East Orleans Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    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.
DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Save 100% on your flight
per person
Mar. 14 - Mar. 21
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
8.6/10 Excellent! (1,007 reviews)
Everything is excellent

Reviewed on Jan. 3, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Feb. 16 - Feb. 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (85 reviews)
V nice room deco and designs. Attentive staff who are in close touch via text. Great experience all around.

Reviewed on Nov. 29, 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Mar. 30 - Apr. 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (316 reviews)
We loved our stay at the Mandarin for New Year’s Eve. Everything was exquisite!

Reviewed on Jan. 1, 2025

XV Beacon

XV Beacon

5 out of 5
Beacon Hill
Save 100% on your flight
per person
Mar. 14 - Mar. 21
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.4/10 Exceptional! (360 reviews)
Absolutely loved the fireplace in the room.

Reviewed on Jan. 7, 2025

The Verb Hotel

The Verb Hotel

3.5 out of 5
Fenway–Kenmore
Save 100% on your flight
per person
Mar. 14 - Mar. 21
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,582 reviews)
Great and convenient place. Nice remodeled room.

Reviewed on Jan. 10, 2025

East Orleans Hotel Deals

Nauset Beach Inn
Nauset Beach Inn
3 out of 5
237 Beach Road, Orleans, MA
The price is CA $331 per night from Jan. 15 to Jan. 16
CA $331
CA $404 total
includes taxes & fees
Jan 15 - Jan 16
9.4/10 Exceptional! (165 reviews)
"3rd year repeat trip. Love it. Each room has great view of the ocean. Because of the time of year, each room has areal Christmas tree and is made cozy with an electric wood burning stove."

Reviewed on Dec. 19, 2024

Nauset Beach 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 $154 per night from Jan. 20 to Jan. 21
CA $154
CA $193 total
includes taxes & fees
Jan 20 - Jan 21
8.6/10 Excellent! (1,236 reviews)
A nice winter getaway
"We enjoyed our stay at Bayside Resort for a one day getaway. The room was clean and comfortable. There were tons of towels for the bath and the pool. We liked the hot tub and the pool. The breakfast had good options and was filling. We had a drink at the bar. It was a little confusing on the website ..."

Reviewed on Jan. 2, 2025

Bayside Resort Hotel
Chatham Bars Inn
Chatham Bars Inn
5 out of 5
297 Shore Rd, Chatham, MA
The price is CA $479 per night from Jan. 16 to Jan. 17
CA $479
CA $575 total
includes taxes & fees
Jan 16 - Jan 17
9/10 Wonderful! (739 reviews)
"Great staff. Professional and highly helpful"

Reviewed on Dec. 29, 2024

Chatham Bars Inn
See all 4,443 properties in East 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.

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an East Orleans vacation package cost?
Live it up in East Orleans from as little as CA $1,440. Choose from a wonderful selection of rental cars, hotels and flights to suit every style and budget. Score even better deals when you add a few tours or activities to your package.
How do I get a cheap travel package to East Orleans?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, rental cars, flights and activities — we’ve got them all covered. Select a combination that suits you and watch your savings grow. We know a travel package is never a one-size-fits-all. That’s why we offer more than 550 airlines and 1,000,000 hotels worldwide, which lets you customize your East Orleans vacation.
Where should I stay in East Orleans?
A trip to East Orleans wouldn’t be complete without checking out Nauset Beach, Skaket Beach and Rock Harbor Beach. Spend your evenings near these popular sights and make sightseeing simple.
What are the top hotels in East Orleans?
Central Ac Close To Nauset Beach and 2000 Square Feet With Fenced - In Dog Friendly Yard are two of the most popular hotels in East Orleans. Why not check out the rates and amenities at each and then make a decision?
How far in advance should I book my East Orleans vacation?
Browse Expedia to compare international fares as soon as possible. In most cases, you can purchase a ticket up to a year before departure. If you don’t see your preferred carrier, or you’ve left things to the last minute, don’t stress. Cheap tickets to East Orleans occasionally appear a few weeks before the date of departure.
What does an Expedia East Orleans travel package include?
Travel packages include flights, rental cars and hotels, but you can combine any of them to create your perfect East Orleans escape. You can also add on fun stuff like activities and experiences once you’ve made your booking. You’re in control! When you combine your bookings with Expedia, you’ll get access to discounts you won’t find anywhere else.
What should I know before booking an East Orleans travel package?
You’ll enjoy excellent savings when you bundle your hotels, flights and rental cars into a package. Not only that, booking everything together makes trip planning much easier. So why waste your money or time? Whether you’re organizing an upscale romantic escape or a budget family adventure, explore our vacation packages today.
Can I choose my airline with an East Orleans Expedia vacation package?
Yes, definitely. Expedia has over 550 airline partners to select from all over the world. With all that choice at your fingertips, finding the perfect carrier to whisk you away to East Orleans will be a snap.
If I'm not able to travel, can I cancel my East Orleans vacation package?
Whether it’s your hotel or flight, yes, you can cancel or amend it. Locked in your East Orleans vacation package in the last 24 hours? You may be able to make any changes for free. For bookings older than that, you may incur a charge from your hotel, airline or car rental company. For more information, check out our Customer Service Portal. We’ll help you each step of the way.

Discover the most popular places to visit in East 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

You can enjoy the entertainment at Orleans Bowling Center during your travels to Orleans. Amble around the area's beautiful beaches or seek out the hiking trails.

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

Things to do

Salem Puzzling Adventure

Plymouth Puzzling Adventure

CA $50
per traveller
Plymouth Puzzling Adventure
See all activities in Orleans
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.