Greenwood Vacations from $1,082

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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.
Delta Hotels by Marriott Saint John

Delta Hotels by Marriott Saint John

3.5 out of 5
Uptown
Price was $1,189, price is now $1,082 per person
$1,082
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Saint John (YSJ)
8.8/10 Excellent! (1,004 reviews)
Nice room, harbour view was decent. The bed was not so comfortable bed as you would expect it to be at a hotel but it was OK. Also the sound isolation was not the greatest, could hear a lot from the street during the night.

Reviewed on Apr 6, 2026

Chateau Saint John Trademark Collection by Wyndham

Chateau Saint John Trademark Collection by Wyndham

4.5 out of 5
Mount Pleasant
Price was $1,225, price is now $1,101 per person
$1,101
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Saint John (YSJ)
9.6/10 Exceptional! (1,844 reviews)
All was great! Breakfast lady was so nice.

Reviewed on Apr 15, 2026

Crowne Plaza Saint John Harbour View by IHG

Crowne Plaza Saint John Harbour View by IHG

4 out of 5
North End
Price was $1,211, price is now $1,094 per person
$1,094
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Saint John (YSJ)
8.8/10 Excellent! (536 reviews)
Very friendly, very welcoming, and very clean. Awesome stay.

Reviewed on Apr 6, 2026

Holiday Inn Express Saint John Harbour Side by IHG

Holiday Inn Express Saint John Harbour Side by IHG

4 out of 5
North End
Price was $1,179, price is now $1,101 per person
$1,101
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Saint John (YSJ)
9.4/10 Exceptional! (1,007 reviews)
Staff were wonderful and pleasant. Breakfast was great and the room was nice and comfortable. Overall great experience

Reviewed on Apr 4, 2026

Saint John Harbourfront Hotel

Saint John Harbourfront Hotel

4.5 out of 5
Uptown
Price was $1,172, price is now $1,096 per person
$1,096
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Raleigh (RDU) to Saint John (YSJ)
8/10 Very Good! (1,018 reviews)
Service was excellent. Breakfest (that was included) was decent, nothing over the top but nothing that needed to be fixed. Restarting (the york) was good food. The room we stayed in was actually quite big. Clean, no complaints about housekeeping. The hotel listed a heated pool and a sauna. The sauna no longer existed due to covid apparently. The pool was slightly heated and in need of repairs regarding pool liner, paint, ect to brighten it up.

Reviewed on Apr 14, 2026

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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
$117 nightly
The price is $133 total per night from Apr 17 to Apr 18
$133 total
Apr 17 - Apr 18
Total with taxes and fees
9/10 Wonderful! (561 reviews)
Our check in was smooth. Young lady checking me in was very friendly and helpful with supper suggestions near by. The hotel was very clean and beds extremely comfortable with big soft pillows. Very quiet considering being near CFB Greenwood with its airport. We had a good nights rest. Would stay ...

Reviewed on Apr 10, 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
Little Bird Inn

Little Bird Inn

3.5 out of 5
1 Lower Rd Margaretsville NS
$173 nightly
The price is $203 total per night from May 17 to May 18
$203 total
May 17 - May 18
Total with taxes and fees
9.6/10 Exceptional! (65 reviews)
Beautiful area and very clean and tidy suite. Highly recommended.

Reviewed on Oct 31, 2025

Little Bird Inn
See all 44 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 $1,082 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.