Prospect Hill Vacations

Book a Hotel + Flight or Car together to unlock savings

Your Prospect Hill Vacation

When it's time for your next big adventure, choose a Prospect Hill vacation package. From its history to a whole lot more, there are countless enticing reasons to base yourself in this neighborhood. Not sure what to see and do during your trip to Prospect Hill? Nearby attractions such as Yale University, Yale Bowl and East Rock Park are great places to start. Expedia can help turn your ideal Prospect Hill vacation into reality, no matter your travel plans or budget.

The Latest Prospect Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington, an IHG Hotel

Holiday Inn Express Southington, an IHG Hotel

2.5 out of 5
per person
Aug 30 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to New Haven (HVN)
8.4/10 Very Good! (1,001 reviews)
The property was well kept and clean

Reviewed on May 26, 2024

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
per person
Aug 30 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to New Haven (HVN)
8.8/10 Excellent! (1,003 reviews)
This property is great if you need a quiet, near the airport hotel.. Thanks

Reviewed on Jun 3, 2024

Simsbury Inn

Simsbury Inn

3.5 out of 5
Simsbury Center
per person
Aug 30 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to New Haven (HVN)
9.2/10 Wonderful! (168 reviews)
Some strange lint-like substance came out of the bath faucet

Reviewed on Jun 5, 2024

Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor

3 out of 5
per person
Aug 30 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to New Haven (HVN)
8.4/10 Very Good! (482 reviews)
I really love this place,is nice ,clean

Reviewed on Jun 2, 2024

Quality Suites

Quality Suites

2.5 out of 5
per person
Aug 15 - Aug 18
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
7.6/10 Good! (1,000 reviews)
Thanks very much! Bed was really comfortable Nice and quiet!

Reviewed on May 29, 2024

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 a river or creek and kayaking or canoeing as well as a couple

Downtown New Haven

6 out of top 10 points of interest in this area
4/5(138 area reviews)

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.

Find hotel + flight trips in Downtown New Haven

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 $149 per night from Jun 30 to Jul 1
$149
$171 total
includes taxes & fees
Jun 30 - Jul 1
8.8/10 Excellent! (1,249 reviews)
Amazing stay!!!
"Clean, friendly staff, great location, easy parking. Would absolutely stay again. Beautiful hotel."

Reviewed on Jun 4, 2024

New Haven Hotel
Red Roof Inn Milford - New Haven
Red Roof Inn Milford - New Haven
2 out of 5
10 Rowe Ave, Milford, CT
Fully refundableReserve now, pay when you stay
The price is $92 per night from Jun 20 to Jun 21
$92
$106 total
includes taxes & fees
Jun 20 - Jun 21
7/10 Good! (1,001 reviews)
"The staff are very patient"

Reviewed on Jun 3, 2024

Red Roof Inn Milford - New Haven
Hilton Garden Inn Shelton
Hilton Garden Inn Shelton
3 out of 5
25 Old Stratford Rd, Shelton, CT
Fully refundableReserve now, pay when you stay
The price is $110 per night from Jul 1 to Jul 2
$110
$126 total
includes taxes & fees
Jul 1 - Jul 2
7.4/10 Good! (1,019 reviews)
"Always a pleasure to stay at this property when in the area. Staff is very helpful and friendly."

Reviewed on Jun 4, 2024

Hilton Garden Inn Shelton
See all 875 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Prospect Hill vacation package cost?
From as low as $331. 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.

Discover the most popular places to visit in Prospect Hill

Image for Peabody Museum of Natural History

Peabody Museum of Natural History

5/5(1 review)

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
Image for Yale University

Yale University

4.5/5(528 reviews)

Enjoy the collegiate vibe around Yale University, a top college in New Haven. Stroll along the beaches or experience the area's art scene.

Yale University
Image for 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

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