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.
Liberty Inn

Liberty Inn

2 out of 5
Price was CA $699, price is now CA $621 per person
CA $621
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
7.6/10 Good! (651 reviews)
Clean convenient place, reasonably priced

Reviewed on Jun 4, 2026

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was CA $928, price is now CA $726 per person
CA $726
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
8/10 Very Good! (1,000 reviews)
It was in a good location and less expensive than area hotels.

Reviewed on Jun 15, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was CA $2,590, price is now CA $2,217 per person
CA $2,217
per person
Sep 10 - Sep 14
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
No reviews
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
Price was CA $723, price is now CA $623 per person
CA $623
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
7/10 Good! (925 reviews)
The office was not open when we got there had to keep ringing the buzzer when we left in the morning there was no one in the office.

Reviewed on Jun 14, 2026

Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
Price was CA $1,338, price is now CA $1,222 per person
CA $1,222
per person
Jul 21 - Jul 28
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to New Haven (HVN)
8.4/10 Very Good! (823 reviews)
My only complaint is The air conditioner is loud. Easy parking and clean bathroom. Staff is efficient. There’s a laundry room and vending machine for drinks. A clean motel.

Reviewed on Jun 17, 2026

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
Downtown New Haven

Downtown New Haven

4 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

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 Jul 5 to Jul 6
CA $167
CA $193 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (2,188 reviews)
"Nothing we didn't like."

Reviewed on Jun 20, 2026

New Haven Hotel
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 $101 per night from Jun 28 to Jun 29
CA $101
CA $117 total
Jun 28 - Jun 29
includes taxes & fees
7.2/10 Good! (1,004 reviews)
"I was made to feel like a prisoner I this motel. In the middle of the night, not mentioned in check IN, I was made to feel like a prisoner once scolded to “enter from the back” after discovering the lobby door was locked. The front desk agent pointed towards the back of complex and screamed at me ..."

Reviewed on Jun 19, 2026

Motel 6 New Haven - Branford, 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 CA $146 per night from Jun 24 to Jun 25
CA $146
CA $168 total
Jun 24 - Jun 25
includes taxes & fees
8/10 Very Good! (1,663 reviews)
"It’s awesome stay and this property located area having all big stores near by"

Reviewed on Jun 21, 2026

Best Western Executive Hotel Of New Haven - West Haven
See all 997 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.
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Frequently asked questions

How much does a Prospect Hill vacation package cost?
From as low as CA $621. 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 buildings in spring blue sky in New Haven, CT USA

Yale University

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

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

Things to do

New Haven's Ghost Walk

New Haven's Ghost Walk

CA $36
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.