Greenwood Vacations from $781

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Your Greenwood Vacation

Unforgettable adventures await when you reserve a vacation package to Greenwood. Whether you're a foodie, art buff or just a traveler who appreciates new places, there's something for everyone in this lively city. If your trip to Greenwood includes a little sightseeing, visit renowned attractions like Paragon Golf and Country Club, Greenwood Military Aviation Museum and Greenwood Golf Club. Whoever you're escaping with and whatever the size of your budget, your dream Greenwood vacation is just clicks away with Expedia.

The Latest Greenwood vacation packages

Price found within the past 48 hours. Click for updated prices.
Chipman Hill Suites - Pratt House

Chipman Hill Suites - Pratt House

3.5 out of 5
Uptown
Price was $815, price is now $781 per person
$781
per person
Jun 2 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Saint John (YSJ)
9.4/10 Exceptional! (188 reviews)
I loved our stay. They were very accommodating and effective at communication. The suites are gorgeous and clean.

Reviewed on Mar 17, 2026

Chateau Saint John Trademark Collection by Wyndham

Chateau Saint John Trademark Collection by Wyndham

4.5 out of 5
Mount Pleasant
Price was $879, price is now $834 per person
$834
per person
Jun 2 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Saint John (YSJ)
9.4/10 Exceptional! (1,831 reviews)
Excellent breakfast.

Reviewed on Mar 27, 2026

Saint John Harbourfront Hotel

Saint John Harbourfront Hotel

4.5 out of 5
Uptown
Price was $891, price is now $853 per person
$853
per person
Jun 2 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Saint John (YSJ)
8/10 Very Good! (1,009 reviews)
We were in town for one night. The property is a bit dated but was clean and the staff was excellent. Very quiet. Included breakfast was good. Underground parking is available and the location is perfect an uptown event.

Reviewed on Mar 24, 2026

Beach Street Inn

Beach Street Inn

3 out of 5
Price was $849, price is now $818 per person
$818
per person
Jun 2 - Jun 4
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Saint John (YSJ)
9.4/10 Exceptional! (295 reviews)
Very nice clean room

Reviewed on Oct 27, 2025

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Greenwood Hotel Deals

Aurora Inn

Aurora Inn

3.5 out of 5
831 Main Street Kingston NS
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $132 total per night from Mar 29 to Mar 30
$132 total
Mar 29 - Mar 30
Total with taxes and fees
9/10 Wonderful! (558 reviews)
Amazing staff made us feel welcomed and cared for. Thank you for a great and comfortable stay.

Reviewed on Mar 21, 2026

Aurora Inn
Mid Valley Suite

Mid Valley Suite

Aylesford NS
10/10 Exceptional! (54 reviews)
This cozy home was absolutley perfect! It was super clean. The bedding was crisp and clean, the kitchen is full of eveything needed and also very clean. We loved the fireplace and the endless supply of wood. Jim and Kathryn go above and beyond providing a perfect stay. 5 star plus. Thank you!!!

Reviewed on Feb 8, 2026

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Mid Valley Suite
On the Edge of Fundy Private Cottage Getaway

On the Edge of Fundy Private Cottage Getaway

Centreville NS
Get rates
On the Edge of Fundy Private Cottage Getaway
See all 41 properties in Greenwood
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.

Find the Best Greenwood Vacation Packages

Greenwood Essential Information

Language
English
Currency
Canadian dollars
Population
6,900
Max Temp Winter
30ºF
Max Temp Summer
70ºF
Top Sights
Oaklawn Farm Zoo, Paragon Golf and Country Club and Berwick Heights Golf Course

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Frequently asked questions

How much does a Greenwood vacation package cost?
Offering great value package deals from $781 on Expedia, you'll be pleasantly surprised at how much a vacation to Greenwood costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Greenwood?
If you'd like to score a cheap Greenwood vacation package, consider planning a trip in December, January and February. You'll typically find lower prices on accommodations and flights during these months — ideal for a budget-friendly getaway.
How many days is enough for Greenwood?
The ideal duration of your Greenwood vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you enough time to hit all the main attractions and explore some hidden treasures along the way.
Is it worth booking a vacation package to Greenwood?
Greenwood is a good vacation destination with attractions like Greenwood Military Aviation Museum among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Greenwood vacation promises a good time for everyone.
How to find the best Greenwood package deals?
Finding a cheap Greenwood package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Greenwood package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Greenwood vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still get the flexibility to create a customized Greenwood vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Greenwood?
If you have your Greenwood travel dates confirmed, book as early as you can to bag some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for setting off on a whim.
Does Expedia offer Book Now, Pay Later Greenwood vacation packages?
Secure your perfect trip to Greenwood with our Book Now, Pay Later vacations. There's no need to save up or wait until your next payday — we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stick to your budget and snap up bargains before they sell out.

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