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.
Village Motel By OYO Clinton

Village Motel By OYO Clinton

2.5 out of 5
per person
Jul. 19 - Jul. 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
7.4/10 Good! (8 reviews)
Extremely unique environment.

Reviewed on May 6, 2024

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
per person
Jul. 19 - Jul. 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (245 reviews)
Beautiful hotel and restaurant.

Reviewed on May 25, 2024

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
per person
Jul. 15 - Jul. 22
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
7/10 Good! (806 reviews)
The area was safe and quiet and it was right off the higway. There were places to eat and shop near by The room smelled of cleaning products and the rooms were dated however we were only spending a night in a budget hotel so you get what you pay for the room had two beds and one had a stain on the sheet so we slept in the other and that one had a stain on the comforter the breakfast was continental so recommend eating someplace else. breakfast was in a brown bag and was a donut and a granola bar a fruit cup and a fruity drink if you are looking for no frills budget stay I would recommend staying here however I would check the sheets or bring your own

Reviewed on May 17, 2024

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
Old Saybrook Center
per person
Jul. 15 - Jul. 22
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
9.6/10 Exceptional! (8 reviews)
Near nice shops and restaurants

Reviewed on May 26, 2024

The Surfside Hotel

The Surfside Hotel

2 out of 5
Lordship
per person
Jul. 30 - Aug. 1
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
8.8/10 Excellent! (45 reviews)
Neat retro furnishings!

Reviewed on May 24, 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
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 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 CA $204 per night from Jun. 30 to Jul. 1
CA $204
CA $234 total
includes taxes & fees
Jun 30 - Jul 1
8.8/10 Excellent! (1,246 reviews)
"Old school charm"

Reviewed on Jun. 1, 2024

New Haven Hotel
Hilton Garden Inn Shelton
Hilton Garden Inn Shelton
3 out of 5
25 Old Stratford Rd, Shelton, CT
The price is CA $156 per night from Jun. 12 to Jun. 13
CA $156
CA $179 total
includes taxes & fees
Jun 12 - Jun 13
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
Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
The price is CA $127 per night from Jun. 16 to Jun. 17
CA $127
CA $146 total
includes taxes & fees
Jun 16 - Jun 17
8.2/10 Very Good! (1,011 reviews)
"Coffee shop was supposed to open at 7 am on Sundays and when asked for a coffee at 7:15 am to the employee said that we have to wait 15 minutes to order it."

Reviewed on Jun. 2, 2024

Courtyard by Marriott Waterbury Downtown
See all 880 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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All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

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Frequently asked questions

How much does a Prospect Hill vacation package cost?
From as low as CA $542. 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

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

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

Other vacations you might like

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