Prospect Vacations from $416

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Your Prospect Vacation

When you organize a vacation package to Prospect, you can relax and enjoy your getaway knowing that all your travel plans have been made in advance. Discover the wonders of this vibrant city while staying in a neighborhood like Cheshire Historic District, which is good for history. Mount Southington Ski Area, Palace Theatre and Brass Mill Center are just some of the attractions worth visiting during your trip to Prospect. Whoever you're taking time off with and whether your budget is big or small, your ultimate Prospect vacation is just a few clicks away with Expedia.

The Latest Prospect vacation packages

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

Holiday Inn Express Southington by IHG

2.5 out of 5
Save 100% on your flight
Price was $625, price is now $416 per person
$416
per person
Feb 14 - Feb 21
found 7 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8.6/10 Excellent! (1,149 reviews)
Staff is friendly room is clean.

Reviewed on Nov 30, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was $2,911, price is now $1,518 per person
$1,518
per person
Jan 12 - Jan 18
found 2 hours ago
Roundtrip flight included
Orlando (ORL) to New Haven (HVN)
No reviews
Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Save 100% on your flight
Price was $746, price is now $499 per person
$499
per person
Feb 14 - Feb 21
found 7 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8.6/10 Excellent! (581 reviews)
Room was clean, staff was super friendly. Only problem was the nozzle on the bath tub it was dripping the entire stay

Reviewed on Nov 30, 2025

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $682, price is now $508 per person
$508
per person
Feb 14 - Feb 21
found 7 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8.8/10 Excellent! (1,004 reviews)
This hotel was clean which was great because I booked the wrong hotel I thought this was the one I stayed at before but it was the Marriott across from it. I was glad that it ended up being clean or I probably would’ve asked to cancel my reservation because this is the second Hilton. I’ve stayed in and they are so dated. It’s sad like spend some money and fix them up because you would think you’re booking at a Hilton and it should be nice and literally they’re old and rundown and it’s very sad. The only reason why I gave a four star for cleanliness was because it was clean. If you are looking for a nice bougie hotel room and hotel, this is not the place book across the street at the Marriott or the Hyatt.

Reviewed on Nov 24, 2025

Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor

3 out of 5
Price was $626, price is now $472 per person
$472
per person
Feb 14 - Feb 21
found 7 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8.2/10 Very Good! (656 reviews)
The room was clean spacious just what we needed for pur family for Thanksgiving. Made our day extra special

Reviewed on Dec 1, 2025

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Prospect 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
$74 nightly
The price is $85 total per night from Dec 25 to Dec 26
$85 total
Dec 25 - Dec 26
Total with taxes and fees
9/10 Wonderful! (1,907 reviews)
Convenient location for visiting Yale. The hotel lobby area is nice for spending time outside of room when travelling with a family oe friends.

Reviewed on Nov 29, 2025

New Haven Hotel
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 22 to Dec 23
$128 total
Dec 22 - Dec 23
Total with taxes and fees
8.6/10 Excellent! (981 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 ...

Reviewed on Nov 25, 2025

Cambria Hotel New Haven University Area
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 5 to Dec 6
$85 total
Dec 5 - Dec 6
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
See all 992 properties in Prospect
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 Prospect Vacation Packages

Prospect Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)
Population
9,500
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Lake Compounce, Quassy Amusement Park and Toyota Presents Oakdale Theatre

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Frequently asked questions

How much does a Prospect vacation package cost?
You can pick up a vacation package to this top destination from $416 on Expedia. But how much your vacation to Prospect costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Prospect?
If you're looking to book a cheap Prospect vacation package, consider traveling in December, January and February. You're likely to find lower rates on flights and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Prospect?
Usually, a handful of days is enough to tick off the main sights during your Prospect vacation. However, if you want to have some time to rest or go on day trips, consider extending your itinerary.
How to find the best Prospect package deals?
Use Expedia's filter tool to help you find some tempting Prospect package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Prospect 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 as soon as possible.
Is it cheaper to book a Prospect vacation as a package?
You can enjoy significant savings on your Prospect retreat by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to view some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Prospect?
If you have your Prospect travel dates finalized, book early to score some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Prospect vacation packages?
Set off on your perfect escape to Prospect with help from our Book Now, Pay Later vacations. No need to save like crazy or hold off until your next payday — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stay on budget and snap up bargains while they last.

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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.