Dwight Vacation Packages
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Top Holiday Package Deals in Dwight
Price found within the past 48 hours. Click for updated prices.
Cheshire Welcome Inn
CA $1,208
per person
Oct 30 - Nov 5
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to New Haven (HVN)
8.4/10 Very good! (864 reviews)
The cleanliness of the room did not feel very reassuring. The sound insulation was extremely poor, and there was constant traffic on the road directly in front of the property, which made the room very noisy and difficult to sleep in. The air conditioner was also quite old and loud, adding even more noise during the night. Overall, the stay was much less comfortable than expected.
Reviewed on Aug 29, 2026
New Haven Hotel
Downtown New Haven
CA $888
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.2/10 Wonderful! (2,262 reviews)
Very spacious room. Tired and a bit musty but clean and well-maintained. Lots of room to spread out; bathroom more than adequate. I really appreciated the enclosed, secure garage so close with the use of the footbridge. I do wish I'd been told I needed my room key to get out of the garage - I'd already turned it in. If it wasn't for the parking attendant letting me out, I'd have been stuck running across the street to get my key back from the front desk, all while blocking the exit.
Reviewed on Aug 30, 2026
Where to stay in Dwight
Find the best Dwight areas and neighborhoods for the activities you enjoy most. Learn more about Dwight
Downtown New Haven
4 out of top 10 points of interest in this area
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.
The Hill
1 out of top 10 points of interest in this area
Southwesternmost New Haven, this area boasts historic structures, Union Station, and Yale-New Haven Hospital. Explore Trowbridge Square and City Point, or visit the Lupi-Legna Bakery.
Long Wharf
Waterfront district with a mix of commercial, industrial, and recreational facilities, Long Wharf offers attractions like Long Wharf Theatre and Vietnam Veterans Memorial Park. Easily accessible via Interstates 95 and 91, and Church Street Bridge.
East Rock
Prominent trap rock ridge East Rock lends its name to this neighborhood, popular among Yale affiliates and cyclists. Explore East Rock Park or visit the lively Upper State Street commercial district.
West New Haven
1 out of top 10 points of interest in this area
If you're spending some time in West New Haven, Yale Bowl and Yale Golf Course are top sights worth seeing.
Dwight Hotel Deals
Courtyard New Haven at Yale
30 Whalley Ave New Haven CT
Fully refundableReserve now, pay when you stay
CA $166
CA $191 total
Sep 6 - Sep 7
includes taxes & fees
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
CA $166
CA $191 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (2,290 reviews)
"Very spacious room. Tired and a bit musty but clean and well-maintained. Lots of room to spread out; bathroom more than adequate. I really appreciated the enclosed, secure garage so close with the use of the footbridge. I do wish I'd been told I needed my room key to get out of the garage - I'd already ..."
Reviewed on Aug 30, 2026
Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Fully refundable
CA $89
CA $104 total
Sep 6 - Sep 7
includes taxes & fees
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.
Frequently asked questions
How much does a Dwight vacation package cost?
Our Dwight packages, which begin at just CA $658, 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.
Stay near popular Dwight attractions
Art Plus Studio
Enjoy an outing to Art Plus Studio during your stay in New Haven. Experience the area's art scene and museums.
Things to do
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.