Prospect Vacation Packages
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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.
Top Prospect Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
Price was CA $722, price is now CA $600 per person
CA $600
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8/10 Very Good! (1,004 reviews)
Room could have been cleaner. The floor was dirty. The room also looked worn and in need of updating. The tub faucet dripped constantly, but the shower was nice. Staff was friendly. I was surprised they don’t offer daily housekeeping. Bed was comfortable. It was great that the room had a microwave and a fridge. It was not warm and inviting at all. Definitely wouldn’t stay more than one night.
Reviewed on Mar 30, 2026
Luxury Furnished Apartments by Hyatus Downtown at Yale
The Hill
Price was CA $3,094, price is now CA $2,657 per person
CA $2,657
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
9.6/10 Exceptional! (64 reviews)
The rooms are spacious and clean, kitchen is fully equipped for those who want to cook.
Reviewed on Mar 29, 2026
Heritage Hotel, Golf & Conference Center
Price was CA $733, price is now CA $648 per person
CA $648
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
8.4/10 Very Good! (1,008 reviews)
Classy inn with great amenities. Stayed there twice and had a good experience each time.
Reviewed on Mar 21, 2026
Prospect Hotel Deals
New Haven Hotel
229 George Street New Haven CT
The price is CA $150 per night from Apr 13 to Apr 14
CA $150
CA $173 total
Apr 13 - Apr 14
includes taxes & fees
9/10 Wonderful! (2,058 reviews)
Was booked for three nights at this hotel. Got there and they had given my room away. Said that they had run my card before I even got there and that it declined, which it actually didn’t, my credit card company froze my card because I thought it was fraudulent, so they canceled my reservation. No ...
Reviewed on Mar 30, 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundable
The price is CA $150 per night from Apr 12 to Apr 13
CA $150
CA $173 total
Apr 12 - Apr 13
includes taxes & fees
8.6/10 Excellent! (1,252 reviews)
The rooms and beds were very comfortable. Staff were very friendly. Our only complaint was that breakfast, that goes from 6-10, was almost completely out of food at 9:20. They were willing to cook a little more when asked and people quickly ate it. Once there was food it was quite good.
Reviewed on Mar 29, 2026
Hyatt Place Milford / New Haven
190 Old Gate Lane Milford CT
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Apr 14 to Apr 15
CA $176
CA $203 total
Apr 14 - Apr 15
includes taxes & fees
8.6/10 Excellent! (1,287 reviews)
I was surprised how outdated the building was. Very loud and noisy. You can hear everything in your room from the hallway to slamming doors, people walking around on the upper level, the ice maker all hours of the day. Lighting in the bathroom was very dim. It was fine for the 3 nights we were there, ...
Reviewed on Mar 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.
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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.
