Prospect Hill Vacation Packages 2026 from $649

Your Prospect Hill Vacation

Discovering all that Prospect Hill has to offer is easy when you book a Prospect Hill vacation package. Noted for its history and more, this inviting neighborhood is waiting to welcome you. Kick start your trip to Prospect Hill by visiting nearby attractions such as Yale University, Yale Bowl and East Rock Park. Stop daydreaming and start doing. When it's time to lock in your next vacation to Prospect Hill, Expedia will help get you there.

The Latest Prospect Hill Vacation Packages

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

Luxury Furnished Apartments by Hyatus Downtown at Yale

The Hill

Save 100% on your flight

$649

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New Haven (HVN)

9.6/10 Exceptional! (86 reviews)

We recently stayed at Hyatus Downtown at Yale and had a good experience overall. The building is convenient and easy to access with a designated parking spot and the apartment unit felt modern, bright, and welcoming. Other highlights of the property are definitely the building amenities; having access to a fully equipped gym and a rooftop is a plus. The location is practical, positioned centrally between local businesses downtown New Haven, and some surrounding low-income blocks. To elevate the apartment to a true 5-star rating, a few maintenance and housekeeping details need attention. The throw blanket in the main room needed a proper wash before our arrival. The bathroom also felt somewhat average compared to the rest of the unit, the lighting was dim and needed a lighted mirror, while the vanity counter and tub/shower combo were somewhat worn down. Overall, it was a solid 4-star stay with great building features and a nice welcome bag with snacks.👍

Reviewed on Aug 16, 2026

Beechmont - Perfect for Family Retreat!

North End

Save 100% on your flight

$1,223

per person

Oct 15 - Oct 18

found 5 hours ago

Roundtrip flight included

Dallas (DFW) to New Haven (HVN)

No reviews

Las Flores Villa

Save 100% on your flight

$3,593

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip flight included

San Juan (SJU) to New Haven (HVN)

10/10 Exceptional! (1 review)

Landing Apartments New Haven Near Dixwell

Newhallville

Save 100% on your flight

$858

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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

Graduate by Hilton New Haven

Downtown New Haven

Save 100% on your flight

$749

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New Haven (HVN)

9.2/10 Wonderful! (1,007 reviews)

Very charming hotel! Rooms are decorated nicely with plenty of downstairs gathering spaces. Easily walkable to Yale and lots of dining options.

Reviewed on Aug 25, 2026

Where to stay in Prospect Hill

Find the best Prospect Hill areas and neighborhoods for the activities you enjoy most. Learn more about Prospect Hill

A lighthouse on a rocky shoreline with people near the water.

Downtown New Haven

4 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.

A large brick building with arched windows and domed towers, surrounded by a well-maintained lawn and a stone pathway.

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.

A riverside walkway with a gazebo, a dock, and a boat.

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.

A cityscape at sunset with a mix of residential and commercial buildings, a prominent clock tower, and a river in the background.

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.

A green field, a hill with trees, and a blue sky with clouds.

West New Haven

1 out of top 10 points of interest in this area

If you're spending some time in West New Haven, Yale Bowl and Yale Golf Course are top sights worth seeing.

Prospect Hill Hotel Deals

New Haven Hotel

229 George Street New Haven CT

Fully refundableReserve now, pay when you stay

$127 nightly

$146 total

Sep 7 - Sep 8

Total with taxes and fees

9.2/10 Wonderful! (2,287 reviews)

"The location was perfect for moving our son into his dorm in Old Campus."

Reviewed on Aug 29, 2026

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT

Fully refundable

$71 nightly

$82 total

Sep 6 - Sep 7

Total with taxes and fees

Trumbull Marriott Shelton

180 Hawley Ln Trumbull CT

Fully refundableReserve now, pay when you stay

$149 nightly

$171 total

Aug 30 - Aug 31

Total with taxes and fees

7.8/10 Good! (1,005 reviews)

"Nice hotel. Breakfast was just stands"

Reviewed on Aug 29, 2026

See all 1,032 properties in Prospect Hill

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.

Stay near popular Prospect Hill attractions

Peabody Museum of Natural History

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

Albertus Magnus College

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.

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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.

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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.

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Things to do

New Haven's Ghost Walk

$26

per adult

Private Historic Yale Smart Phone Self Guided Walking Tour

$10

per adult

100% of travellers recommend

See all activities in New Haven

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

Prospect Hill Vacations from $649

Book a Hotel + Flight or Car together to unlock savings

Room 1

Your Prospect Hill Vacation

The Latest Prospect Hill Vacation Packages

Luxury Furnished Apartments by Hyatus Downtown at Yale

Beechmont - Perfect for Family Retreat!

Las Flores Villa

Landing Apartments New Haven Near Dixwell

Graduate by Hilton New Haven

Where to stay in Prospect Hill

Downtown New Haven

The Hill

Long Wharf

East Rock

West New Haven

Prospect Hill Hotel Deals

New Haven Hotel

Motel 6 New Haven - Branford, CT

Trumbull Marriott Shelton

Stay near popular Prospect Hill attractions

Peabody Museum of Natural History

Albertus Magnus College

New Haven Museum

Marsh Botanical Garden

Things to do

New Haven's Ghost Walk

Private Historic Yale Smart Phone Self Guided Walking Tour