Circle Hill Vacations from $2,157

Book a Hotel + Flight or Car together to unlock savings

The Latest Circle Hill vacation packages

Price found within the past 48 hours. Click for updated prices.
The Chamberson
Bell Hill Apartments
Distinction Dunedin Hotel
Oasis on Belmont Lane
Luxury Apartment on Stuart Street
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Circle Hill Hotel Deals

St John's Court Motel

St John's Court Motel

3 out of 5
167 Union Street, Milton
$104 nightly
The price is $120 total per night from Oct 7 to Oct 8
$120 total
Oct 7 - Oct 8
Total with taxes and fees
9/10 Wonderful! (60 reviews)
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Reviewed on Jun 3, 2025

St John's Court Motel
The Fern & Thistle Luxury Accommodation

The Fern & Thistle Luxury Accommodation

4 out of 5
146 Benhar Rd, Benhar, OTA
$82 nightly
The price is $95 total per night from Oct 6 to Oct 7
$95 total
Oct 6 - Oct 7
Total with taxes and fees
9.4/10 Exceptional! (54 reviews)
"Fabulous place."

Reviewed on Aug 18, 2025

The Fern & Thistle Luxury Accommodation
Classic Kiwi Bach with a modern touch

Classic Kiwi Bach with a modern touch

Dunedin Area
9.8/10 Exceptional! (120 reviews)
"the toilet roll holder in the small toilet in the wrong place. bedroom door on the left needs work."

Reviewed on Aug 26, 2025

Classic Kiwi Bach with a modern touch
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 a Circle Hill vacation package cost?
You can pick up a vacation package to this destination from $2,157 on Expedia. However, how much your vacation to Circle Hill costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Circle Hill?
February, November and December are the best times to look for cheap Circle Hill vacation packages. Opting to travel in quieter months means you can generally find better prices on hotels and flights.
How many days is enough for Circle Hill?
With a well-planned itinerary, you can easily hit the main Circle Hill attractions in a few days. But if you'd like to discover lesser-known spots or go on day tours, think about booking your Circle Hill vacation for longer.
How to find the best Circle Hill package deals?
Bagging a cheap Circle Hill package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add some filters and browse what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Circle Hill package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Circle Hill vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations separately. Better still, you can tailor your Circle Hill getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Circle Hill?
If you've got your Circle Hill vacation dates locked in, book early to grab some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Circle Hill vacation packages?
If you're like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Circle Hill break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.