Greenwood Vacations from $662

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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.
Days Inn by Wyndham Saint John New Brunswick

Days Inn by Wyndham Saint John New Brunswick

2.5 out of 5
Waterloo
Price was $781, price is now $662 per person
$662
per person
Oct 16 - Oct 21
found 16 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Saint John (YSJ)
7.8/10 Good! (1,463 reviews)
Staff was very friendly and efficient

Reviewed on Aug 23, 2025

Homeport Suites & Residences

Homeport Suites & Residences

2 out of 5
Price was $876, price is now $706 per person
$706
per person
Oct 16 - Oct 21
found 16 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Saint John (YSJ)
9/10 Wonderful! (17 reviews)
Room was nice and clean. It was very quaint and charming on deer island which we had to take a free 20 min ferry to get to from L’Etete. Restaurant on the ground floor called Cap Sill had great lobster. The island is very picturesque and we even saw 2 deers during our walk. I’d recommend it.

Reviewed on Aug 19, 2025

Chateau Saint John Trademark Collection by Wyndham

Chateau Saint John Trademark Collection by Wyndham

4.5 out of 5
Mount Pleasant
Price was $893, price is now $761 per person
$761
per person
Oct 16 - Oct 21
found 16 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Saint John (YSJ)
9.4/10 Exceptional! (1,738 reviews)
Most friendly staff you can find

Reviewed on Aug 23, 2025

Crowne Plaza Saint John Harbour View by IHG

Crowne Plaza Saint John Harbour View by IHG

4 out of 5
North End
Price was $762, price is now $674 per person
$674
per person
Oct 16 - Oct 21
found 16 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Saint John (YSJ)
8.8/10 Excellent! (381 reviews)
Beautiful place. Staff were excellent

Reviewed on Aug 23, 2025

Travelodge Suites by Wyndham Saint John

Travelodge Suites by Wyndham Saint John

2 out of 5
Fairville
Price was $777, price is now $693 per person
$693
per person
Oct 16 - Oct 21
found 16 hours ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Saint John (YSJ)
8/10 Very Good! (1,001 reviews)
Staff was very helpful. Laundry on site and had parking for our camper as well.

Reviewed on Aug 20, 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
$86 nightly
The price is $101 total per night from Sep 2 to Sep 3
$101 total
Sep 2 - Sep 3
Total with taxes and fees
7.2/10 Good! (170 reviews)
"It was a courtyard motel. Clean"

Reviewed on Aug 18, 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
$123 nightly
The price is $140 total per night from Aug 24 to Aug 25
$140 total
Aug 24 - Aug 25
Total with taxes and fees
9/10 Wonderful! (495 reviews)
"Nothing unique just location was practical."

Reviewed on Aug 20, 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! (43 reviews)
"A beautiful place to stay."

Reviewed on Aug 18, 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 $662 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.