Prospect Hill Holidays

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Your Prospect Hill Holiday

Discovering all that Prospect Hill has to offer is easy when you book a Prospect Hill holiday package. Noted for its history and more, this inviting neighbourhood 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 holiday to Prospect Hill, Expedia will help get you there.

Our guide on 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
Five Mile Point Lighthouse, also known as Old New Haven Harbor Lighthouse

Downtown New Haven

5 out of top 10 points of interest in this area
4/5(1 area review)

If you're spending some time in Downtown New Haven, Woolsey Hall and Sterling Memorial Library at Yale University are top sights worth seeing.

Find hotels in Downtown New Haven

Our pick of the best Prospect Hill Hotel Deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is AU$183 per night from 28 Jan to 29 Jan
AU$183
28 Jan - 29 Jan
includes taxes & fees
9/10 Wonderful! (2,001 reviews)
They didn't have breakfast available

Reviewed on 16 Jan 2026

New Haven Hotel
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
Fully refundableReserve now, pay when you stay
The price is AU$93 per night from 10 Feb to 11 Feb
AU$93
10 Feb - 11 Feb
includes taxes & fees
6/10 (1,005 reviews)
The elevator i still not working

Reviewed on 31 Dec 2025

Motel 6 Milford, CT
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Fully refundable
The price is AU$176 per night from 15 Feb to 16 Feb
AU$176
15 Feb - 16 Feb
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Friendly & helpful staff & bartenders

Reviewed on 16 Jan 2026

Cambria Hotel New Haven University Area
See all 946 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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
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Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Prospect Hill holiday package cost?
From as low as . Yes, you read that right. Our Prospect Hill holiday 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 holiday 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 holiday 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 holiday?
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 holiday 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 holiday 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 holiday 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 holiday, visit our Customer Service Portal for further information.

Discover the most popular places to visit in Prospect Hill

Yale university buildings in spring blue sky in New Haven, CT USA

Yale University

5/5(2 reviews)

Walk around the campus of Yale University, a top university in New Haven. Stroll along the beaches or experience the area's art scene.

Yale University

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.

Sterling Memorial Library at Yale University

Woolsey Hall

Get tickets for a show at Woolsey Hall, a theatre with a story to tell in New Haven. Experience the area's art scene and museums.

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