The Hill Vacations from $259

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Your The Hill Vacation

The Hill is beckoning! Whatever type of getaway you're organizing, you can experience and see more of this neighborhood with a The Hill vacation package. Kick off your trip to The Hill by heading to nearby attractions such as Yale University, Yale Bowl and East Rock Park. No matter your travel goals or the size of your budget, booking your dream The Hill vacation has never been easier with Expedia.

The Latest The Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Price was $303, price is now $259 per person
$259
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to New Haven (HVN)
8.6/10 Excellent! (575 reviews)
Great place and great view

Reviewed on Oct 26, 2025

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $468, price is now $371 per person
$371
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to New Haven (HVN)
18.4/10 Exceptional! (905 reviews)
Great stay, friendly and helpful staff.

Reviewed on Nov 14, 2025

New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $441, price is now $385 per person
$385
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to New Haven (HVN)
18/10 Exceptional! (1,874 reviews)
Always happy to be there! Great staff and convenient location, perfect for a short stay on campus.

Reviewed on Nov 8, 2025

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was $379, price is now $332 per person
$332
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to New Haven (HVN)
16.4/10 Exceptional! (1,000 reviews)
Clean, comfortable, and affordable. The staff were incredibly nice. Upon entering the room, we quickly realized the sink wouldn’t drain. We told them on our way out to activities and it was fixed by the time we got back. They answered all our questions from things about the pool, to the laundry facility. The housekeeping ladies did a great job and were kind as well!

Reviewed on Nov 5, 2025

Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT

2.5 out of 5
Price was $305, price is now $275 per person
$275
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip flight included
Denver (DEN) to New Haven (HVN)
7.8/10 Good! (713 reviews)
Front desk and service were great, but the room could have been in cleaner

Reviewed on Nov 2, 2025

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

5 out of top 10 points of interest in this area
4/5(138 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

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
9.6/10 Exceptional! (60 reviews)
Very clean, exactly as on website

Reviewed on Nov 2, 2025

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
$101 nightly
The price is $117 total per night from Dec 3 to Dec 4
$117 total
Dec 3 - Dec 4
Total with taxes and fees
9/10 Wonderful! (1,870 reviews)
Always happy to be there! Great staff and convenient location, perfect for a short stay on campus.

Reviewed on Nov 8, 2025

New Haven Hotel
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Nov 23 to Nov 24
$107 total
Nov 23 - Nov 24
Total with taxes and fees
8/10 Very Good! (1,016 reviews)
Great location

Reviewed on Nov 11, 2025

Wyndham Southbury
See all 915 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.
All Inclusive Vacations
All Inclusive Vacations
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Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in The Hill

Yale University

Yale University

4.5/5(528 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
Stairs detail in an apartment complex

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
Over Yale University

New Haven City Hall

3/5(1 review)

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

Things to do

Harkness Towner

Private Historic Yale Smart Phone Self Guided Walking Tour

$10
per adult
86% of travellers recommend
Private Historic Yale Smart Phone Self Guided Walking Tour
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.