Dwight Vacations from $561

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Your Dwight Vacation

Leap into your next exciting adventure with one of our Dwight vacation packages. Spend your days getting to know this neighborhood's countless delights, including its history. Your trip to Dwight wouldn't be complete without a stop at leading attractions nearby such as Yale University, Yale Bowl and East Rock Park. No matter your travel plans or budget, booking a perfect Dwight vacation is a cinch with Expedia.

The Latest Dwight Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $752, price is now $561 per person
$561
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
8.6/10 Excellent! (1,005 reviews)
Did valet parking which excellent

Reviewed on Apr 11, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $2,445, price is now $1,364 per person
$1,364
per person
May 30 - Jun 3
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
No reviews
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $1,083, price is now $769 per person
$769
per person
May 15 - May 17
found 21 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
9.4/10 Exceptional! (349 reviews)
The hotel was perfect for a one night getaway. Matthew at the front desk was wonderful, and so very helpful. The dinner was outstanding, as was the breakfast the next morning. The location on the beach was perfect, and even though it was April, we enjoyed a nice walk on the beach. Would definitely come back!

Reviewed on Apr 12, 2026

Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Save 100% on your flight
Price was $1,097, price is now $785 per person
$785
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
9.6/10 Exceptional! (67 reviews)
beat check in procedures! so clear, so informative. clean, spacious and lovely. parking was great.

Reviewed on Apr 12, 2026

Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Save 100% on your flight
Price was $1,389, price is now $1,032 per person
$1,032
per person
May 15 - May 17
found 21 hours ago
Roundtrip flight included
Raleigh (RDU) to New Haven (HVN)
9.2/10 Wonderful! (30 reviews)
Great stay with many amenities to enjoy within the building!

Reviewed on Apr 3, 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

Downtown New Haven

5 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

Dwight Hotel Deals

Courtyard New Haven at Yale

Courtyard New Haven at Yale

3 out of 5
30 Whalley Ave New Haven CT
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $165 total per night from Apr 29 to Apr 30
$165 total
Apr 29 - Apr 30
Total with taxes and fees
8.6/10 Excellent! (1,006 reviews)
Good

Reviewed on Apr 11, 2026

Courtyard New Haven at Yale
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $143 total per night from May 3 to May 4
$143 total
May 3 - May 4
Total with taxes and fees
9.2/10 Wonderful! (2,086 reviews)
Hotel is in a great location, perfect for walking around the area. Nearby parking is very convenient, but tight. Staff was friendlt, everything was clean, room was large and quality was fantastic. Would stay here again.

Reviewed on Apr 12, 2026

New Haven Hotel
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from Apr 19 to Apr 20
$122 total
Apr 19 - Apr 20
Total with taxes and fees
8.6/10 Excellent! (1,294 reviews)
Bed was uncomfortable and creaky, and walls were thin—we could hear people at 3am. Breakfast was good.

Reviewed on Apr 12, 2026

Hyatt Place Milford / New Haven
See all 1,007 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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Dwight

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

Yale University

4.5/5(536 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
View of the New Haven Green and downtown, in New Haven, Connecticut

New Haven Green

4/5(111 reviews)

After visiting New Haven Green, make a plan to see the other sights and activities in New Haven. Stroll along the beaches or experience the area's art scene.

New Haven Green
Wooster Square

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

Things to do

Private Historic Yale Smart Phone Self Guided Walking Tour

Private Historic Yale Smart Phone Self Guided Walking Tour

$10
per adult
100% of travellers recommend
Private Historic Yale Smart Phone Self Guided Walking Tour
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.