Prospect Hill Vacations from $423

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Your Prospect Hill Vacation

Discovering all that Prospect Hill has to offer is easy when you book a Prospect Hill vacation package. Noted for its history and more, this inviting neighborhood is waiting to welcome you. Kick start your trip to Prospect Hill by visiting nearby attractions such as Yale University, Yale Bowl and East Rock Park. Stop daydreaming and start doing. When it's time to lock in your next vacation to Prospect Hill, Expedia will help get you there.

The Latest Prospect Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
Save 100% on your flight
per person
Sep 12 - Sep 15
found 20 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
9/10 Wonderful! (1,004 reviews)
Very easy navigation to the hotel. Got exactly the room that I reserved, and even a little bit better. The hotel staff from front desk agent to assistant general manager to bartender to the breakfast hostess Were all incredibly friendly and warm and responsive. It felt like staying at a friend's place. Their last act upon our checkout was reflective of the service throughout our Multi-day stay: I asked if the breakfast coffee was still out and the front desk agent told me it was not but then offered to get me a cup of coffee from the kitchen, which she did right away and with a smile. It was so nice and such a kind gesture to this weary traveler, and it's the little things like that that make this a great place to stay.

Reviewed on Jul 10, 2025

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Save 100% on your flight
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.8/10 Excellent! (1,004 reviews)
Clean, good service. Couldn’t ask for more.

Reviewed on Jul 13, 2025

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Save 100% on your flight
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to New Haven (HVN)
8.4/10 Very Good! (1,015 reviews)
Clean room, friendly staff. We stayed Sat-Mon and while the hotel was great, there was quite a bit of noise from the bars & partiers on the street. There was a panel under our window that let in all the sound. If I didn't have my earplugs, sleep would have been a struggle. Not being used to the downtown environment, we didn't feel very safe in the area and chose to drive most of the time when leaving the hotel. The restaurant on the 19th floor was great for our Monday breakfast with a varied menu and well-presented and delicious food.

Reviewed on Jul 12, 2025

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Save 100% on your flight
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.8/10 Excellent! (1,014 reviews)
Everything was great, the rooms where clean, the staff was awesome

Reviewed on Jul 9, 2025

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to New Haven (HVN)
9.2/10 Wonderful! (824 reviews)
Very nice convenient to Yale museums.

Reviewed on Jul 9, 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
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

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
$144 nightly
The price is $165 total per night from Jul 28 to Jul 29
$165 total
Jul 28 - Jul 29
Total includes taxes and fees
8.8/10 Excellent! (1,647 reviews)
"Very clean and spacious rooms"

Reviewed on Jul 12, 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
$96 nightly
The price is $110 total per night from Jul 20 to Jul 21
$110 total
Jul 20 - Jul 21
Total includes taxes and fees
7.8/10 Good! (1,188 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
$72 nightly
The price is $83 total per night from Jul 22 to Jul 23
$83 total
Jul 22 - Jul 23
Total includes taxes and 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 918 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

Kid Friendly Vacations

Kid Friendly Vacations

Discover the most popular places to visit in Prospect Hill

Guardian of the gate?

Peabody Museum of Natural History

5/5(1 review)

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