Prospect Hill Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿27,000 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

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

If you're spending some time in Downtown New Haven, Sterling Memorial Library at Yale University and New Haven City Hall 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 ฿4,109 per night from 25 Nov to 26 Nov
฿4,109
฿4,725 total
25 Nov - 26 Nov
includes taxes & fees
9.2/10 Wonderful! (2,400 reviews)
"I was very impressed with the front desk staff and housekeeping staff. Unfortunately, my room had a smell I couldn’t quite identify…the next morning my bathroom had about a dozen ants surrounding the trash can and surrounding floor. Then it hit me…the smell was chemical like pest treatment chemicals. ..."

Reviewed on 31 Oct 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 ฿2,364 per night from 19 Nov to 20 Nov
฿2,364
฿2,719 total
19 Nov - 20 Nov
includes taxes & fees
6.6/10 (1,062 reviews)
"Idk"

Reviewed on 30 Oct 2026

Motel 6 Milford, CT
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd West Haven CT
Fully refundableReserve now, pay when you stay
The price is ฿3,700 per night from 3 Nov to 4 Nov
฿3,700
฿4,255 total
3 Nov - 4 Nov
includes taxes & fees
8.2/10 Very good! (1,889 reviews)
"The staff were delightful, great breakfast, and room was clean. Only downside was the outdated shower and horrible shower head/water pressure. Otherwise good stay, would come back again."

Reviewed on 30 Oct 2026

Best Western Executive Hotel Of New Haven - West Haven
See all 1,031 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.

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

Things to do

Private Historic Yale Smart Phone Self Guided Walking Tour

Private Historic Yale Smart Phone Self Guided Walking Tour

฿326
per adult
100% of travellers recommend
Private Historic Yale Smart Phone Self Guided Walking Tour
New Haven's Ghost Walk

New Haven's Ghost Walk

฿867
per adult
New Haven's Ghost Walk
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.