Prospect Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

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

Top Prospect Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
per person
Aug 14 - Aug 18
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (1,004 reviews)
The view was stunning and the hotel was very clean. Would definitely stay again

Reviewed on Jun. 18, 2025

Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport

2.5 out of 5
per person
Aug 14 - Aug 18
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
9/10 Wonderful! (1,003 reviews)
This property was convenient for flying out early in the morning. The shuttle was very helpful!

Reviewed on Jul. 7, 2025

HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
per person
Aug 14 - Aug 18
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
9/10 Wonderful! (1,004 reviews)
Very easy navigation to the hotel. Got exactly the room that I reserved, and even a little bit better. The hotel staff from front desk agent to assistant general manager to bartender to the breakfast hostess Were all incredibly friendly and warm and responsive. It felt like staying at a friend's place. Their last act upon our checkout was reflective of the service throughout our Multi-day stay: I asked if the breakfast coffee was still out and the front desk agent told me it was not but then offered to get me a cup of coffee from the kitchen, which she did right away and with a smile. It was so nice and such a kind gesture to this weary traveler, and it's the little things like that that make this a great place to stay.

Reviewed on Jul. 10, 2025

Simsbury Inn

Simsbury Inn

3.5 out of 5
Simsbury Center
per person
Aug 14 - Aug 18
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
9.2/10 Wonderful! (256 reviews)
This hotel is older but nicely maintained. We liked using the pool and they put out wine and cheese for the guests each evening. The bed however wasn’t comfortable and difficult to sleep on. They really need to buy new mattresses.

Reviewed on Jul. 11, 2025

Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor

3 out of 5
per person
Aug 14 - Aug 18
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
8.2/10 Very Good! (605 reviews)
Everything was good. No complaints. Staff was Avery friendly and helpful

Reviewed on Jul. 6, 2025

Ready to book your vacation to Prospect?

 

Choose your dates

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
The price is CA $177 per night from Jul 28 to Jul 29
CA $177
CA $204 total
Jul 28 - Jul 29
includes taxes & fees
8.8/10 Excellent! (1,646 reviews)
"Thank you for helping make our New Haven stay even better."

Reviewed on Jul. 10, 2025

New Haven Hotel
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
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Jul 29 to Jul 30
CA $129
CA $148 total
Jul 29 - Jul 30
includes taxes & fees
7.6/10 Good! (1,182 reviews)
"Nice hotel"

Reviewed on Jul. 8, 2025

Best Western Executive Hotel Of New Haven - West Haven
Motel 6 New Haven - Branford, CT
Motel 6 New Haven - Branford, CT
2 out of 5
320 E Main St, Branford, CT
Fully refundable
The price is CA $97 per night from Jul 17 to Jul 18
CA $97
CA $113 total
Jul 17 - Jul 18
includes taxes & fees
6.8/10 (1,008 reviews)
"Clean, friendly, and welcoming - especially if traveling with a pet."

Reviewed on Jul. 6, 2025

Motel 6 New Haven - Branford, CT
See all 976 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Prospect vacation package cost?
You'll find cheap prices from CA $890 on Expedia for your Prospect break. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Prospect costs.
What are the cheapest months to go to Prospect?
January, February and March are the best times to look for cheap Prospect vacation packages. Choosing to travel in less busy periods means you can usually find reduced prices on flights and accommodations.
How many days is enough for Prospect?
Typically, a few days is great for a Prospect vacation. With a carefully crafted itinerary, you can go to all the top attractions including Holy Land USA, as well as discover some hidden treasures along the way.
How to find the best Prospect package deals?
Start your search for a Prospect package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Prospect package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Prospect adventure underway.
Is it cheaper to book a Prospect vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights individually. Better still, you can customize your Prospect getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Prospect?
If you're planning a spur-of-the-moment Prospect getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Prospect?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Prospect.
  2. Budget wisely: In addition to the cost of your hotel, you'll need to factor in other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Prospect.
  3. Decide how long to go away for: Now that you're more familiar with Prospect, you can figure out the perfect length of your break. Pull together a rough plan and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Prospect vacation package.

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