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 $850, price is now CA $684 per person
CA $684
per person
Jun 29 - Jul 3
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
8/10 Very Good! (1,004 reviews)
If you can look beyond the immediate exterior and sense of disrepair (it's not...), then you can enjoy the stay here. While there is no swimming pool, the property is well positioned to the coast and local beaches.
They were doing some road construction immediately outside the property and on the route to the shore roads, this should be wrapped up fairly quickly.
Restaurants were close enough to walk to, we recommend Luigi's for their calamari, whether it be for seafood or pizza. There is even a store selling fresh produce right down the street.
Enjoyed our stay and would definitely stay here again in the future if the opportunity presents itself.
Reviewed on May 15, 2026
Liberty Inn
Price was CA $966, price is now CA $873 per person
CA $873
per person
Aug 8 - Aug 13
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to New Haven (HVN)
7.6/10 Good! (646 reviews)
This hotel is nearly on 95. Super busy traffic noise all night. I would not stay here again.
Reviewed on May 11, 2026
Westbrook Inn B&B
Westbrook Center
Price was CA $1,268, price is now CA $1,209 per person
CA $1,209
per person
Jun 29 - Jul 3
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
9.8/10 Exceptional! (191 reviews)
Staff kind and helpful. Very clean both inside and out! Will visit again.
Reviewed on Apr 28, 2026
Prospect Hotel Deals
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from May 25 to May 26
CA $174
CA $200 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (2,129 reviews)
Clean room, nice staff
Reviewed on May 16, 2026
Omni New Haven Hotel at Yale
155 Temple St New Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from Jun 15 to Jun 16
CA $205
CA $236 total
Jun 15 - Jun 16
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Good
Reviewed on May 15, 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from May 25 to May 26
CA $143
CA $164 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (1,299 reviews)
Staff was attentive and professional. Will go back again
Reviewed on May 16, 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.
