Prospect Hill Holidays

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    Save up to S$134 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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
4.5/5(6 area reviews)

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

Top hotels in Prospect Hill

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 S$162 per night from 30 Mar to 31 Mar
S$162
30 Mar - 31 Mar
includes taxes & fees
9/10 Wonderful! (2,042 reviews)
The positives: Both Check in and Check out were easy and smooth and the staff was lovely. The hotel is close to the train station and conveniently located. My room was very clean and quiet, which I appreciated. But- and this is a big deal- when I pulled back the cover on the bed, the bottom sheet ...

Reviewed on 23 Mar, 2026

New Haven Hotel
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
Fully refundableReserve now, pay when you stay
The price is S$149 per night from 5 Apr to 6 Apr
S$149
5 Apr - 6 Apr
includes taxes & fees
8.6/10 Excellent! (1,281 reviews)
Staff were great. I would definitely use this Hotel again.

Reviewed on 22 Mar, 2026

Hyatt Place Milford / New Haven
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Fully refundableReserve now, pay when you stay
The price is S$224 per night from 30 Mar to 31 Mar
S$224
30 Mar - 31 Mar
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
My wife had a procedure at Yale New Haven and I only one night. It was very convenient and pleasant. I only used the room. Not the bar or restaurant.

Reviewed on 18 Mar, 2026

Omni New Haven Hotel at Yale
See all 970 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.

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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.