
East Orleans Vacation Packages
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Top Holiday Package Deals in East Orleans
Price found within the past 48 hours. Click for updated prices.

Boston Lodge and Suites
Dorchester
Price was CA $1,558, price is now CA $841 per person
CA $841
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.
Reviewed on Nov 10, 2025

Boston Harbor Hotel
North End
Price was CA $1,914, price is now CA $1,226 per person
CA $1,226
per person
Aug 28 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on Jun 15, 2026

By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,300, price is now CA $878 per person
CA $878
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (188 reviews)
It is truly a bed and breakfast. We stayed in the main house in a cozy upstairs updated bedroom overlooking the ocean. Breakfast was served every morning between 8am and 10am. Allowing us to have our coffee and stroll along the beach before our meal. Staff friendly and helpful. We will return again next year
Reviewed on Jun 18, 2026

Chatham Tides
Price was CA $2,824, price is now CA $1,924 per person
CA $1,924
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (707 reviews)
It was absolutely charming and beautiful! The view was magnificent, the staff couldn't have been more accommodating and the room was wonderful. I would return to Room 23 over and over again.
Reviewed on Jun 20, 2026
Where to stay in East Orleans
Find the best East Orleans areas and neighborhoods for the activities you enjoy most. Learn more about East Orleans

Namskaket
2 out of top 10 points of interest in this area
While visiting Namskaket, you might make a stop by sights like Cape Cod Beaches and Skaket Beach.
East Orleans Hotel Deals

Riviera Beach Resort
327 South Shore Drive South Yarmouth MA
The price is CA $268 per night from Jun 21 to Jun 22
CA $268
CA $340 total
Jun 21 - Jun 22
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Great location Clean rooms Restaurant hours seemed a bit limited"
Reviewed on Jun 18, 2026

Parker Beach Lodge
192 S Shore Dr South Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Jun 30 to Jul 1
CA $207
CA $237 total
Jun 30 - Jul 1
includes taxes & fees
8.6/10 Excellent! (403 reviews)
"The staff were amazing. Would love to come back again when able"
Reviewed on Jun 20, 2026

Bayside Resort Hotel
225 Route 28 West Yarmouth MA
Fully refundableReserve now, pay when you stay
The price is CA $279 per night from Jun 28 to Jun 29
CA $279
CA $335 total
Jun 28 - Jun 29
includes taxes & fees
8.8/10 Excellent! (1,519 reviews)
"This is a great hotel for the price. Both pools were clean and nice. The fire pits at night were also fun and provided nice scenery. The included breakfast was amazing and had several coffee options and a large variety of foods. It was the perfect start to each morning and very convenient to start ..."
Reviewed on Jun 20, 2026
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
Discover the most popular places to visit in East Orleans

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








