Prospect Hill Vacation Packages

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Top Holiday Package Deals in Prospect Hill

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
per person
Sep 4 - Sep 7
found 12 hours ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
7/10 Good! (880 reviews)
The pool wasn’t open, the room needed to be updated, bathroom outlet didn’t work, tv was static, I wouldn’t stay again.

Reviewed on Jul. 27, 2025

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
per person
Sep 4 - Sep 7
found 12 hours ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
9.4/10 Exceptional! (1,003 reviews)
Beds in the room are NOT comfortable. Me, my wife and kids did NOT get a good night rest.

Reviewed on Jul. 25, 2025

Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

2.5 out of 5
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Calgary (YYC) to New Haven (HVN)
8.8/10 Excellent! (1,703 reviews)
The room was very spacious. Lots of options in the area. Front staff made ir very easy to check in. Decent breakfast options. Only con was The bathroom was a little dated. You can tell they tried to do quick patch jobs to the cracks in the ceilings and the door didnt evenly close. Otherwise everythings else was good. I would stay again.

Reviewed on Jul. 27, 2025

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Calgary (YYC) to New Haven (HVN)
9.2/10 Wonderful! (2,445 reviews)
Close to highway and clean

Reviewed on Jul. 27, 2025

The Captain Stannard

The Captain Stannard

3 out of 5
Westbrook Center
per person
Sep 4 - Sep 7
found 12 hours ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
9.6/10 Exceptional! (228 reviews)
This is as nice a place as can be. 10 stars all the way from checkin to check out. Do not hesitate to book here

Reviewed on Jul. 25, 2025

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

Downtown New Haven

6 out of top 10 points of interest in this area
5/5(4 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 hotels in Downtown New Haven

Prospect Hill Hotel Deals

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St, Branford, CT
Fully refundable
The price is CA $98 per night from Aug 7 to Aug 8
CA $98
CA $114 total
Aug 7 - Aug 8
includes taxes & fees
6.8/10 (1,015 reviews)
"😍"

Reviewed on Jul. 21, 2025

Motel 6 New Haven - Branford, CT
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 CA $167 per night from Aug 25 to Aug 26
CA $167
CA $192 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (1,679 reviews)
"Lovely hotel, and well located."

Reviewed on Jul. 25, 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 refundableReserve now, pay when you stay
The price is CA $185 per night from Aug 18 to Aug 19
CA $185
CA $213 total
Aug 18 - Aug 19
includes taxes & fees
8.6/10 Excellent! (827 reviews)
"The staff was very nice and accommodating. Parking on site was very easy and nice, though the cost seemed a little high. The hotel is walkable distance to a lot of the things we wanted to do / see and the restaurants we wanted to eat at."

Reviewed on Jul. 26, 2025

Cambria Hotel New Haven University Area
See all 918 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 Vacations
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Frequently asked questions

How much does a Prospect Hill vacation package cost?
From as low as CA $531. 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

Yale University

Yale University

4.5/5(21 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
Sterling Memorial Library at 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

Yale University Art Gallery

4/5(1 review)

You can spend an afternoon exploring the galleries in Yale University Art Gallery during your trip to New Haven. Stroll along the beaches or experience the area's art scene.

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