Orleans Vacation Packages

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Your Orleans Vacation

Its historical landmarks, cultural experiences and artistic creativity are only a few of the reasons to book a vacation package to Orleans. No matter your reason for coming to this urban city, you're sure to have a fabulous time. A trip to Orleans is a superb opportunity to go sightseeing. Make sure you visit big-name attractions such as Nauset Lighthouse, Nauset Beach and Skaket Beach. Stop dreaming and start adventuring. Browse the multitude of options on Expedia today and finally put your Orleans vacation plans in motion!

Top Orleans Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave

2.5 out of 5
South End
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
7.8/10 Good! (55 reviews)
Easy to walk to and from T stations near by. Decently priced and was overall a great place to stay!

Reviewed on Jul. 23, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 22 - Sep 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul. 14, 2025

Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
7/10 Good! (147 reviews)
There were a few places to eat near the pier the view of the city was amazing and the tall boat was great for food,dancing and drinking however the vibe is younger college kids. I did enjoy the few places we visited to eat. The parking was horrible, We received no directions and it took us an hour to find someone to check in… I was left with two keys and no directions. I managed and once the sun came up an employee at the front desk named Craig was very helpful. The bed was so uncomfortable I would recommend getting a new more comfortable mattress for the amount we paid. All in all we made the best of it and everything else was okay. Lastly no TV directions I had to purchase Netflix on my own. This was not the best stay provided by Expedia. I was disappointed.

Reviewed on Jul. 31, 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (566 reviews)
Nice 2-bedroom, 2-bathroom apt. Perfect for family stay. Safe building. Beds weren’t the most comfortable.

Reviewed on Jul. 31, 2025

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
per person
Oct 3 - Oct 6
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (349 reviews)
This experience from checking in to the quality of the room and the incredible concierge service that helped us with restaurants in our entire experience was unbelievable! It was probably the best experience I had with a luxury hotel in any city I visited. We will definitely be coming back!

Reviewed on Jul. 20, 2025

Orleans Beach Vacation

Get prepared to live out those summer daydreams on your Orleans vacation. Set off on a leisurely stroll, appreciate the sparkling coastal views and pick up pretty seashells on your trip to Orleans. Situated just 2 kilometres from the town centre, Rock Harbour Beach is the place to be for many visitors. Browse our Orleans vacation deals and watch your travel budget stretch further!

Ready to book your vacation to Orleans?

 

Choose your dates

Orleans Hotel Deals

Olde Tavern Motel And Inn

Olde Tavern Motel And Inn

2.5 out of 5
151 Cranberry Hwy, Orleans, MA
The price is CA $196 per night from Sep 1 to Sep 2
CA $196
CA $225 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (213 reviews)
"Though an older motel, this facility and its amenities have been thoroughly renovated and updated; everything was was nicely done, very comfortable, clean, and convenient to downtown Orleans."

Reviewed on Jul. 29, 2025

Olde Tavern Motel And Inn
Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Sep 1 to Sep 2
CA $123
CA $141 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Stayed with family during the weekend. Great location, clean room and nice pool. I just wish that someone told us about the dehumidifier in the rooms. It was very humid the first night and could’ve used it. Otherwise Cape Sands Inn is a great motel without the bells & whistle at a great affordable ..."

Reviewed on Jul. 27, 2025

Cape Sands Inn
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $249 per night from Sep 1 to Sep 2
CA $249
CA $301 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,439 reviews)
"The only think I don’t like is the front desk try to charge some extra, I didn’t used. But I loved everything."

Reviewed on Jul. 29, 2025

Bayside Resort Hotel
See all 5,178 properties in Orleans
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Orleans

Skaket Beach which includes a sandy beach as well as a family

Skaket Beach

4/5(1 review)

Warm, clear waters make this beach destination ideal for casual swimming, watersports or a restorative rest on the white sandy shore.

Skaket Beach

Orleans Bowling Center

Enjoy a trip to Orleans Bowling Center and popular activities like hiking in Orleans. Stroll along the area's seaside, or simply savor its seafood restaurants.

Orleans Bowling Center

Academy Playhouse

You can make plans for a show at Academy Playhouse during your stay in Orleans. Amble around the area's beautiful beaches or seek out the hiking trails.

Academy Playhouse

What to do in Orleans

Salem Puzzling Adventure

Plymouth Puzzling Adventure

CA $48
per traveller
Plymouth Puzzling Adventure
See all activities in Orleans

Frequently asked questions

How much does a Orleans vacation package cost?
You can snap up a vacation package to this top destination from CA $1,256 on Expedia. But how much your vacation to Orleans costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Orleans?
If you'd like to book a cheap Orleans vacation package, consider visiting in December, January and February. You're likely to find lower prices on airfares and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Orleans?
To fully enjoy your Orleans vacation, we suggest staying for 2 days. Split your time between discovering Breakwater Beach, First Encounter Beach and other leading sights, in addition to exploring neighbourhoods like East Orleans and South Orleans. If you've got some time to spare, add a tour or day trip to your Orleans vacation itinerary.
Is it worth booking a vacation package to Orleans?
Orleans is a good vacation destination with attractions like Rock Harbour Beach among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Orleans vacation promises fun for everyone.
How to find the best Orleans package deals?
Use Expedia's filters to find some great Orleans package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Orleans package deals in the off-peak season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Orleans vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still have the freedom to create a personalized Orleans vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Orleans?
If you're planning a spur-of-the-moment Orleans vacation, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Orleans?

  1. Choose when to get away: Check your schedule and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to vacation in Orleans.
  2. Plan your budget wisely: As well as the cost of your accommodations, you'll need to factor in other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that may come up during your trip to Orleans.
  3. Work out your trip length: Think about how much time you want to spend discovering Orleans. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your accommodations and airfare: Once you've nailed down your dates and duration, book the ideal Orleans 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.