Upper State Street Historic District Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Upper State Street Historic District

Price found within the past 48 hours. Click for updated prices.
Liberty Inn

Liberty Inn

2 out of 5
Price was CA $699, price is now CA $621 per person
CA $621
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
7.6/10 Good! (651 reviews)
Clean convenient place, reasonably priced

Reviewed on Jun 4, 2026

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was CA $928, price is now CA $726 per person
CA $726
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
8/10 Very Good! (1,000 reviews)
The rooms were just old. Pillows were flat and towels thin.

Reviewed on Jun 21, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was CA $2,590, price is now CA $2,217 per person
CA $2,217
per person
Sep 10 - Sep 14
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
No reviews
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
Price was CA $723, price is now CA $623 per person
CA $623
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
7/10 Good! (925 reviews)
The office was not open when we got there had to keep ringing the buzzer when we left in the morning there was no one in the office.

Reviewed on Jun 14, 2026

Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
Price was CA $1,338, price is now CA $1,222 per person
CA $1,222
per person
Jul 21 - Jul 28
found 17 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to New Haven (HVN)
8.4/10 Very Good! (823 reviews)
My only complaint is The air conditioner is loud. Easy parking and clean bathroom. Staff is efficient. There’s a laundry room and vending machine for drinks. A clean motel.

Reviewed on Jun 17, 2026

Where to stay in Upper State Street Historic District

Find the best Upper State Street Historic District areas and neighborhoods for the activities you enjoy most. Learn more about Upper State Street Historic District
Downtown New Haven

Downtown New Haven

4 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 hotels in Downtown New Haven

Upper State Street Historic District 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 $167 per night from Jul 5 to Jul 6
CA $167
CA $193 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (2,189 reviews)
"Would recommend and would stay there again."

Reviewed on Jun 21, 2026

New Haven Hotel
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St Branford CT
Fully refundable
The price is CA $101 per night from Jun 28 to Jun 29
CA $101
CA $117 total
Jun 28 - Jun 29
includes taxes & fees
7.2/10 Good! (1,004 reviews)
"I was made to feel like a prisoner I this motel. In the middle of the night, not mentioned in check IN, I was made to feel like a prisoner once scolded to “enter from the back” after discovering the lobby door was locked. The front desk agent pointed towards the back of complex and screamed at me ..."

Reviewed on Jun 19, 2026

Motel 6 New Haven - Branford, CT
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
The price is CA $146 per night from Jun 24 to Jun 25
CA $146
CA $168 total
Jun 24 - Jun 25
includes taxes & fees
8/10 Very Good! (1,664 reviews)
"Clean, quiet room. We got in around 8pm and the only rooms left were next to elevators. My biggest complaints were no outlets next to the bed for phones, and no coffee maker in the room."

Reviewed on Jun 21, 2026

Best Western Executive Hotel Of New Haven - West Haven
See all 958 properties in Upper State Street Historic District
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
Family Vacations
Family Vacations

Frequently asked questions

How much does an Upper State Street Historic District vacation package cost?
Tailor make your Upper State Street Historic District package from a low CA $621. Choose from any combination of rental cars, flights and hotels to pull together the escape you've been dreaming about for ages. Remember to add on some activities and experiences!
How do I get a cheap travel package to Upper State Street Historic District?
Search for flights that suit your schedule, add a hotel room to your booking and watch the savings grow with an Upper State Street Historic District vacation package. It's as easy as that! From hotels and flights to rental cars and tours, Expedia is where your cheap getaway begins. And with more than 550 airlines and 1,000,000 properties globally to choose from, you'll never be short of choice.
Where should I stay in Upper State Street Historic District?
Travelers come from all over to see Yale University and Yale Bowl in Upper State Street Historic District. Stay within walking distance of these awesome attractions and visit them whenever you want.
What are the top hotels in Upper State Street Historic District?
2 Fl Loft, East Rock, Yale, Som is one of Upper State Street Historic District's leading hotels. Reserve a room here and you'll rest easy knowing you're in good hands.
How far in advance should I book my Upper State Street Historic District vacation?
To score rock-bottom prices, book nice and early. Airlines usually release flight tickets, along with some of the lowest fares, up to a year prior to departure. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway in Upper State Street Historic District, there are always plenty of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Upper State Street Historic District travel package include?
You can select from any combination of rental cars, hotels and flights. Once you've made your booking, you can add tours and activities. Want to pick your fare class? That's easy to do too. The choice is yours when it comes to planning your dream Upper State Street Historic District trip.
What should I know before booking an Upper State Street Historic District travel package?
When you book your flights, hotels and car rentals together, you'll score amazing discounts. Whether you're planning a wilderness getaway in a cabin or would rather stay in a luxurious city hotel, Expedia can help make it happen.
Can I choose my airline with an Upper State Street Historic District Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the freedom to take your pick of available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Upper State Street Historic District vacation package?
Whether it's your hotel or flight, you can cancel or alter it. Booked your Upper State Street Historic District vacation package in the last 24 hours? You may be able to make changes at no cost. If it's been longer than that, you may incur a charge from your airline, hotel or car rental company. For more information, browse our Customer Service Portal. We'll help you every step of the way.

Discover the most popular places to visit in Upper State Street Historic District

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

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

Sterling Memorial Library at Yale University

After visiting Sterling Memorial Library at Yale University, make a plan to see the other sights and activities in New Haven. Experience the area's art scene and museums.

Sterling Memorial Library at Yale University

Things to do

New Haven's Ghost Walk

New Haven's Ghost Walk

CA $36
per adult
New Haven's Ghost Walk
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.