Seymour Vacations from $458

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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.
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Save 100% on your flight
Price was $607, price is now $458 per person
$458
per person
Jun 5 - Jun 7
found 1 hour ago
Roundtrip flight included
Tampa (TPA) 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

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 $1,115, price is now $773 per person
$773
per person
Jun 5 - Jun 7
found 1 hour ago
Roundtrip flight included
Tampa (TPA) 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

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $887, price is now $665 per person
$665
per person
May 30 - Jun 3
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
9.2/10 Wonderful! (968 reviews)
Wonderful stay as always. Great Location close to Yale, wonderful staff and a great lobby to enjoy coffee and do work.

Reviewed on Apr 9, 2026

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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
$123 nightly
The price is $141 total per night from May 3 to May 4
$141 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
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Fully refundable
$108 nightly
The price is $124 total per night from Apr 19 to Apr 20
$124 total
Apr 19 - Apr 20
Total with taxes and fees
8.6/10 Excellent! (1,271 reviews)
Goid complete breakfast, property was maintained , room was clean , but the hallway 2nd floor had a terrible bad fish smell! From elevators all the way down to end of hall to my room - terrible smell, i informed front desk- they dont have a clue- something fishy nasty smelling!

Reviewed on Apr 12, 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
$161 nightly
The price is $185 total per night from Apr 19 to Apr 20
$185 total
Apr 19 - Apr 20
Total with taxes and fees
8.6/10 Excellent! (1,010 reviews)
Did valet parking which excellent

Reviewed on Apr 11, 2026

Omni New Haven Hotel at Yale
See all 1,321 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 $458 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.