--- title: "Prospect Hill Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $947 Expedia" description: "FREE cancellation on select hotels ✅ Bundle Prospect Hill flight and hotel to build your own Prospect Hill vacation package & 𝘀𝗮𝘃𝗲 with Expedia! Choose from thousands of Prospect Hill holiday trips & travel deals." canonical: "https://www.expedia.ca/Prospect-Hill.d6349507.Destination-Travel-Guides" language: en-CA market: CA currency: CAD prices_as_of: 2026-11-14T20:48:51Z --- ![A museum interior with arched ceilings, hanging chandeliers, and classical sculptures on display.](https://images.trvl-media.com/place/180036/c9af628b-ee5a-4c95-8aa7-ede3fcbf0371.jpg?impolicy=fcrop&w=1200&h=300&q=medium) Photo by Tiffany Zhou # Prospect Hill 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 ## The Latest Prospect Hill Vacation Packages Price found within the past 48 hours. Click for updated prices. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A building with a sign indicating it is an AAA Approved office. There are trees and shrubs in front of the building.](https://images.trvl-media.com/lodging/2000000/1900000/1896600/1896545/6132396a.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A landscaped garden with a large rock, yellow flowers, and a weeping willow tree.](https://images.trvl-media.com/lodging/2000000/1900000/1896600/1896545/c0034c2e.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 1 - Jan 4** ### [Cheshire Welcome Inn + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-01/2027-01-04/?FromAirport=YHZ&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1896545&dealMarker=&paandie=true&cabinClass=e) Cheshire 3 nights **8.4/10** \- Very good (909 reviews) "This inn has a lot of potential but unfortunately it was extremely dirty. The room smelled so bad that I could hardly breathe and there was a thick layer of dirt on the walls and baseboards. The bed made a loud creaking noise with any subtle move. I felt so dirty when I left there. We were supposed to leave at 10am and I made my husband get up and drive home at 6am because I couldn't stand to be there any longer. I should have done more research about the property before I stayed but I used to..." Reviewed November 13, 2026 Roundtrip • Halifax (YHZ) - New Haven (HVN) YHZ - LGA • 1 stop LGA - YHZ • 1 stop [~~CA $1,033~~](https://www.expedia.ca/) **CA $947** per traveller found 21 hours ago - ![A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/6e17e1d7.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A two-story house with a porch, stone steps, and a variety of plants.](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/52658795.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 20 - Dec 23** ### [Beechmont - Perfect for Family Retreat! + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-20/2026-12-23/?FromAirport=YTO&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=119248411&dealMarker=&paandie=true&cabinClass=e) North End 3 nights Roundtrip • Toronto (YTO) - New Haven (HVN) YTZ - EWR • Nonstop EWR - YTZ • Nonstop [~~CA $2,068~~](https://www.expedia.ca/) **CA $1,588** per traveller found 22 hours ago - ![A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/97b402fd.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 1 - Jan 4** ### [Water's Edge Resort & Spa + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-01/2027-01-04/?FromAirport=YHZ&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9679841&dealMarker=&paandie=true&cabinClass=e) Westbrook Center 3 nights **9.0/10** \- Wonderful (1,003 reviews) Roundtrip • Halifax (YHZ) - New Haven (HVN) YHZ - LGA • 1 stop LGA - YHZ • 1 stop [~~CA $1,277~~](https://www.expedia.ca/) **CA $1,095** per traveller found 21 hours ago - ![A hotel lobby with a checkered floor, wooden columns, a staircase, and a reception desk with framed pictures.](https://images.trvl-media.com/lodging/38000000/37210000/37200100/37200005/e97c72c8.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A historic building with a marquee sign reading "Duncan" and a neon sign for "The Old Heidelberg."](https://images.trvl-media.com/lodging/38000000/37210000/37200100/37200005/212d8bb6.