Seymour Vacations from $414

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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.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was $564, price is now $414 per person
$414
per person
Jul 24 - Jul 27
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8/10 Very Good! (1,000 reviews)
Comfortable for a nights stay. Close to nice restaurants and shopping.

Reviewed on May 21, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,432, price is now $913 per person
$913
per person
Jul 11 - Jul 13
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
No reviews
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Price was $979, price is now $763 per person
$763
per person
Aug 21 - Aug 23
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) to New Haven (HVN)
9.2/10 Wonderful! (31 reviews)
Great stay with many amenities to enjoy within the building!

Reviewed on Apr 3, 2026

Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Price was $1,055, price is now $826 per person
$826
per person
Aug 21 - Aug 23
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) to New Haven (HVN)
9.6/10 Exceptional! (73 reviews)
I had a great stay at this property overall. The room was clean, comfortable, and well-maintained, which made it easy to relax after a long day. The staff was friendly and helpful, always willing to answer questions and make sure everything was taken care of. The kitchen was stocked with the basics needed for cooking, which was convenient during the stay. Parking was also easy to access and felt safe, which was a big plus. The location was convenient, close to nearby attractions, restaurants, and stores. If I had to mention one thing for improvement, it would be minor updates to some areas to make the space feel a bit more modern. Overall, I would definitely recommend this property and would consider staying here again in the future.

Reviewed on May 5, 2026

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Price was $835, price is now $670 per person
$670
per person
Aug 21 - Aug 23
found 1 day ago
Roundtrip flight included
West Palm Beach (PBI) to New Haven (HVN)
No reviews
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Seymour 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
$132 nightly
The price is $152 total per night from Jun 7 to Jun 8
$152 total
Jun 7 - Jun 8
Total with taxes and fees
9.2/10 Wonderful! (2,142 reviews)
"Front desk staff made my check in quick and easy, answered my questions re: parking w/o issue. Since we arrived after 8pm, I really appreciated the security of the parking garage across the street (gated w/ key card access) and the ease of getting to the hotel from the sky bridge. The room was clean ..."

Reviewed on May 27, 2026

New Haven Hotel
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Fully refundable
$117 nightly
The price is $135 total per night from Jun 28 to Jun 29
$135 total
Jun 28 - Jun 29
Total with taxes and fees
8.8/10 Excellent! (1,309 reviews)
"The staff was welcoming and friendly. The property was very clean, my only problem(s) was the room smelled like smoke for a non smoking room. The other problem was the mold on the ceiling in the bathroom it’s not healthy. It was a good stay for what it was needed for a weekend stay to spend time ..."

Reviewed on May 26, 2026

Holiday Inn Express Southington by IHG
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
$112 nightly
The price is $129 total per night from Jun 21 to Jun 22
$129 total
Jun 21 - Jun 22
Total with taxes and fees
8.6/10 Excellent! (1,011 reviews)
"The bathroom was too small. The coffee maker didn’t work well."

Reviewed on May 27, 2026

Omni New Haven Hotel at Yale
See all 1,304 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 $414 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.