Orleans Vacation Packages & Trips 2026 from CA $801

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.

The Atlas Hotel

Allston

CA $801

per person

Jul 15 - Jul 18

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (125 reviews)

Excellent gym. Brand new and clean. Very Friendly staff. Even a free car charger. Will be back!!

Reviewed on Jun 8, 2026

Boston Harbor Hotel

North End

CA $2,189

per person

Aug 3 - Aug 7

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Boston (BOS)

9.8/10 Exceptional! (1,000 reviews)

Wonderful classic harbor front hotel. Very nice front desk. Would stay again

Reviewed on May 25, 2026

By the Sea Guests Bed & Breakfast & Suites

CA $1,317

per person

Aug 24 - Aug 29

found 12 hours ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

9.2/10 Wonderful! (187 reviews)

Such a cute place to stay and the staff are so helpful and welcoming!!

Reviewed on May 31, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

CA $1,319

per person

Aug 13 - Aug 17

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (256 reviews)

Splendid bed and breakfast

Reviewed on Apr 29, 2026

The Newbury Boston

Back Bay

CA $1,929

per person

Aug 13 - Aug 17

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (650 reviews)

We loved our one-night stay and wish we could have stayed longer. We had a beautiful park-facing king room on a high floor. The staff was very kind and responsive. The gym is great --- well-equipped and well-maintained. Location could not be better if you plan to explore Boston by foot or the T.

Reviewed on Jun 10, 2026

Where to stay in Orleans

Find the best Orleans areas and neighborhoods for the activities you enjoy most. Learn more about Orleans

East Orleans

1 out of top 10 points of interest in this area

East Orleans is noteworthy for its beaches, and you can make a stop at top attractions like Cape Cod Beaches and Nauset Beach.

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?

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Orleans Hotel Deals

Olde Tavern Motel And Inn

151 Cranberry Hwy Orleans MA

CA $189

CA $216 total

Jun 14 - Jun 15

includes taxes & fees

9.4/10 Exceptional! (245 reviews)

"This was a nice, utilitarian motel, centrally located on the Cape. It was not luxurious, but clean and well kept. Friendly staff. My only complaints were some hair not cleaned out of the shower and the coffee if both the room and at breakfast was quite poor. I enjoyed the porch with chairs and I ..."

Reviewed on May 28, 2026

Skaket Beach Motel

203 Cranberry Hwy Orleans MA

CA $197

CA $226 total

Jun 15 - Jun 16

includes taxes & fees

9.2/10 Wonderful! (462 reviews)

"Good enough for travelers."

Reviewed on Jun 6, 2026

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA

Fully refundableReserve now, pay when you stay

CA $287

CA $409 total

Jun 14 - Jun 15

includes taxes & fees

8.8/10 Excellent! (591 reviews)

"I had a wonderful time everything was clean and the staff was amazing!"

Reviewed on Jun 11, 2026

See all 5,128 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.