Prospect Hill Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Tiffany Zhou

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
New Haven which includes kayaking or canoeing and a river or creek as well as a couple

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, 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 2.889.606 ₫ per night from 1 Dec to 2 Dec
2.889.606 ₫
3.323.047 ₫ total
1 Dec - 2 Dec
includes taxes & fees
9/10 Wonderful! (1,872 reviews)
Always happy to be there! Great staff and convenient location, perfect for a short stay on campus.

Reviewed on 8 Nov 2025

New Haven Hotel
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 2.759.686 ₫ per night from 1 Dec to 2 Dec
2.759.686 ₫
3.173.639 ₫ total
1 Dec - 2 Dec
includes taxes & fees
8.6/10 Excellent! (966 reviews)
lovely

Reviewed on 8 Nov 2025

Cambria Hotel New Haven University Area
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Fully refundableReserve now, pay when you stay
The price is 2.444.014 ₫ per night from 1 Dec to 2 Dec
2.444.014 ₫
2.810.617 ₫ total
1 Dec - 2 Dec
includes taxes & fees
8/10 Very Good! (1,032 reviews)
Friendly, fast, polite and helpful. The perfect front desk.

Reviewed on 17 Nov 2025

Wyndham Southbury
See all 905 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 1null000null000 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.

Popular places to visit

Peabody Museum of Natural History

Peabody Museum of Natural History

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.

Peabody Museum of Natural History
Wooster Square

Wooster Square

Find out about the history of New Haven when you take a trip to Wooster Square. Experience the area's art scene and museums.

Wooster Square
New Haven City Hall

New Haven City Hall

New Haven City Hall is just one of the places to see in New Haven, so why not enjoy the other things to explore during your travels? Experience the area's art scene and museums.

New Haven City Hall