Seymour Vacations from $500

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Your Seymour Vacation

Book a customized Seymour vacation package that has everything you need and nothing you don't. Great for shopping, bars and pubs and history, consider basing yourself in the neighborhood of Downtown New Haven. Like to venture out and explore? Ansonia Mall Shopping Center, Indian Well State Park and Southford Falls State Park are among the top-rated places to visit during a trip to Seymour. Your ideal Seymour vacation is a few clicks away. Browse flights, hotels and more on Expedia for an adventure that's tailored to suit your travel style.

The Latest Seymour vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was $658, price is now $500 per person
$500
per person
Dec 31 - Jan 6
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
16.4/10 Exceptional! (1,002 reviews)
From day one had a good experience. Everything was explained to me in detail and felt very comfortable. From the room and all. Super clean and comfortable. Personally I have no complaints at all. Thank you

Reviewed on Nov 23, 2025

New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $767, price is now $531 per person
$531
per person
Dec 31 - Jan 6
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
18/10 Exceptional! (1,874 reviews)
Spotless and spacious room. Exceptional front desk staff. Great location a short walk from Yale University. Welcoming lobby with mini-shop for snacks, drinks, necessities. Beer, wine, other beverages in lobby. We loved our stay here!

Reviewed on Nov 26, 2025

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

2.5 out of 5
Price was $797, price is now $608 per person
$608
per person
Dec 31 - Jan 6
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
16.8/10 Exceptional! (1,000 reviews)
Clean room, friendly and helpful staff. Easy access to I95 North and South. Multiple restaurants nearby.

Reviewed on Nov 24, 2025

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $840, price is now $647 per person
$647
per person
Dec 31 - Jan 6
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
18.4/10 Exceptional! (908 reviews)
Nice throwback hotel. Room was spotless, much old school charm. Check in was a little bumpy, otherwise a good stay.

Reviewed on Nov 17, 2025

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Price was $680, price is now $532 per person
$532
per person
Dec 31 - Jan 6
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
17.6/10 Exceptional! (966 reviews)
They didn't give us the room type we booked on Expedia for our first night. After much back and forth, they made us shift into the right room type on our second day at the property. Guests had to sleep on sofa beds for the first night, hotel blamed this on Expedia not communicating properly with the hotel about our reservation. Besides this hassle, our stay was great and would recommend the hotel to everyone. Overpriced parking but great vibes, well furnished etc.

Reviewed on Nov 25, 2025

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Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St Branford CT
Fully refundable
$74 nightly
The price is $85 total per night from Dec 1 to Dec 2
$85 total
Dec 1 - Dec 2
Total with taxes and fees
7/10 Good! (1,008 reviews)
Stay here because it’s clean and the price is right for the money you can’t beat it plus you have excellent food at Capones restaurant 100 feet away for your convenience

Reviewed on Nov 25, 2025

Motel 6 New Haven - Branford, CT
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Fully refundable
$111 nightly
The price is $128 total per night from Dec 17 to Dec 18
$128 total
Dec 17 - Dec 18
Total with taxes and fees
8.6/10 Excellent! (973 reviews)
Very nice and clean!

Reviewed on Nov 20, 2025

Cambria Hotel New Haven University Area
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $81 total per night from Dec 18 to Dec 19
$81 total
Dec 18 - Dec 19
Total with taxes and fees
9/10 Wonderful! (1,894 reviews)
Great location to restaurants and bars, room was clean, easy access to parking for fee

Reviewed on Nov 24, 2025

New Haven Hotel
See all 1,190 properties in Seymour
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.

Find the Best Seymour Vacation Packages

Seymour Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)
Population
16,600
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Sandy Point Beach, Oak Street Beach and Seabluff Beach

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Frequently asked questions

How much does a Seymour vacation package cost?
You can grab a vacation package to this destination from $500 on Expedia. But how much your vacation to Seymour costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Seymour?
You can usually find lower rates and greater availability in December, January and February. Browse our cheap Seymour vacation packages and you could land some great off-season deals.
How many days is enough for Seymour?
Typically, a handful of days is enough to go to the top attractions during your Seymour vacation. However, if you prefer to have more time to rest or take day tours, think about extending your itinerary.
How to find the best Seymour package deals?
Use Expedia's handy filters to find some unbeatable Seymour package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Seymour package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Seymour vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays individually. Better still, you can customize your Seymour escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Seymour?
If you're planning an impromptu Seymour adventure, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Seymour vacation packages?
If you're anything like us, you love traveling the world but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Seymour vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.