Prospect Vacations from $695
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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.
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
$695
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8/10 Very Good! (1,009 reviews)
My room smelled like urine and the lobby smelled like a wet dog. Bathroom was dim and dingy, ironing board stained, A/C vents were full of dust and didn’t work well. TV didn’t work either. How they can charge $150 for a room here is appalling. The front sign is the only thing nice about the property- do not let the pictures fool you, the rooms are gross.
Reviewed on Aug 28, 2026
Landing Apartments New Haven Near Dixwell
Newhallville
$877
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.
Reviewed on May 25, 2026
Graduate by Hilton New Haven
Downtown New Haven
$747
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.2/10 Wonderful! (1,007 reviews)
Very charming hotel! Rooms are decorated nicely with plenty of downstairs gathering spaces. Easily walkable to Yale and lots of dining options.
Reviewed on Aug 25, 2026
Prospect Hotel Deals
Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Fully refundable
$71 nightly
$82 total
Sep 17 - Sep 18
Total with taxes and fees
Trumbull Marriott Shelton
180 Hawley Ln Trumbull CT
Fully refundableReserve now, pay when you stay
$149 nightly
$171 total
Aug 31 - Sep 1
Total with taxes and fees
7.8/10 Good! (1,008 reviews)
"Website said there was a hot tub but there wasn’t one. Otherwise it was a good experience."
Reviewed on Aug 30, 2026
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
$125 nightly
$144 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (2,291 reviews)
"Everything about this hotel was great - super clean, very convenient location to campus. Staff was really very nice. My only watch out is that the self-serve parking across the street (which is accessible by skybridge) is $25 per day"
Reviewed on Aug 30, 2026
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 $695 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.
