Greenwood Vacations from $1,480

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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.
Kennedy House

Kennedy House

3 out of 5
Price was $1,612, price is now $1,480 per person
$1,480
per person
Dec 12 - Dec 19
found 21 hours ago
Roundtrip non-stop flight included
Kingston (KIN) to Saint John (YSJ)
8.8/10 Excellent! (871 reviews)
Very beautiful setting on the bay right in the heart of the village. Welcoming staff. Unfortunately the rooms, although clean, are just so outdated and in need of updates. Shag carpet, flattened down that no amount of vacuuming can revive. Dated tv with little to no channels to access. Cost per stay does not equal a room so out of date.

Reviewed on Sep 19, 2025

Homeport Suites & Residences

Homeport Suites & Residences

2 out of 5
Price was $1,853, price is now $1,609 per person
$1,609
per person
Dec 12 - Dec 19
found 21 hours ago
Roundtrip non-stop flight included
Kingston (KIN) to Saint John (YSJ)
9.2/10 Wonderful! (29 reviews)
Loved the cleanliness of the room and restaurant. The staff was very helpful and pleasant. Loved having the restaurant and a gift shop in the same building. I would suggest a grab bar outside the shower/tub and availability of ice on the floor.

Reviewed on Sep 5, 2025

Saint Andrews Inn & Suites

Saint Andrews Inn & Suites

3 out of 5
Price was $1,683, price is now $1,524 per person
$1,524
per person
Dec 12 - Dec 19
found 21 hours ago
Roundtrip non-stop flight included
Kingston (KIN) to Saint John (YSJ)
8.8/10 Excellent! (1,003 reviews)
WiFi needs improving, service in rooms at the end of the building was poor and spotty. You needed to walk into the hall to find the network, but would lose it when you went back into the room.

Reviewed on Sep 20, 2025

Chateau Saint John Trademark Collection by Wyndham

Chateau Saint John Trademark Collection by Wyndham

4.5 out of 5
Mount Pleasant
Price was $1,755, price is now $1,596 per person
$1,596
per person
Dec 12 - Dec 19
found 21 hours ago
Roundtrip non-stop flight included
Kingston (KIN) to Saint John (YSJ)
9.4/10 Exceptional! (1,751 reviews)
Very nice management and breakfast but inconvenient location

Reviewed on Sep 20, 2025

Days Inn by Wyndham Saint John New Brunswick

Days Inn by Wyndham Saint John New Brunswick

2.5 out of 5
Waterloo
Price was $1,665, price is now $1,515 per person
$1,515
per person
Dec 12 - Dec 19
found 21 hours ago
Roundtrip non-stop flight included
Kingston (KIN) to Saint John (YSJ)
7.8/10 Good! (1,519 reviews)
Nice hotel but a little remote. Excellent staff. Dustin was very helpful.

Reviewed on Sep 19, 2025

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Greenwood Hotel Deals

Bridgetown Motor Inn

Bridgetown Motor Inn

2 out of 5
396 Granville St. East, PO Box 460, Bridgetown, NS
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $127 total per night from Sep 30 to Oct 1
$127 total
Sep 30 - Oct 1
Total with taxes and fees
7.2/10 Good! (192 reviews)
Great experience for a little town
"This hotel is older but so roomy so friendly,- quiet, clean, a diverse breakfast for being defined as continental.Great experience. The beds have weighted blankets so and so comfortable"

Reviewed on Sep 16, 2025

Bridgetown Motor Inn
Aurora Inn

Aurora Inn

3.5 out of 5
831 Main Street, Kingston, NS
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $156 total per night from Sep 21 to Sep 22
$156 total
Sep 21 - Sep 22
Total with taxes and fees
9/10 Wonderful! (515 reviews)
"This is our second stay here. We have loved it both times. Super friendly staff"

Reviewed on Sep 15, 2025

Aurora Inn
Little Bird Inn

Little Bird Inn

3.5 out of 5
1 Lower Rd, Margaretsville, NS
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (50 reviews)
"Lovely cottage, great view. Enjoyed our stay."

Reviewed on Sep 10, 2025

Get rates
Little Bird Inn
See all 35 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.

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Frequently asked questions

How much does a Greenwood vacation package cost?
Offering great value package deals from $1,480 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.

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.