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Jan 1 - Jan 4** ### [Graduate by Hilton New Haven + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-01/2027-01-04/?FromAirport=YHZ&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37200005&dealMarker=&paandie=true&cabinClass=e) Downtown New Haven 3 nights **9.2/10** \- Wonderful (1,002 reviews) Roundtrip • Halifax (YHZ) - New Haven (HVN) YHZ - LGA • 1 stop LGA - YHZ • 1 stop [~~CA $1,257~~](https://www.expedia.ca/) **CA $1,101** per traveller found 21 hours ago - ![A modern kitchen with a central island, a dining area with chairs, and a view through large windows.](https://images.trvl-media.com/lodging/128000000/127640000/127639300/127639214/0b13bb13.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern apartment with a kitchen, dining area, living room, and balcony.](https://images.trvl-media.com/lodging/128000000/127640000/127639300/127639214/26ccd3d5.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 24 - Dec 26** ### [Landing Apartments New Haven Near Dixwell + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-24/2026-12-26/?FromAirport=YHZ&Destination=HVN&NumRoom=1&NumAdult=2&NumChild=0&hotelId=127639214&dealMarker=&paandie=true&cabinClass=e) Newhallville 2 nights **2.0/10** \- (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 May 25, 2026 Roundtrip • Halifax (YHZ) - New Haven (HVN) YHZ - LGA • 1 stop LGA - YHZ • 1 stop [~~CA $1,368~~](https://www.expedia.ca/) **CA $1,263** per traveller found 21 hours ago ## Where to stay in Prospect Hill Find the best Prospect Hill areas and neighborhoods for the activities you enjoy most. - [Downtown New Haven](#) - [The Hill](#) - [Long Wharf](#) - [West New Haven](#) - [East Rock](#) ![A historic building with a prominent white tower and a golden weather vane.](https://images.trvl-media.com/place/180036/fb5b6449-26bf-4651-8d67-f1556e88cf41.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Downtown New Haven](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976008334) ### Downtown New Haven 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. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976008334) ![A large brick building with arched windows and domed towers, surrounded by a well-maintained lawn and a stone pathway.](https://images.trvl-media.com/place/502016/c8263c5b-7395-40ba-832e-d611eebd12f8.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for The Hill](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976470810) ### The Hill 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. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976470810) ![A riverside walkway with a gazebo, a dock, and a boat.](https://images.trvl-media.com/place/6349506/c940a85c-5fa7-45c2-801b-0ecbf9aa66a3.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for Long Wharf](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6349506) ### 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. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6349506) ![A green field, a hill with trees, and a blue sky with clouds.](https://images.trvl-media.com/place/553248635976479430/471ac3c0-0a6f-494b-b757-2a1dfa09bbe7.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) [View properties in map for West New Haven](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=553248635976479430) ### West New Haven If you're spending some time in West New Haven, Yale Bowl and Yale Golf Course are top sights worth seeing. [See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976479430) ![A cityscape at sunset with a mix of residential and commercial buildings, a prominent clock tower, and a river in the background.](https://images.trvl-media.com/place/6349501/b952ef8e-45aa-492c-b179-33c29029adb3.jpg?impolicy=fcrop&w=960&h=540&p=1&q=medium) Photo by Bibek Magar [View properties in map for East Rock](https://www.expedia.ca/Hotel-Search?pwaOverlay=map®ionId=6349501) ### 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. [See properties](https://www.expedia.ca/Hotel-Search?regionId=6349501) ## Discover the most popular places to visit in Prospect Hill ### Peabody Museum of Natural History Rating: 9.2/10 (30 reviews) You can browse the exhibits at Peabody Museum of Natural History, a museum with a story of its own, during your travels to New Haven. Experience the area's art scene and museums. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=502006) ### Albertus Magnus College Rating: 7.6/10 (45 reviews) Enjoy the collegiate vibe when you visit Albertus Magnus College, during your travels in New Haven. Experience the area's art scene and museums. