Prospect Vacations from $415

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
The Hill
Save 100% on your flight
Price was $575, price is now $415 per person
$415
per person
Jun 5 - Jun 7
found 8 hours ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
9.6/10 Exceptional! (67 reviews)
beat check in procedures! so clear, so informative. clean, spacious and lovely. parking was great.

Reviewed on Apr 12, 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 8 hours 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

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 8 hours 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

Don't see what you're looking for?
See all available trips from Columbus to Prospect
View all trips

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
$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! (2,089 reviews)
The

Reviewed on Apr 13, 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! (1,012 reviews)
It was very clean and the staff was soo friendly! Very interesting area. I did walk to many establishments including frank pepes! Driving is and option as its easy to get to everything you want to see from there.

Reviewed on Apr 13, 2026

Omni New Haven Hotel at Yale
See all 1,109 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Prospect vacation package cost?
You can pick up a vacation package to this top destination from $415 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.

Explore a world of travel with Expedia

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