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.
Spark by Hilton Guilford

Spark by Hilton Guilford

2.5 out of 5
per person
Aug 21 - Aug 24
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (6 reviews)
Going with family to visit the annual firework in Guilford. This is closest hotel and actually not much better option around. Price super high over $300 per night in weekend. But 2.5 star…..and really simple breakfast…..

Reviewed on Jul. 14, 2025

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
Save 100% on your flight
per person
Aug 28 - Sep 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
9.4/10 Exceptional! (1,003 reviews)
Great staff and service

Reviewed on Jul. 14, 2025

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
Old Saybrook Center
Save 100% on your flight
per person
Aug 28 - Sep 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
9.4/10 Exceptional! (16 reviews)
We loved the convenient location and beautiful historic building, but we were very disappointed in the level of cleanliness (a layer of dust on shelves and fireplace, cobwebs under furniture). There were some other issues (loose shower head, broken coffee maker). There's no one on site to address in person. It's a lovely place, but needs some attention. For the price, it should be better! :(

Reviewed on May 1, 2025

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
per person
Aug 28 - Sep 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
7/10 Good! (880 reviews)
A simple, affordable, conveniently located, and pleasant stay.

Reviewed on Jun. 23, 2025

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
per person
Aug 28 - Sep 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
7.8/10 Good! (987 reviews)
Nice, clean and friendly.

Reviewed on Jul. 15, 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 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
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 $177 per night from Jul 28 to Jul 29
CA $177
CA $204 total
Jul 28 - Jul 29
includes taxes & fees
8.8/10 Excellent! (1,651 reviews)
"My family has stayed here a few times and we have always found it clean and comfortable. It was a little noisy this visit, but the bed was comfortable so we still all slept great."

Reviewed on Jul. 13, 2025

New Haven Hotel
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 $131 per night from Jul 20 to Jul 21
CA $131
CA $151 total
Jul 20 - Jul 21
includes taxes & fees
7.6/10 Good! (1,190 reviews)
Nice hotel terrible service from staff
"Room was great. Pool was clean. Breakfast was nice. The staff during the day was very rude primarily this one lady who was working pretty much every day shift. She wasn’t friendly and she didn’t want to be any help when I asked her if I could get any video footage of the parking lot so I could possibly ..."

Reviewed on Jul. 12, 2025

Best Western Executive Hotel Of New Haven - West Haven
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 $97 per night from Aug 14 to Aug 15
CA $97
CA $113 total
Aug 14 - Aug 15
includes taxes & fees
6.8/10 (1,010 reviews)
"Enjoyed my stay and will do it again."

Reviewed on Jul. 12, 2025

Motel 6 New Haven - Branford, CT
See all 920 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

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Prospect Hill vacation package cost?
From as low as CA $722. 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.