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6176929) ### New Haven Museum You can study the exhibits at New Haven Museum, a museum with a storied past, during your travels to New Haven. Experience the area's art scene and museums. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532665681) ### Marsh Botanical Garden Marsh Botanical Garden is just one of the places to see in New Haven, so why not enjoy the other things to explore during your travels? Stroll along the beaches or experience the area's art scene. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6071477) ## Prospect Hill Hotel Deals ### [Courtyard New Haven at Yale](https://www.expedia.ca/New-Haven-Hotels-Courtyard-New-Haven-At-Yale.h25273.Hotel-Information) ![A patio area with outdoor seating, a round table, and a sofa.](https://images.trvl-media.com/lodging/1000000/30000/25300/25273/80b6c3b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 30 Whalley Ave, New Haven, CT, 06511, US - Location: Dwight, 1.8 km from Prospect Hill - Star rating: 3/5 - Guest rating: 8.6/10 (Excellent, 1001 reviews) - Price: CA $170, CA $196 total, includes taxes & fees, Nov 22 - Nov 23 - Review: Ok ### [Graduate by Hilton New Haven](https://www.expedia.ca/New-Haven-Hotels-Graduate-New-Haven.h37200005.Hotel-Information) ![A hotel lobby with a checkered floor, wooden columns, a staircase, and a reception desk with framed pictures.](https://images.trvl-media.com/lodging/38000000/37210000/37200100/37200005/e97c72c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1151 Chapel Street, New Haven, CT, 06511, US - Location: Downtown New Haven, 2.1 km from Prospect Hill - Star rating: 4/5 - Guest rating: 9.2/10 (Wonderful, 1002 reviews) - Price: CA $224, CA $258 total, includes taxes & fees, Dec 12 - Dec 13 ### [New Haven Hotel](https://www.expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![A spacious lobby with a sofa, armchairs, and a coffee table. There is a fireplace and a wall-mounted artwork.](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 229 George Street, New Haven, CT, 06510, US - Location: Downtown New Haven, 2.5 km from Prospect Hill - Star rating: 3.5/5 - Guest rating: 9.2/10 (Wonderful, 2417 reviews) - Price: CA $174, CA $200 total, includes taxes & fees, Nov 27 - Nov 28 ### [Cambria Hotel New Haven University Area](https://www.expedia.ca/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information) ![A modern hotel building with a sign reading "CAMBRIA hotel" and a covered entrance labeled "CAMBRIA 12th".](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/74479b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 20 Dwight Street, New Haven, CT, 06511, US - Location: West River, 2.6 km from Prospect Hill - Star rating: 3/5 - Guest rating: 9/10 (Wonderful, 1157 reviews) - Price: CA $176, CA $202 total, includes taxes & fees, Dec 13 - Dec 14 ### [Omni New Haven Hotel at Yale](https://www.expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![A dining area with tables and chairs, large windows with curtains, and a view of a cityscape.](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/5b9a9b33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 155 Temple St, New Haven, CT, 06510, US - Location: Downtown New Haven, 2.3 km from Prospect Hill - Star rating: 4/5 - Guest rating: 8.8/10 (Excellent, 1126 reviews) - Price: CA $229, CA $264 total, includes taxes & fees, Dec 1 - Dec 2 ### [Hotel Marcel New Haven, Tapestry Collection By Hilton](https://www.expedia.ca/New-Haven-Hotels-Hotel-Marcel-New-Haven.h71427300.Hotel-Information) ![A modern building entrance with a covered walkway, a white car parked in front, and two people near the entrance.](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/1699c03c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 500 Sargent Drive, New Haven, CT, 06511, US - Location: Long Wharf, 3.3 km from Prospect Hill - Star rating: 4/5 - Guest rating: 9.4/10 (Exceptional, 1003 reviews) - Price: CA $171, CA $197 total, includes taxes & fees, Dec 13 - Dec 14 ### [The Blake Hotel](https://www.expedia.ca/New-Haven-Hotels-The-Blake-Hotel.h32129620.Hotel-Information) ![A bar area with multiple stools, a long counter, and shelves stocked with bottles and glasses.](https://images.trvl-media.com/lodging/33000000/32130000/32129700/32129620/7759e139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 9 High Street, New Haven, CT, 06510, US - Location: Downtown New Haven, 2.4 km from Prospect Hill - Star rating: 4/5 - Guest rating: 9.4/10 (Exceptional, 1001 