Book Exclusive Prospect Vacation Packages

Choose one or more items to build your trip:

Top Prospect hotels deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Free cancellation
Reserve now, pay when you stay
The price is CA $217 per night
CA $217
per night
May 22 - May 23
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shubert Theater and Schubert Performing Arts Center are located nearby.
Pet-friendly
Parking available
Holiday Inn Express Southington, an IHG Hotel

Holiday Inn Express Southington, an IHG Hotel

2.5 out of 5
120 Laning St, Southington, CT
Free cancellation
The price is CA $175 per night
CA $175
per night
May 27 - May 28
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Crystal Bees and Hawks Landing Country Club are located nearby.
Breakfast included
Pool
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd, Shelton, CT
Free cancellation
Reserve now, pay when you stay
The price is CA $150 per night
CA $150
per night
May 23 - May 24
Stay at this 3-star business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions SportsCenter of Connecticut and Roosevelt Forest are located nearby.
Pet-friendly
Breakfast available
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Free cancellation
Reserve now, pay when you stay
The price is CA $143 per night
CA $143
per night
May 16 - May 17
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Savin Rock Conference Center and Seabluff Beach are located nearby.
Breakfast included
Pool
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St, Waterbury, CT
Free cancellation
Reserve now, pay when you stay
The price is CA $122 per night
CA $122
per night
May 21 - May 22
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Palace Theatre and Apothecary Building are located nearby.
Breakfast available
Parking available
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
Free cancellation
Reserve now, pay when you stay
The price is CA $179 per night
CA $179
per night
May 27 - May 28
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Yale University Art Gallery and Yale Repertory Theater are located nearby.
Pet-friendly
Breakfast available
Don't see what you're looking for?
See all available properties in Prospect
View all properties
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.

Prospect Vacations

Discovering the real essence of Prospect begins with familiarizing yourself with a few basic facts. Are you ready to find out just where this alluring destination is and what it has to offer?

If you travel 4 miles (6 kilometers) west of Cheshire, or 4 miles (6 kilometers) east of Naugatuck, you'll find yourself in Prospect.

At the most recent count, the population of this part of Connecticut was 9,000.

Places to visit in Prospect

The intimacy and accomplishment of live theater is not to be missed. Grab tickets to a show at Palace Theatre to experience the magic for yourself! Need some more ideas? Brass Mill Center is an excellent place to go if you're after a bit of window-shopping. With crowds of people bustling in and out, there'll be loads of fellow shopaholics to keep you company! And that's not all. Holy Land USA stands as a proud reminder of the past. Discover why this commemorative piece was made and understand more about the local achievements and heritage.

Where do you fly into for Prospect?

Seats in the upright position, stow your tray tables and prepare to explore Prospect! Once you come in to land at Bradley International Airport (BDL), the lively main streets will be only 35 miles (56 kilometers) southwest of here.

Frequently asked questions

How much are vacation packages to Prospect?
You’ll be pleasantly surprised — you can recharge your batteries in Prospect for a mere . At Travelocity, we save you time and money with our excellent vacation packages. With hotels, flights and experiences all in one place, why wait?
Where can I get the best vacation package deals for Prospect?
You can’t beat Travelocity when it comes to finding your Prospect package deal. There are as many as 400 partner airlines and 665,000 properties worldwide to select from. Book your trip now and get ready to cross another destination off your must-visit list.
Why should I book my Prospect vacation package with Travelocity?
You’ll not only enjoy great savings, but you’ll also have access to our 24/7 support, top-notch service and a Price Match Guarantee. Roam across the world, discover lesser-known sights and forge unforgettable memories — we’ll take care of the little details.
Will I save money on my Prospect car rental if I combine it with a hotel or flight?
Bundling your car, hotel and flight into a Prospect vacation package is the easiest way to score an amazing deal. Plus, having your own car rental gives you the freedom to make your way to all those big sights you’re itching to explore. Sitting 121 kilometersaway from Prospect, Broadway is one attraction that should have a place on your itinerary. Load up the car and make a day trip of it.
What is the best time of year to go to Prospect?
Consider visiting in if you like being in the thick of things. While they’re no doubt the busiest months, the thrilling atmosphere of the tourist season is tough to resist. If you’d prefer a more mellowed pace, may be more your style. Don’t want to spend a packet on somewhere to stay? Hold off on booking in , when rates generally skyrocket. Look for something affordable and cozy in instead.
Which airport is best for Prospect?
Hartford, CT (BDL-Bradley Intl.) (55 kilometersaway from the city center), White Plains, NY (HPN-Westchester County) (76 kilometersaway from central Prospect) and Islip, NY (ISP-MacArthur) (80 kilometersaway from central Prospect) are the main hubs in Prospect.
Can I go on vacation to Prospect at this time?
Don’t plan your trip to Prospect without the facts about quarantine policies and travel restrictions. Travelocity’s Covid-19 Travel Advisor can fill in the blanks. It has all the info you need to make your vacation as relaxed as possible.