Prospect Hill Vacation Packages
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Top Holiday Package Deals in Prospect Hill
Price found within the past 48 hours. Click for updated prices.
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
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.
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.
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
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
CA $207
CA $238 total
Sep 3 - Sep 4
includes taxes & fees
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
CA $165
CA $190 total
Sep 6 - Sep 7
includes taxes & fees
9.2/10 Wonderful! (2,299 reviews)
"I truly enjoy staying here. Front desk staff is outstanding. My concern is housekeeping. Marble rims on the bathroom sink were very dirty. I cleaned them myself after a sneezing session. Bathroom lighting is dreadful for applying makeup. Beds are comfortable."
Reviewed on Sep 2, 2026
Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd West Haven CT
Fully refundableReserve now, pay when you stay
CA $158
CA $181 total
Sep 16 - Sep 17
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 Prospect Hill vacation package cost?
From as low as CA $907. 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 and The Haven - Feel At Home 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 for further information.
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.
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.
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.
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.
Things to do
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.