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.
Spark by Hilton Guilford

Spark by Hilton Guilford

2.5 out of 5
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (3 reviews)
I wished you had some hair conditioner.

Reviewed on Jun. 4, 2025

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (296 reviews)
All around excellent

Reviewed on Jun. 16, 2025

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
9.4/10 Exceptional! (1,003 reviews)
Loved the service and the relaxing and beautiful resort with history!

Reviewed on Jul. 2, 2025

Westbrook Inn B&B

Westbrook Inn B&B

3 out of 5
Westbrook Center
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
10/10 Exceptional! (151 reviews)
It is beautiful and comfortable. The breakfast was great. And the bed was extremely comfortable.

Reviewed on Mar. 20, 2025

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
Old Saybrook Center
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
9.4/10 Exceptional! (16 reviews)
We loved the convenient location and beautiful historic building, but we were very disappointed in the level of cleanliness (a layer of dust on shelves and fireplace, cobwebs under furniture). There were some other issues (loose shower head, broken coffee maker). There's no one on site to address in person. It's a lovely place, but needs some attention. For the price, it should be better! :(

Reviewed on May 1, 2025

Ready to book your vacation to Prospect?

 

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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 $165 per night from Aug 4 to Aug 5
CA $165
CA $190 total
Aug 4 - Aug 5
includes taxes & fees
8.8/10 Excellent! (1,627 reviews)
"The property was very nice with great customer service.We stayed on a Friday night and we could hear the music from the night club behind the hotel late into the night. Other than that I have no complaints about the property."

Reviewed on Jul. 3, 2025

New Haven Hotel
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Aug 1 to Aug 2
CA $138
CA $158 total
Aug 1 - Aug 2
includes taxes & fees
7.4/10 Good! (1,000 reviews)
"It had a good vibe walking in, the only thing I disliked was the Queen size bed was definitely a full size bed, but was marked as a queen size bed."

Reviewed on Jul. 1, 2025

Clarion Inn
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 9 to Jul 10
CA $97
CA $113 total
Jul 9 - Jul 10
includes taxes & fees
6.8/10 (1,003 reviews)
"Great experience customer services lovely experiences helped with whatever they could"

Reviewed on Jul. 3, 2025

Motel 6 New Haven - Branford, CT
See all 981 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 $768 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.