The Hill Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Your The Hill Holiday

Make planning your travels easy by snapping up a holiday package to The Hill. We'll look after the small stuff, so you can concentrate on enjoying everything this neighbourhood can offer. When it's time to get out and explore, you'll find plenty of awesome attractions nearby including Yale University, Yale Bowl and East Rock Park. Visit one, two (or even all!) during your trip to The Hill. Expedia is here to put your travel plans into action. Book your perfect The Hill holiday now.

Price found within the past 48 hours. Click for updated prices.
  • Property grounds
    Jul 20 - Jul 26

    Pier Blue Inn Old Saybrook - Essex + Flight

    Saybrook Manor
    6 nights
    2.0 star property
    8.0/10 - Very good (1,003 reviews)
    "The mold was seen visible in the bathroom and the floors were not clean. Old furniture and asked for a rebate to no avail. Was told the property was updated. Beds are old and furniture is not new. TV has very few stations. Was not satisfied at all."
    Reviewed May 25, 2026
    Return • London (LHR) - New York (JFK)
    LHR - JFK • Direct LGA - LHR • Direct
    £1,262
    £1,048
    per traveller
    found 2 hours ago
    Pier Blue Inn Old Saybrook - Essex
  • Exterior
    Jul 20 - Jul 26

    Saybrook Point Resort & Marina + Flight

    Old Saybrook Center
    6 nights
    3.5 star property
    9.6/10 - Exceptional (1,001 reviews)
    "Everything from room to dining was excellent!"
    Reviewed May 28, 2026
    Return • London (LHR) - New York (JFK)
    LHR - JFK • Direct LGA - LHR • Direct
    £1,976
    £1,921
    per traveller
    found 2 hours ago
    Saybrook Point Resort & Marina

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
Downtown New Haven

Downtown New Haven

4 out of top 10 points of interest in this area
4.5/5(6 area reviews)

If you're spending some time in Downtown New Haven, Sterling Memorial Library at Yale University and New Haven City Hall are top sights worth seeing.

Find hotels in Downtown New Haven

Top hotels in The Hill

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! (74 reviews)
"Great place"

Reviewed on 27 May 2026

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Luxury Furnished Apartments by Hyatus Downtown at Yale
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
9 Tower Ln New Haven CT
9.2/10 Wonderful! (31 reviews)
"Great stay with many amenities to enjoy within the building!"

Reviewed on 3 Apr 2026

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Hyatus Luxury Residences City Crossing
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 £117 per night from 1 Jul to 2 Jul
£117
1 Jul - 2 Jul
includes taxes & fees
9.2/10 Wonderful! (2,145 reviews)
"It has been awhile since we last stayed in New Haven Hotel. It exceeded our expectations in many aspects, and we would likely come back during our future visits."

Reviewed on 30 May 2026

New Haven Hotel
See all 1,001 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a The Hill travel package cost?
We make it simple to explore the world, with The Hill packages starting from as low as . You'll have the flexibility to combine your preferred airlines, hotels and car rental. For the ultimate getaway, why not add some experiences and tours to your travel itinerary?
If I'm not able to travel, can I cancel my The Hill travel package?
If your travel plans in The Hill have been upended, it's comforting to know that it is possible to cancel or amend your booking. If you made your booking less than 24 hours ago, you may be able to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a fee. To find out more, visit our Customer Service Portal.
How do I get a cheap travel package to The Hill?
Book everything all in one place with our The Hill travel packages. You'll discover deals on hotels, flights and more that'll keep your pocket happy and your adventurousness alive. And, with more than 550 air carriers and 1,000,000 properties across the globe to choose from, you'll have the flexibility to mix and match however you please.
Does Expedia offer Book Now, Pay Later The Hill holidays?
Expedia has teamed up with online lender Klarna to make booking your next break a little easier on the wallet. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more money to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that falls within your budget. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in convenient monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: If you'd prefer to pay for your getaway across multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you spot an incredible deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock in your escape.

Where should I stay in The Hill?
Most people who visit The Hill put both Yale University and Yale Bowl on their to-do lists. Why not reserve a hotel that's close to these popular attractions?
What are the top hotels in The Hill?
Secure a room at La Quinta Inn & Suites by Wyndham New Haven. It's one of the area's most popular properties. Another great option in The Hill is New Haven Hotel.
How far in advance should I book my The Hill holiday?
It can be difficult to know when is the ideal time to book your trip to The Hill. But typically the earlier you book, the cheaper the prices. Sometimes, you can book your flights and hotels nearly 12 months before departure. If you're considering a last-minute getaway, no need to fret! There are great bargains featured on Expedia all the time.
What does an Expedia The Hill travel package include?
Car rentals, hotels and flights — we bring you the very best bargains. All you have to do is pick and choose your preferred combination. Once you've made your booking, you can add on the fun stuff like sightseeing activities. Our travel packages make it simple to craft an awesome The Hill trip.
What should I know before booking a The Hill travel package?
Booking all the parts of your getaway together is a terrific way to save. Bundle your airfares, rental cars and hotels into a handy package. But you're not restricted to hotels. Expedia has all types of properties, including holiday rentals such as beachfront villas and spacious residences. The list is almost endless!
Can I choose my airline with a The Hill Expedia travel package?
You sure can. We have more than 550 airline partners around the world, so select the carrier that fits your budget needs.

Popular places to visit

Yale university buildings in spring blue sky in New Haven, CT USA

Yale University

Walk around the campus of Yale University, a top university in New Haven. Stroll along the beaches or experience the area's art scene.

Yale University
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

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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.