Plan, book, travel with confidence
Better together
Save up to CA $775 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Holiday Package Deals in East Orleans
Price found within the past 48 hours. Click for updated prices.
The Boston Hotel
Brighton
Save 100% on your flight
per person
Aug. 20 - Aug. 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7.4/10 Good! (175 reviews)
We stayed only one night for a wedding at a nearby venue. Great value for less than $300/night in the city on a Friday. Staff was great and bed was comfy.
Reviewed on Jun. 2, 2024
Boston Harbor Hotel
North End
Save 100% on your flight
per person
Jul. 11 - Jul. 15
found 16 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
This is an upscale hotel with excellent amenities and wonderfully helpful and friendly people who kindly made our stay a joy.
Reviewed on May 27, 2024
Beacon Hill Hotel
Beacon Hill
Save 100% on your flight
per person
Aug. 20 - Aug. 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (153 reviews)
From the moment we walked into the lobby at Beacon Hill Hotel we were greeted and treated like VIPs. The room, was a corner, looking out over Charles Street. Perfectly comfortable and artfully appointed. My only complaint and this is silly the pillows too puffy. We dined there as well and the food and service was superb.
Reviewed on May 23, 2024
The Whitney Hotel
Beacon Hill
Save 100% on your flight
per person
Jul. 31 - Aug. 3
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (279 reviews)
This was one of the best hotel experiences I've had. The staff goes above and beyond to make you feel welcomed. From the Tates cookies and sparkling water available, to the water bottles at the end of the night, they really pay attention to small details, making it a great experience. The rooms were clean and roomy. We ended up walking the entire time in Boston since the hotel was at a great location, but if you plan on driving, keep in mind that you have to call ahead of time to access your car. Would definitely stay again!
Reviewed on May 28, 2024
East Orleans Hotel Deals
Nauset Beach Inn
237 Beach Road, Orleans, MA
The price is CA $409 per night from Jun. 4 to Jun. 5
CA $409
CA $487 total
includes taxes & fees
Jun 4 - Jun 5
9.4/10 Exceptional! (152 reviews)
"Had a wonderful night at this unique property. Enjoyed walking the beach and seeing the seals."
Reviewed on Jun. 1, 2024
Bayside Resort Hotel
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $327 per night from Jun. 7 to Jun. 8
CA $327
CA $374 total
includes taxes & fees
Jun 7 - Jun 8
8.8/10 Excellent! (1,028 reviews)
"good"
Reviewed on May 30, 2024
Cape Sands Inn
149 Main St - RT 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is CA $115 per night from Jun. 13 to Jun. 14
CA $115
CA $132 total
includes taxes & fees
Jun 13 - Jun 14
8.4/10 Very Good! (952 reviews)
"The area it was located"
Reviewed on May 31, 2024
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.
Explore other types of vacation packages
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.
Jonathan Young Windmill
You can learn about the history of Orleans when you stop by Jonathan Young Windmill. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.
Nauset Inlet
Commune with nature and explore the great outdoors at Nauset Inlet during your travels in Orleans. Stroll along the 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.