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.
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
Price was CA $1,705, price is now CA $1,524 per person
CA $1,524
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Saskatoon (YXE) to New Haven (HVN)
8.4/10 Very Good! (1,006 reviews)
Breakfast was great, we had a wonderful time

Reviewed on Apr 23, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was CA $3,485, price is now CA $2,364 per person
CA $2,364
per person
Jul 5 - Jul 9
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
No reviews
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Price was CA $2,224, price is now CA $1,884 per person
CA $1,884
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Saskatoon (YXE) to New Haven (HVN)
9.2/10 Wonderful! (31 reviews)
Great stay with many amenities to enjoy within the building!

Reviewed on Apr 3, 2026

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

3 out of 5
The Centre
Price was CA $1,899, price is now CA $1,703 per person
CA $1,703
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Saskatoon (YXE) to New Haven (HVN)
9.6/10 Exceptional! (517 reviews)
We had a very nice stay as a family of 4. Appreciated the larger-than-average size room with pull-out couch and kitchenette. It was very clean and well-maintained and staff were friendly and accommodating. Location was convenient to restaurants and other areas. Breakfast was fine for a hotel breakfast buffet- nothing spectacular, but we were appreciative of it being there. Found it to be quiet despite being right near highway. Would stay there again!

Reviewed on Apr 12, 2026

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden

3 out of 5
Price was CA $1,859, price is now CA $1,721 per person
CA $1,721
per person
Jun 4 - Jun 9
found 3 hours ago
Roundtrip non-stop flight included
Saskatoon (YXE) to New Haven (HVN)
9/10 Wonderful! (1,005 reviews)
Room/bathroom were recently renovated and the rooms are very quiet. The bed was comfortable and the room was well lit/very bright.

Reviewed on Apr 19, 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

5 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 $163 per night from May 3 to May 4
CA $163
CA $187 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (2,101 reviews)
It was ok. The staff seemed somewhat cold.

Reviewed on Apr 23, 2026

New Haven Hotel
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Apr 26 to Apr 27
CA $208
CA $240 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Front desk personnel was awesome

Reviewed on Apr 21, 2026

Omni New Haven Hotel at Yale
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 CA $184 per night from Apr 26 to Apr 27
CA $184
CA $211 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (1,108 reviews)
I booked a room because it was meant to be a specific room and when we arrived it was not available. The entire reason for booking HORRIBLE EXPERIENCE

Reviewed on Apr 23, 2026

Hilton Garden Inn Shelton
See all 1,014 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
All Inclusive Vacations
Beach Vacations
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Family Vacations

Frequently asked questions

How much does a Prospect Hill vacation package cost?
From as low as CA $1,524. 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

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

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