Greenwood Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top Greenwood Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Chipman Hill Suites - Pratt House
Uptown
CA $1,222
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Saint John (YSJ)
9.6/10 Exceptional! (226 reviews)
This is a great place to stay. The rooms are very spacious and well equipped. The staff are very knowledgeable, helpful and polite. Communication is quick and timely.
The location is great for wandering into town to bars, restaurants and the waterfront. Short covered walk to the market for coffee and breakfast.
Highly recommended this place for a short stay in the Port City.
Reviewed on Oct 15, 2026
Ready to book your vacation to Greenwood?
Greenwood Hotel Deals
Beautiful motorhome, great for someone with kids or just a casual stay.
Greenwood NS
Aurora Inn
831 Main Street Kingston NS
Fully refundableReserve now, pay when you stay
CA $165
CA $188 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (647 reviews)
"The location was great, it was quiet, comfortable and the staff were very friendly and helpful."
Reviewed on Oct 14, 2026
Bridgetown Motor Inn
396 Granville St. East Bridgetown NS
Fully refundableReserve now, pay when you stay
CA $160
CA $188 total
Oct 24 - Oct 25
includes taxes & fees
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.
Frequently asked questions
How much does a Greenwood vacation package cost?
You can pick up a vacation package to this popular destination from CA $722 on Expedia. However, how much your vacation to Greenwood costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Greenwood?
You can typically find lower rates and greater availability in January, February and November. Check out our cheap Greenwood vacation packages and you could score some excellent off-season deals.
How many days is enough for Greenwood?
The ideal length for your Greenwood vacation depends on what you'd like to do. Usually, a handful of days to a week will give you time to go to all the leading sights and explore some hidden spots along the way.
How to find the best Greenwood package deals?
Start your search for a Greenwood package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Greenwood package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Greenwood getaway off to a flying start.
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 hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Greenwood vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Greenwood?
Score incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Greenwood adventure.
How to plan a trip to Greenwood?
- Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Greenwood.
- Budget wisely: In addition to the price of your hotel, you should factor in other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Greenwood.
- Decide how long to go for: Now that you're up to speed on Greenwood, you can work out the right length of your break. Create a rough plan and give yourself enough time to cover everything you want to see.
- Bundle your airfare and accommodations: After you've settled on your travel dates and duration, book the perfect Greenwood vacation package for you.
Explore a world of travel with Expedia
- Digby Hotels
- Motels in Greenwood
- 5 Star Hotels in Greenwood
- Winery Hotels in Annapolis Valley
- Apartments in Middleton
- Cottages in Greenwood
- Hotels near Greenwood Military Aviation Museum
- Hotels near Paragon Golf and Country Club
- Apartments in Aylesford
- Cottages in Annapolis Valley
- Berwick Hotels
- Greenwood Hotels
- Bridgewater Hotels
- Best Western Hotels in Middleton
- Cabin Rentals in Middleton
- Cottages in Middleton
- Kingston Hotels
- Hotels with an Indoor Pool in Annapolis Valley
- Vacation Homes in Middleton
- B&B in Annapolis Valley
- Wolfville Hotels
- Hotels with Waterslides in Annapolis Valley
- Hotels with a Pool in Annapolis Valley
- New Minas Hotels
- Annapolis Royal Hotels
- Kentville Hotels
- Apartments in Annapolis Valley
- Motels in Middleton
- Aylesford Hotels
- Hotels near Greenwood Golf Club
- Lunenburg Hotels
- Slumber Inn
- Aurora Inn
- Hotels near Valley Raceway
- Middleton Hotels
- Golf Hotels in Kingston
- Cheap Hotels in Annapolis Valley
- Cape Chignecto Provincial Park
- Clairmont Provincial Park
- Visit Greenwood
- Lockhart and Ryan Memorial Park
- Paragon Golf and Country Club
- Visit Annapolis Valley
- Margaretsville Lighthouse
- Greenwood Military Aviation Museum
- Visit Middleton
- Annapolis Valley Macdonald Museum
- Kingston Vacations
- Bridgetown Vacations
- Lake Torment
- Visit Aylesford
- Oaklawn Farm Zoo
- Halls Harbour Sea Cave
- Grand Pre National Historic Site
- Blue Mountain Vacations
- K.c. Irving Environmental Science Centre
- Waterville Vacations
- New Minas Vacations
- Kentville Agricultural Centre and Blair House Museum
- Visit Hall's Harbour
- Cape Split Provincial Park Reserve
- Wolfville Vacations
- Robie Tufts Nature Centre
- Hennigar's Farm Market
- Ross Farm Museum
- Planters Ridge Winery
- Harriet Irving Botanical Gardens
- Kentville Bird Sanctuary
- Visit Margaretsville
- Advocate Harbour Vacations
- Visit Kingston
- Ken-Wo Golf Club
- Kentville Vacations
- Avis Rental Cars in Annapolis Valley
- Car rental Kingston
- Alamo Rent A Car Rental Cars in Kingston
- Pickup Car Rentals in Kingston
- Car rental Greenwood
- Avis Rental Cars in Greenwood
- Thrifty Car Rental Rental Cars in Greenwood
- Thrifty Car Rental Rental Cars in Kingston
- Budget Rental Cars in Middleton
- Car rental Middleton
- Enterprise Rental Cars in Middleton
- Pickup Car Rentals in Greenwood
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
