Whitehead Vacations from $721

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The Latest Whitehead vacation packages

Price found within the past 48 hours. Click for updated prices.
Dundee Resort & Golf Club

Dundee Resort & Golf Club

3 out of 5
per person
Oct 9 - Oct 12
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to Sydney (YQY)
8/10 Very Good! (515 reviews)
Its a nice place to stay that offers some good outdoor events to do as well. Unfortunately they close earlier then would like lol. But overall good place to stay

Reviewed on Aug 18, 2025

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Whitehead Hotel Deals

Seawind Landing Country Inn

Seawind Landing Country Inn

3.5 out of 5
159 Wharf Road, Charlos Cove, NS
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $136 total per night from Aug 29 to Aug 30
$136 total
Aug 29 - Aug 30
Total includes taxes and fees
9.6/10 Exceptional! (193 reviews)
Très beau coin de pays
"Très belle chambre, belle endroit. La nourriture est très bonne et pas cher!"

Reviewed on Jul 30, 2025

Seawind Landing Country Inn
beautiful apartment near the ocean in an outbuilding

beautiful apartment near the ocean in an outbuilding

Boylston
$80 nightly
The price is $91 total per night from Aug 26 to Aug 27
$91 total
Aug 26 - Aug 27
Total includes taxes and fees
9.4/10 Exceptional! (10 reviews)
"We very much enjoyed our stay at this secluded outbuilding in the serene surrounding. It was quiet and comfortable. The beach is only 5 min drive. If you enjoy simple and unique, this place is for you!"

Reviewed on Aug 13, 2025

beautiful apartment near the ocean in an outbuilding
DesBarres Manor Inn

DesBarres Manor Inn

4 out of 5
90 Church Street, Guysborough, NS
$190 nightly
The price is $217 total per night from Aug 26 to Aug 27
$217 total
Aug 26 - Aug 27
Total includes taxes and fees
9/10 Wonderful! (65 reviews)
"Quaint."

Reviewed on Aug 10, 2025

DesBarres Manor Inn
See all 18 properties in Whitehead
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 Whitehead vacation package cost?
You'll find cheap prices from $721 on Expedia for your Whitehead break. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Whitehead costs.
What are the cheapest months to go to Whitehead?
November, December and January are great times to search for cheap Whitehead vacation packages. Opting to travel in quieter periods means you can generally find reduced prices on hotels and flights.
How many days is enough for Whitehead?
Usually, a handful of days is enough to visit the main attractions during your Whitehead vacation. However, if you prefer to have time to chill out or go on day trips, consider extending your trip.
How to find the best Whitehead package deals?
Begin your search for a Whitehead package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Whitehead package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Whitehead escape off to a flying start.
Is it cheaper to book a Whitehead vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking hotels and flights separately. Better still, you can customize your Whitehead getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Whitehead?
If you've got your Whitehead travel dates confirmed, book as soon as you can to grab some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for quick escapes.
Does Expedia offer Book Now, Pay Later Whitehead vacation packages?
Secure your dream escape to Whitehead with help from Expedia's Book Now, Pay Later vacations. There's no need to save up or wait for your next paycheck — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily budget for your trip and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.