A red covered bridge over a calm river, surrounded by lush greenery and trees.

Princeton Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

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

    Plan, book, and manage your trip all in one place

Your Princeton Vacation

When a city escape is calling, answer it with a Princeton vacation package. With all your travel needs under control before you go, all you have to do here is concentrate on enjoying yourself. Make sure to spend time sightseeing during your trip to Princeton. Bureau County Fairgrounds and Soldiers and Sailors Memorial are some favorite places to visit. Stop daydreaming and start traveling. Check out the many options on Expedia today and put your Princeton vacation plans into action!

Top Princeton vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 21 - Jan 24

    Le Méridien Essex Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,000 reviews)
    "I really loved this hotel. The rooms were clean and spacious. The staff was nice and helpful James was especially great. The restaurant staff was very helpful. When I visit again I'll stay here. And it was close to everything."
    Reviewed November 3, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $914
    CA $671
    per traveller
    found 17 hours ago
    Le Méridien Essex Chicago
  • Jan 21 - Jan 24

    The Peninsula Chicago + Flight

    Downtown Chicago
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,010 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    Save 100% on your flight
    CA $1,899
    CA $1,337
    per traveller
    found 17 hours ago
    The Peninsula Chicago
  • Jan 21 - Jan 24

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,885 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $1,107
    CA $794
    per traveller
    found 1 day ago
    Sheraton Grand Chicago Riverwalk
  • Jan 21 - Jan 24

    Park Hyatt Chicago + Flight

    Downtown Chicago
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,003 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $1,801
    CA $1,316
    per traveller
    found 1 day ago
    Park Hyatt Chicago
  • Jan 21 - Jan 24

    Pendry Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.2/10 - Wonderful (1,164 reviews)
    "The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back."
    Reviewed November 8, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $1,344
    CA $984
    per traveller
    found 1 day ago
    Pendry Chicago

Discover the most popular places to visit in Princeton

Princeton Hotel Deals

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.

Frequently Asked Questions

How much does a Princeton vacation package cost?

You'll find cheap prices from CA $671 on Expedia for your Princeton getaway. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Princeton costs.

What are the cheapest months to go to Princeton?

November, December and January are great times to search for cheap Princeton vacation packages. Choosing to travel in less busy months means you'll typically find lower prices on accommodations and flights.

How many days is enough for Princeton?

Typically, a handful of days is enough to tick off the major sights during your Princeton vacation. However, if you want to have time to unwind or go on day trips, think about extending your itinerary.

How to find the best Princeton package deals?

Landing a cheap Princeton package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Princeton package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.

Is it cheaper to book a Princeton vacation as a package?

An Expedia vacation package could land you significant savings when compared to booking stays and flights individually. Better still, you can personalize your Princeton getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.

When to book a vacation package to Princeton?

If you're considering an impromptu Princeton getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking well in advance.

How to plan a trip to Princeton?

  1. Choose when to get away: Check your schedule and get your bags packed. Your preferred season and the activities available will also help you decide when to vacation in Princeton.
  2. Calculate your budget: Make sure you have enough money to pay for everything from meals and transportation to flights and experiences. Your hotel will probably be the largest expense during your trip to Princeton.
  3. Decide how long to go for: Now that you're up to speed on Princeton, you can figure out the right length of your vacation. Put together a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Combine your airfare and accommodations: After you've settled on your trip dates and duration, book the right Princeton vacation package for you.

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