Greenwood Vacation Packages

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Top Greenwood Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Gold Leaf Hotel of Dewey - Rehoboth Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach

2.5 out of 5
Price was CA $902, price is now CA $852 per person
CA $852
per person
Oct 3 - Oct 6
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8.6/10 Excellent! (1,011 reviews)
Super nice staff, nice rooms, steps to the beach, walking distance to restaurants. Parking garage, Awesome roof top pool! Love it at the GoldLeaf.

Reviewed on Aug. 24, 2025

The Surf Shanty Motel

The Surf Shanty Motel

2.5 out of 5
Price was CA $1,051, price is now CA $928 per person
CA $928
per person
Oct 3 - Oct 6
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
9.8/10 Exceptional! (278 reviews)
A really cute place for a reasonable price. We walked most places we went to and we were right near the beach

Reviewed on Aug. 20, 2025

Comfort Inn & Suites Milford

Comfort Inn & Suites Milford

2.5 out of 5
Price was CA $997, price is now CA $942 per person
CA $942
per person
Oct 3 - Oct 6
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8/10 Very Good! (583 reviews)
The fireplace, lobby staircase, and room for the indoor pool were nicely designed, but everything else was dated and worn out. It felt dirty. There was a hole in the wall of our room, a broken light switch, and the lighting was awful (including a missing bulb in the bathroom). Our hairdryer was also a problem, only turning on and off with the plug...which sparked when unplugged. The breakfast area was a bit dirty and really lacking in fresh fruit and juice choices. There was no milk for cereal or to drink. There never anyone at the front desk and we had to ring a bell. Just not welcoming in that way.

Reviewed on Aug. 19, 2025

Hotel Bethany Beach

Hotel Bethany Beach

2.5 out of 5
Price was CA $1,107, price is now CA $1,057 per person
CA $1,057
per person
Oct 3 - Oct 6
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
9.2/10 Wonderful! (1,314 reviews)
Nice hotel with breakfast and (pay) parking. Staff friendly. Hotel had many guests but never felt crowded - except breakfast! But who doesn’t appreciate breakfast included these days. The carpeting in rooms gives a dated appearance - and is not the most hygienic especially for a hotel that allows pets. There were plenty of dogs. Pool wasn’t heated and was cold! The free mini golf coupons were appreciated and the kids used them. There were also two vodka drinks in the fridge - these touches (the drinks, cookies offered in afternoon, water in lobby and coupons and discounts for nearby things) do make a difference. The hotel is a bit of a walk from the beach especially as once you reach the beach / boardwalk it is the section with no sand! Just dunes and a small spit of sand. Overall good hotel but on pricey side.

Reviewed on Aug. 23, 2025

The Bay Resort

The Bay Resort

2.5 out of 5
Price was CA $991, price is now CA $948 per person
CA $948
per person
Oct 3 - Oct 6
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8.6/10 Excellent! (823 reviews)
The views of the bay

Reviewed on Aug. 20, 2025

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Greenwood Hotel Deals

Hyatt House Lewes/Rehoboth Beach

Hyatt House Lewes/Rehoboth Beach

3.5 out of 5
17254 Five Points Square, Lewes, DE
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Sep 14 to Sep 15
CA $153
CA $170 total
Sep 14 - Sep 15
includes taxes & fees
9.2/10 Wonderful! (924 reviews)
"Amazing staff always available"

Reviewed on Aug. 21, 2025

Hyatt House Lewes/Rehoboth Beach
Home2 Suites by Hilton Lewes Rehoboth Beach

Home2 Suites by Hilton Lewes Rehoboth Beach

3 out of 5
17388 OCEAN ONE PLAZA, Lewes, DE
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Sep 17 to Sep 18
CA $129
CA $143 total
Sep 17 - Sep 18
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Our family stay was great! The staff was very welcoming, provided us with a list of locations fornthe best seafood. We will be a repeat customer."

Reviewed on Aug. 21, 2025

Home2 Suites by Hilton Lewes Rehoboth Beach
Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

2 out of 5
1703 E Lebanon Rd, Dover, DE
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Aug 27 to Aug 28
CA $116
CA $128 total
Aug 27 - Aug 28
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"😊"

Reviewed on Aug. 21, 2025

Microtel Inn & Suites by Wyndham Dover
See all 657 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?
You can pick up a vacation package to this top destination from CA $852 on Expedia. But how much your vacation to Greenwood costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Greenwood?
To score cheap Greenwood vacation packages, plan your getaway outside of peak periods like public holidays and major festivals. You'll generally find lower prices and better availability when it's less busy.
How many days is enough for Greenwood?
The ideal length of your Greenwood vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you plenty of time to tick off all the main attractions and explore some hidden treasures along the way.
How to find the best Greenwood package deals?
Landing a cheap Greenwood package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, add some filters and see what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Greenwood package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Greenwood vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays separately. Better still, you can customize your Greenwood getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Greenwood?
Score incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Greenwood getaway.
How to plan a trip to Greenwood?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Greenwood.
  2. Set your budget: Factor in expenses like flights, transportation and food when working out how much to save for your trip to Greenwood. Then, pick a hotel that works with your budget, whether that's a low-cost stay or a high-end getaway.
  3. Decide your trip length: Think about how long you'd like to spend discovering Greenwood. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, book the perfect Greenwood vacation package for you.

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