Orange Vacations from $497

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Your Orange Vacation

The artistic creativity and rich history are just the start of the things Orange has on offer. Experience the best parts of this captivating city your way with a customized Orange vacation package. You'll want to do some exploring during your trip to Orange. Drop by leading attractions such as Yale University, Yale Bowl and University of New Haven. Expedia will help you escape your daily routine. Tailor your vacation to Orange to suit your style of travel, whatever that may look like.

The Latest Orange vacation packages

Price found within the past 48 hours. Click for updated prices.
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Save 100% on your flight
Price was $642, price is now $497 per person
$497
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.8/10 Excellent! (869 reviews)
Clean Quiet property. Easy access to Yale and Southern Connecticut Universities

Reviewed on Aug 27, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $2,637, price is now $1,607 per person
$1,607
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
No reviews
Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4 out of 5
The Hill
Save 100% on your flight
Price was $1,405, price is now $1,035 per person
$1,035
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.4/10 Exceptional! (19 reviews)
Excellent location downtown and close to yale. A lot of complimentary amenities and activities. Very nice size rooms. A nice residential feel for a weeks stay.

Reviewed on Jun 27, 2025

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $1,181, price is now $876 per person
$876
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.2/10 Wonderful! (865 reviews)
The only negative about the property was that there was no on site parking and no valet to help us unload/park when we arrived at 9pm.

Reviewed on Aug 27, 2025

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $1,357, price is now $1,026 per person
$1,026
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
8.4/10 Very Good! (1,010 reviews)
Walkable to Yell. Good service. But no free internet

Reviewed on Aug 27, 2025

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Discover the most popular places to visit in Orange

PEZ Visitor Center

PEZ Visitor Center is just one of the places to see in Orange, so why not enjoy the other things to explore during your travels? Stroll along the beautiful beaches or attend a sporting event in the area.

PEZ Visitor Center

Grassy Hill Country Club

Enjoy a round of golf in Orange at Grassy Hill Country Club. Amble around this family-friendly area's beautiful beaches or attend a sporting event.

Grassy Hill Country Club

What to do in Orange

Harkness Towner

Private Historic Yale Smart Phone Self Guided Walking Tour

$10
per adult
100% of travellers recommend
Private Historic Yale Smart Phone Self Guided Walking Tour
See all activities in Orange

Orange Hotel Deals

Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford

3 out of 5
136 Marsh Hill Rd, Orange, CT
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $116 total per night from Sep 7 to Sep 8
$116 total
Sep 7 - Sep 8
Total with taxes and fees
Courtyard by Marriott New Haven Orange-Milford
Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

3 out of 5
99 Marsh Hill Road, Orange, CT
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $163 total per night from Sep 2 to Sep 3
$163 total
Sep 2 - Sep 3
Total with taxes and fees
Homewood Suites by Hilton Orange New Haven
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $175 total per night from Sep 7 to Sep 8
$175 total
Sep 7 - Sep 8
Total with taxes and fees
Trumbull Marriott Shelton
See all 1,058 properties in Orange
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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Frequently asked questions

How much does an Orange vacation package cost?
You'll find cheap prices from $497 on Expedia for your Orange escape. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Orange costs.
What are the cheapest months to go to Orange?
You can typically find reduced prices and greater availability in May, September and December. Take a look at our cheap Orange vacation packages and you could score some excellent off-season deals.
How many days is enough for Orange?
The ideal length of your Orange vacation depends on what you'd like to do. Typically, a few days to a week will give you plenty of time to go to all the main attractions and discover some hidden treasures along the way.
Is it worth booking a vacation package to Orange?
Popular for its golfing, nature and hiking, an Orange vacation is a hit with all kinds of travelers. Be sure to visit main sights like PEZ Visitor Center and Grassy Hill Country Club, and consider renting some wheels for day trips to explore even more.
How to find the best Orange package deals?
Use Expedia's filters to find some terrific Orange package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Orange package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book an Orange vacation as a package?
An Expedia vacation package could land you great savings when compared to booking stays and flights separately. Better still, you can customize your Orange trip to fit your exact style. 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 Orange?
Secure amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Orange getaway.
How to plan a trip to Orange?

  1. Pick your travel dates: What you want to do in Orange and your favorite season can help you decide when to travel.
  2. Budget wisely: As well as the cost of your stay, you should factor in other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected costs that could crop up during your trip to Orange.
  3. Discover Orange with our trip planning tool: Gain insights into the top attractions and best properties for your trip to Orange. You can also save your favorite places, collaborate with family and friends and arrange all your plans in one place.
  4. Work out your trip length: Consider how long you'd like to spend exploring Orange. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Orange vacation package.
  6. Add on excursions and experiences: Read our dedicated travel guide to find some awesome things to do in Orange in Orange. Book tickets or make reservations as soon as you can to save time and skip the hassle of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later Orange vacation packages?
Secure your ideal getaway to Orange with help from our Book Now, Pay Later vacations. No need to save up or wait for your next payday — we've teamed up with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snap up travel deals while they last.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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