Dwight Vacation Packages

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Top Holiday Package Deals in Dwight

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Guilford

Spark by Hilton Guilford

2.5 out of 5
per person
Aug 21 - Aug 24
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (6 reviews)
Going with family to visit the annual firework in Guilford. This is closest hotel and actually not much better option around. Price super high over $300 per night in weekend. But 2.5 star…..and really simple breakfast…..

Reviewed on Jul. 14, 2025

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
Save 100% on your flight
per person
Aug 28 - Sep 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
9.4/10 Exceptional! (1,003 reviews)
Great staff and service

Reviewed on Jul. 14, 2025

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
Old Saybrook Center
Save 100% on your flight
per person
Aug 28 - Sep 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
9.4/10 Exceptional! (16 reviews)
We loved the convenient location and beautiful historic building, but we were very disappointed in the level of cleanliness (a layer of dust on shelves and fireplace, cobwebs under furniture). There were some other issues (loose shower head, broken coffee maker). There's no one on site to address in person. It's a lovely place, but needs some attention. For the price, it should be better! :(

Reviewed on May 1, 2025

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
per person
Aug 28 - Sep 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
7/10 Good! (880 reviews)
A simple, affordable, conveniently located, and pleasant stay.

Reviewed on Jun. 23, 2025

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
per person
Aug 28 - Sep 4
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
7.8/10 Good! (987 reviews)
Nice, clean and friendly.

Reviewed on Jul. 15, 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

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 $177 per night from Jul 28 to Jul 29
CA $177
CA $204 total
Jul 28 - Jul 29
includes taxes & fees
8.8/10 Excellent! (1,651 reviews)
"My family has stayed here a few times and we have always found it clean and comfortable. It was a little noisy this visit, but the bed was comfortable so we still all slept great."

Reviewed on Jul. 13, 2025

New Haven Hotel
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 $131 per night from Jul 20 to Jul 21
CA $131
CA $151 total
Jul 20 - Jul 21
includes taxes & fees
7.6/10 Good! (1,190 reviews)
Nice hotel terrible service from staff
"Room was great. Pool was clean. Breakfast was nice. The staff during the day was very rude primarily this one lady who was working pretty much every day shift. She wasn’t friendly and she didn’t want to be any help when I asked her if I could get any video footage of the parking lot so I could possibly ..."

Reviewed on Jul. 12, 2025

Best Western Executive Hotel Of New Haven - West Haven
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 $93 per night from Jul 29 to Jul 30
CA $93
CA $108 total
Jul 29 - Jul 30
includes taxes & fees
6.8/10 (1,010 reviews)
"Enjoyed my stay and will do it again."

Reviewed on Jul. 12, 2025

Motel 6 New Haven - Branford, CT
See all 922 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 $722, 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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.