reviews) - Price: CA $286, CA $329 total, includes taxes & fees, Dec 6 - Dec 7 ### [The Study at Yale](https://www.expedia.ca/New-Haven-Hotels-The-Study-At-Yale.h56491960.Hotel-Information) ![A modern interior with large windows, a seating area with armchairs and ottomans, and a counter with various items.](https://images.trvl-media.com/lodging/57000000/56500000/56492000/56491960/a9d5841a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: 1157 Chapel Street, New Haven, CT, 06511, US - Location: Downtown New Haven, 2.1 km from Prospect Hill - Star rating: 3.5/5 - Guest rating: 9.4/10 (Exceptional, 744 reviews) - Price: CA $327, CA $376 total, includes taxes & fees, Dec 15 - Dec 16 - Review: Clean, comfortable, quiet room in the best possible location when visiting Yale. Enjoyed the coffee/tea bar in the lobby. Walkable and close to everything! Bar/restaurant on 1st floor was convenient and fun, although wait time to get ordered food during Sunday brunch was a bit long. Would definitely stay here again! 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. [See all properties in Prospect Hill](https://www.expedia.ca/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29®ionId=6349507&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Frequently Asked Questions ### How much does a Prospect Hill vacation package cost? From as low as CA $947\. Yes, you read that right. Our Prospect Hill vacation packages are the quickest way to make your budget last longer. Combine your flights, hotels and rental car and discover this vibrant destination. ### How do I get a cheap travel package to Prospect Hill? Bundle your hotel and flight bookings, add extras such as a rental car or activities, and save with a Prospect Hill vacation package. You won't just walk away with superb discounts on your adventure — you'll have loads of choice too. When you book through Expedia, you'll have your pick of over 550 air carriers and 1,000,000 properties globally. Your dream vacation starts right here, right now! ### Where should I stay in Prospect Hill? A journey to Prospect Hill isn't complete without stopping by Yale University and Yale Bowl. Reserve a room within walking distance so you can easily access these impressive sights. ### What are the top hotels in Prospect Hill? [The Blue Bird](https://www.expedia.ca/New-Haven-Hotels-Apartment.h70118029.Hotel-Information) and [The Haven - Feel At Home](https://www.expedia.ca/New-Haven-Hotels-Haven-Your-Oasis-From-The-City.h51659726.Hotel-Information) are among the most well-known properties in Prospect Hill. Why not have a look at the facilities and amenities at each and then make a decision? ### How far in advance should I book my Prospect Hill vacation? It depends on the airline, but you can generally browse through international fares on Expedia nearly a year in advance. While it's generally a good idea to book ahead of time, lucky customers will occasionally score a cheaper seat just weeks before departure dates. ### What does an Expedia Prospect Hill travel package include? Rental cars, flights and hotels, or any combination of them — it's your choice. Whether you're venturing to Prospect Hill with the family or adventuring with your friends, there's a package to fit every budget and style. Once you've made your booking, why not add on some tours and experiences? ### What should I know before booking a Prospect Hill travel package? You'll save plenty with an Expedia travel package. Combine your airfares, rental cars and hotels and land fantastic discounts. Hotels aren't your only option, though. We have island villas, chalets in the middle of mountains and just about everything in between! ### Can I choose my airline with a Prospect Hill Expedia vacation package? Expedia has access to more than 550 airline partners globally, so you definitely can. Simply pick the airline you want and create your ideal Prospect Hill escape. ### If I'm not able to travel, can I cancel my Prospect Hill vacation package? Yes you can, and we'll help you every step of the way. You may be able to cancel and rebook your Prospect Hill vacation package at no cost within 24 hours of booking. But you may be charged a fee by your hotel, airline or car rental company if your booking is older than that. If life gets in the way of your vacation, visit our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) for further information. \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.