Prospect Hill Vacations from $386

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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.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

Downtown New Haven
$386
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to New Haven (HVN)
8.6/10 Excellent! (1,101 reviews)
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

North End
Save 100% on your flight
$1,172
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to New Haven (HVN)
No reviews
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

The Hill
$554
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to New Haven (HVN)
9.4/10 Exceptional! (34 reviews)
Fast and effective check-in, great amenities in the building. Kitchen well furnished. Overall great experience.

Reviewed on Oct 11, 2026

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

Newhallville
$512
per person
Dec 4 - Dec 6
found 13 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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

Graduate by Hilton New Haven

Downtown New Haven
$488
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to New Haven (HVN)
9.2/10 Wonderful! (1,005 reviews)
The only parking option as a public garage a 5 min. walk away. The breakfast was very poor - plastic flatware, oatmeal delivered in a paper cup not yet fully cooked, pre-packaged eggs. Yuck.

Reviewed on Oct 11, 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.

Find hotels in Downtown New Haven
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.

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

Long Wharf

1 out of top 10 points of interest in this area

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 hotels in Long Wharf
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.

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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.

Find hotels in West New Haven

Prospect Hill Hotel Deals

New Haven Hotel

New Haven Hotel

229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$127 nightly
$146 total
Oct 27 - Oct 28
Total with taxes and fees
New Haven Hotel
Trumbull Marriott Shelton

Trumbull Marriott Shelton

180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
$152 nightly
$175 total
Oct 25 - Oct 26
Total with taxes and fees
Trumbull Marriott Shelton
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT
Fully refundable
$64 nightly
$73 total
Nov 8 - Nov 9
Total with taxes and fees
Motel 6 New Haven - Branford, CT
See all 986 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.
All Inclusive Vacations
All Inclusive Vacations
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Beach Vacations
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Golf Vacations
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Romantic Vacations
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Ski Vacations
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LGBTQ Friendly Vacations
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Where to go when
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Honeymoon Vacations
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Yoga Vacations
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Solo Vacations

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.
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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

New Haven's Ghost Walk

$26
per adult
New Haven's Ghost Walk
Private Historic Yale Smart Phone Self Guided Walking Tour

Private Historic Yale Smart Phone Self Guided Walking Tour

$10
per adult
100% of travellers recommend
Private Historic Yale Smart Phone Self Guided Walking Tour
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.