Dwight Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Dwight

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
per person
Apr. 27 - Apr. 30
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to New Haven (HVN)
8.8/10 Excellent! (999 reviews)
The acessability to the main highway.

Reviewed on Feb. 23, 2025

Simsbury Inn

Simsbury Inn

3.5 out of 5
Simsbury Center
per person
May 5 - May 10
found 12 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to New Haven (HVN)
9.2/10 Wonderful! (233 reviews)
Very pretty historical property in a lovely area.

Reviewed on Feb. 16, 2025

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
Westbrook Center
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (1,002 reviews)
Staff were wonderful

Reviewed on Feb. 24, 2025

The Captain Stannard B&B Country Inn

The Captain Stannard B&B Country Inn

3 out of 5
Westbrook Center
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.6/10 Exceptional! (214 reviews)
We had a wonderful time and the owner was great. We had a fun time talking about history of both inn’s. Look forward to returning and doing more next time

Reviewed on Oct. 19, 2024

Holiday Inn Express Southington, an IHG Hotel

Holiday Inn Express Southington, an IHG Hotel

2.5 out of 5
per person
Apr. 24 - Apr. 27
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (1,003 reviews)
Nicely renovated. Very nice welcome. Indy bed, great pillows, large TV screen. Only negative, have to re-sign in for Wi-fi each time I pick up my phone.

Reviewed on Feb. 28, 2025

Where to stay in Dwight

Find the best Dwight areas and neighborhoods for the activities you enjoy most. Learn more about Dwight
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 hotels in Downtown New Haven

Dwight 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 $171 per night from Mar. 12 to Mar. 13
CA $171
CA $196 total
includes taxes & fees
Mar 12 - Mar 13
8.8/10 Excellent! (1,466 reviews)
Just LOVE the NH Hotel- best in the city!
"another GREAT stay at the New Haven Hotel! Always easy, aways friendly, easy and safe parking- cant beat the price! staying again next week!"

Reviewed on Feb. 26, 2025

New Haven Hotel
Omni New Haven Hotel at Yale
Omni New Haven Hotel at Yale
4 out of 5
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Mar. 19 to Mar. 20
CA $217
CA $249 total
includes taxes & fees
Mar 19 - Mar 20
8/10 Very Good! (1,004 reviews)
"Nice hotel close to campus and close to lots of restaurants."

Reviewed on Feb. 27, 2025

Omni New Haven Hotel at Yale
Trumbull Marriott Shelton
Trumbull Marriott Shelton
3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from Mar. 16 to Mar. 17
CA $188
CA $216 total
includes taxes & fees
Mar 16 - Mar 17
8.2/10 Very Good! (1,000 reviews)
"Excellent service!"

Reviewed on Feb. 22, 2025

Trumbull Marriott Shelton
See all 893 properties in Dwight
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 a Dwight vacation package cost?
Our Dwight packages, which begin at just CA $797, are an awesome way to save. Handpick your preferred flights, hotels and rental cars to create your perfect trip.
How do I get a cheap travel package to Dwight?
Browse and lock in everything in the one place with our Dwight vacation packages. We have incredible bargains on hotels, flights and more that’ll keep your pocketbook happy and your spirit of adventure alive. And, with more than 550 airlines and 1,000,000 hotel options across the globe to choose from, there are endless opportunities to mix and match your own way.
Where should I stay in Dwight?
Most people who travel to Dwight include both Yale University and Yale Bowl on their itineraries. Why not book a hotel close to one of these top attractions?
What are the top hotels in Dwight?
Niche #3 Cozy Suites Near Yale and Niche #2. Cozy 2 Bedroom Near Yale University are two of the most sought-after properties in Dwight. Why not take a look at the amenities and rates at each and then make up your mind?
How far in advance should I book my Dwight vacation?
It all depends on the airline, but you can normally browse through international airfares on Expedia up to a year in advance. While it’s generally a good idea to book ahead of time, lucky travelers will sometimes nab a cheaper seat only weeks before departure dates.
What does an Expedia Dwight travel package include?
It all boils down to what kind of escape you have in mind. Dwight vacation deals can include hotels, car rentals and flights. You can mix and match to create the travel package that suits your needs. You can also add on activities and experiences after you’ve booked to land even bigger discounts.
What should I know before booking a Dwight travel package?
Bundling your bookings into a Dwight vacation package is the easiest way to organize your trip. Not only that, you’ll get great discounts just for combining your flights, hotels and car rentals. Once you’ve booked, why not add on a tour or an activity?
Can I choose my airline with a Dwight Expedia vacation package?
You can, and with over 550 airlines to pick from around the world, it’s all about choice. Scroll through the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Dwight vacation package?
Don’t worry if you’re rethinking your Dwight vacation package — you can cancel or amend your booking. And if you’ve booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We know life can occasionally throw a spanner in the travel works, so look up our Customer Service Portal if that occurs. When you’re ready to make changes, we’ll be here to help.

Discover the most popular places to visit in Dwight

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
Sterling Memorial Library at 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

Yale University Art Gallery

4/5(1 review)

You can spend an afternoon exploring the galleries in Yale University Art Gallery during your trip to New Haven. Stroll along the beaches or experience the area's art scene.

Yale University Art Gallery

Things to do

Anniversaries or special occasions

Private sailing trips around Fishers island from New London, CT

CA $1,007
per traveller
Private sailing trips around Fishers island from New London, CT
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.