The Hill Vacation Packages

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Top Holiday Package Deals in The 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! (9 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 24 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 24 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 13 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 The Hill

Find the best The Hill areas and neighborhoods for the activities you enjoy most. Learn more about The 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

The Hill Hotel Deals

Luxury Furnished Apartments by Hyatus Downtown at Yale
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 out of 5
240 Congress Avenue, New Haven, CT
9.8/10 Exceptional! (17 reviews)
"Everything was okay, the apartment was great, enough space for 3 people. During the nighttime no noise, silence, good for well sleeping and so on… 5 points!"

Reviewed on May 5, 2024

Get rates
Luxury Furnished Apartments by Hyatus Downtown at Yale
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 $235 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
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Jun. 13 to Jun. 14
CA $156
CA $179 total
includes taxes & fees
Jun 13 - Jun 14
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
See all 888 properties in The 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a The Hill vacation package cost?
The cheapest The Hill vacation package is CA $542, so your dream escape can become a reality — without burning a hole in your pocket. Combine flights, hotels and car rentals to create a package that suits you.
How do I get a cheap travel package to The Hill?
Bundle your hotel and flight bookings, add extras such as activities, and save with a The Hill vacation package. You won’t just pick up amazing discounts on your adventure — you’ll have lots of choice at your fingertips too. When you book with Expedia, you can select from more than 550 air carriers and 1,000,000 hotels worldwide. Your unforgettable vacation starts right here, right now!
Where should I stay in The Hill?
Travelers come from every corner of the globe to experience Yale University and Yale Bowl in The Hill. Book a hotel near these popular attractions and visit them whenever you want.
What are the top hotels in The Hill?
Book a room at Luxury Furnished Apartments By Hyatus At Amistad Park. It’s one of the neighborhood’s most popular hotels. Another well-known option in The Hill is Luxury Furnished Apartments By Hyatus Downtown At Yale.
How far in advance should I book my The Hill vacation?
Browse Expedia to compare international fares as soon as you know your travel dates. In many cases, you can purchase a ticket up to a year prior to departure. If you can’t find your preferred carrier, or you have to book last minute, don’t worry. The lowest prices to The Hill sometimes emerge within weeks of the date of departure.
What does an Expedia The Hill travel package include?
Expedia has all you need to plan your The Hill getaway, but how you structure your package is your choice. Choose from a combination of flights, rental cars and hotels. Chasing some activities or tours to keep you entertained? Once you’ve made your booking, you can add them on too. No matter your budget or style, there’s a deal to suit your needs.
What should I know before booking a The Hill travel package?
Bundling your bookings into a The Hill vacation package is the most convenient way to organize your trip. Not only that, you’ll save when you combine your flights, hotels and car rentals. Once you’ve booked, why not add on an activity or a tour?
Can I choose my airline with a The Hill Expedia vacation package?
Yes, so take your pick! We have access to over 550 airlines across the globe, so you can tailor your The Hill adventure according to your budget and travel needs.
If I'm not able to travel, can I cancel my The Hill vacation package?
It is possible to cancel your The Hill booking if your travel plans have been upended. Whether you’ll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Discover the most popular places to visit in The Hill

Image for 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
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
Image for New Haven City Hall

New Haven City Hall

New Haven City Hall is just one of the places to see in New Haven, so why not enjoy the other things to explore during your travels? Experience the area's art scene and museums.

New Haven City Hall

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.