Dwight Vacations from $497

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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.
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Save 100% on your flight
Price was $642, price is now $497 per person
$497
per person
Oct 9 - Oct 14
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.8/10 Excellent! (869 reviews)
No issues! Clean, convenient & friendly staff. 15-20 walk to bars and restaurants

Reviewed on Sep 1, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $2,637, price is now $1,607 per person
$1,607
per person
Oct 9 - Oct 14
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
No reviews
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 $1,335, price is now $1,010 per person
$1,010
per person
Oct 9 - Oct 14
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.4/10 Very Good! (1,010 reviews)
Staff was very friendly

Reviewed on Aug 31, 2025

Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4 out of 5
The Hill
Save 100% on your flight
Price was $782, price is now $597 per person
$597
per person
Oct 9 - Oct 14
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.4/10 Exceptional! (19 reviews)
Excellent location downtown and close to yale. A lot of complimentary amenities and activities. Very nice size rooms. A nice residential feel for a weeks stay.

Reviewed on Jun 27, 2025

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Price was $778, price is now $604 per person
$604
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to New Haven (HVN)
8.8/10 Excellent! (1,073 reviews)
Carpet in the hallways needs to be cleaned. Very dirty

Reviewed on Sep 1, 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
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

Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $179 total per night from Sep 14 to Sep 15
$179 total
Sep 14 - Sep 15
Total with taxes and fees
Trumbull Marriott Shelton
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St, Branford, CT
Fully refundable
$66 nightly
The price is $76 total per night from Oct 1 to Oct 2
$76 total
Oct 1 - Oct 2
Total with taxes and fees
Motel 6 New Haven - Branford, CT
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
$143 nightly
The price is $165 total per night from Sep 21 to Sep 22
$165 total
Sep 21 - Sep 22
Total with taxes and fees
8.2/10 Very Good! (970 reviews)
"Staff was very friendly"

Reviewed on Aug 31, 2025

Omni New Haven Hotel at Yale
See all 908 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

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
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
Over Yale University

New Haven City Hall

New Haven City Hall is just one of the places to see in New Haven, so why not enjoy the other things to explore during your travels? Experience the area's art scene and museums.

New Haven City Hall

Things to do

Harkness Towner

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.