Prospect Vacations from $333

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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.
Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor

3 out of 5
Price was $361, price is now $333 per person
$333
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
8.2/10 Very Good! (642 reviews)
We had a good stay here for the weekend. The room and lobby were clean and the front desk staff was friendly. The area around the buildings and the parking lot were clean and quiet as well. Our room smelled a bit lived in though. I felt like I could smell the guests before us which wasn’t great. It didn't stink but needed to be freshened up. This was good for the price.

Reviewed on Nov 10, 2025

Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
Price was $478, price is now $385 per person
$385
per person
Dec 17 - Dec 21
found 6 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
8.6/10 Excellent! (575 reviews)
Great place and great view

Reviewed on Oct 26, 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 $513, price is now $418 per person
$418
per person
Jan 16 - Jan 19
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to New Haven (HVN)
8.8/10 Excellent! (1,018 reviews)
Excellent day. I will definitely return even though it is not as convenient for me as some of the other locations.

Reviewed on Nov 13, 2025

Hyatt Place Uncasville - Casino Area

Hyatt Place Uncasville - Casino Area

3 out of 5
Price was $599, price is now $519 per person
$519
per person
Dec 30 - Jan 1
found 6 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to New Haven (HVN)
9.2/10 Wonderful! (2,593 reviews)
Great staff,clean.nice stay

Reviewed on Nov 13, 2025

Marriott Hartford/Windsor Airport

Marriott Hartford/Windsor Airport

3.5 out of 5
Price was $481, price is now $450 per person
$450
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
8.4/10 Very Good! (1,003 reviews)
The room was very clean and the staff were wonderful at check-in. My sister and I stayed here after a long but exciting day at six flags, this hotel was a great location for anyone that don’t know the area and are looking for a safe location to spend the night!

Reviewed on Nov 6, 2025

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Prospect Hotel Deals

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
$83 nightly
The price is $95 total per night from Nov 23 to Nov 24
$95 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (1,149 reviews)
The room was great and the staff was really helpful...

Reviewed on Nov 7, 2025

Holiday Inn Express Southington by IHG
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $117 total per night from Dec 2 to Dec 3
$117 total
Dec 2 - Dec 3
Total with taxes and fees
9/10 Wonderful! (1,870 reviews)
Always happy to be there! Great staff and convenient location, perfect for a short stay on campus.

Reviewed on Nov 8, 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
$105 nightly
The price is $120 total per night from Nov 23 to Nov 24
$120 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (964 reviews)
lovely

Reviewed on Nov 8, 2025

Cambria Hotel New Haven University Area
See all 967 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 $333 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.