City Point travel package include? ### What should I know before booking a City Point travel package? ### Can I choose my airline with a City Point Expedia vacation package? ### If I'm not able to travel, can I cancel my City Point vacation package? ### Discover the most popular places to visit in City Point ![Yale university buildings in spring blue sky in New Haven, CT USA](https://images.trvl-media.com/place/502016/c8263c5b-7395-40ba-832e-d611eebd12f8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Yale University 4.5/5(21 reviews) Enjoy the collegiate vibe around Yale University, a top college in New Haven. Stroll along the beaches or experience the area's art scene. [](https://expedia.ca/Yale-University-Downtown-New-Haven.d502016.Vacation-Attraction) #### Sterling Memorial Library at Yale University After visiting Sterling Memorial Library at Yale University, make a plan to see the other sights and activities in New Haven. Experience the area's art scene and museums. [](https://expedia.ca/Sterling-Memorial-Library-At-Yale-University-Downtown-New-Haven.d6071481.Vacation-Attraction) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.