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.
Lakeside Inn

Lakeside Inn

2 out of 5
Price was CA $1,094, price is now CA $703 per person
CA $703
per person
Oct 29 - Nov 3
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
7.4/10 Good! (2,162 reviews)
We stayed for one night. When we arrived the restaurant was just jumping with excitement with families and others singing karaoke. It was a nice welcome. We checked out the pool. It was a little cold but the kids had a quick dip and were happy. The staff was amazing. Such great customer service. From the staff that checked us in, the gentleman that cooked breakfast and the lady that cleaned the rooms. The maintenance man helped us with a little issue faster than my toddler could asking him a million questions which is lightning speed. Checkout was also great! 10/10 would definitely stay here again. Rooms were comfortable, quiet, and clean! Great water pressure for the kids baths and showers.

Reviewed on Aug. 28, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $1,625, price is now CA $956 per person
CA $956
per person
Oct 31 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (490 reviews)
Love the Street Bar!

Reviewed on Aug. 25, 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was CA $1,893, price is now CA $1,160 per person
CA $1,160
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTZ) to Boston (BOS)
8.8/10 Excellent! (1,003 reviews)
10 mins to Fenway - was a great place.

Reviewed on Aug. 27, 2025

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St

2 out of 5
Back Bay
Price was CA $1,728, price is now CA $1,163 per person
CA $1,163
per person
Oct 29 - Nov 3
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very Good! (139 reviews)
Clean. Great location.

Reviewed on Jul. 31, 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Price was CA $1,949, price is now CA $1,323 per person
CA $1,323
per person
Oct 29 - Nov 3
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (588 reviews)
Overall is pretty good and the only thing that we don’t like it is the water volume of shower head just need to be way a lot more .please turn it up .

Reviewed on Aug. 28, 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 $182 per night from Sep 16 to Sep 17
CA $182
CA $208 total
Sep 16 - Sep 17
includes taxes & fees
Olde Tavern Motel And Inn
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd, Hyannis, MA
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Sep 1 to Sep 2
CA $219
CA $330 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (294 reviews)
"Na"

Reviewed on Aug. 24, 2025

Margaritaville Resort Cape Cod
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 $243 per night from Sep 25 to Sep 26
CA $243
CA $294 total
Sep 25 - Sep 26
includes taxes & fees
Bayside Resort Hotel
See all 5,161 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 $703 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.