Eastsound Vacations from $1,116

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Your Eastsound Vacation

Excellent adventures await when you book a Eastsound vacation package. Whether you're a foodie, history enthusiast or just a traveler who loves to discover new places, there's something for everyone in this lively city. Cascade Lake, Moran State Park and Orcas Island Golf Course are just some of the many sights you'll want to see during your trip to Eastsound. Check out Expedia's extensive range of travel options and book your perfect vacation to Eastsound today.

The Latest Eastsound vacation packages

Price found within the past 48 hours. Click for updated prices.
Outlook Inn

Outlook Inn

3 out of 5
Price was $1,208, price is now $1,116 per person
$1,116
per person
Dec 19 - Dec 25
found 1 day ago
Roundtrip flight included
Orange County (SNA) to Eastsound (ESD)
9.2/10 Wonderful! (499 reviews)
Wow! Thank you Outlook Inn. I was pleasantly surprised to find that my room had been upgraded to an ocean view room. Thank you universe, Expedia and outlook staff. The gorgeous cozy room was perfect for my solo getaway. I enjoyed spending the mornings on my balcony taking in beautiful views, evenings enjoying the oversized soaking tub and cozying up by the fireplace to do art and read. Every staff member was lovely including restaurant staff. Orcas Island carries a magic and Outlook Inn was the perfect home base for exploring all the Eastsound has to offer. Walkable autumnal Pacific Northwest getaway! I’ll be back!

Reviewed on Oct 25, 2025

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Discover the most popular places to visit in Eastsound

You can drive to the top of Mount Constitution on Orcas island and on a clear day you can see the other islands of the San Juan Islands. This is a view of a couple of lakes on Orcas island from the road up to the top of Mount Constitution.

Mt. Constitution

Hike to the summit of the Orcas Island’s tallest peak for panoramic views of the Olympic Mountains and Vancouver Island.

Mt. Constitution
If you haven't been to Orcas Island, go next summer. It is the most beautiful place I have ever been.

Eastsound Beaches

Why not spend a lazy afternoon at Eastsound Beaches during your trip to Eastsound? Discover the sunsets while you're in the area.

Eastsound Beaches
Awesome bookstore and coffee shop on main drag. Next door is crow valley pottery, another fave.

Darvill's Bookstore

5/5(2 reviews)

Enjoy an outing to Darvill's Bookstore during your stay in Eastsound. While you're in the area, stroll along the waterfront.

Darvill's Bookstore

What to do in Eastsound

The Orcas Project Wine Tasting

The Orcas Project Wine Tasting

$29
per adult
100% of travellers recommend
The Orcas Project Wine Tasting
Amazing Sunsets top of giant trees!

Sunset Canopy Climb on Lopez Island

$199
per adult
Sunset Canopy Climb on Lopez Island
See all activities in Eastsound

Eastsound Hotel Deals

Rosario Village

Rosario Village

2 out of 5
1400 Rosario Rd, Eastsound, WA
Fully refundable
$152 nightly
The price is $168 total per night from Nov 1 to Nov 2
$168 total
Nov 1 - Nov 2
Total with taxes and fees
7/10 Good! (73 reviews)
Miss the mansion. Also, key code did not work and we had to borrow another visitor's phone to contact office for a new code. They need management there. There were a few minor repairs needed in the bathroom; I took care of the squeaky hinges and tightened the toilet seat. Left the tub trim and TP ...

Reviewed on Sep 5, 2025

Rosario Village
Outlook Inn

Outlook Inn

3 out of 5
171 Main St, Eastsound, WA
Fully refundableReserve now, pay when you stay
$241 nightly
The price is $266 total per night from Nov 12 to Nov 13
$266 total
Nov 12 - Nov 13
Total with taxes and fees
9/10 Wonderful! (501 reviews)
Good at restaurant was excellent. Property right in town so could walk to everything.

Reviewed on Oct 15, 2025

Outlook Inn
Landmark Inn on Orcas Island

Landmark Inn on Orcas Island

3 out of 5
67 Main St, Eastsound, WA
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $220 total per night from Nov 2 to Nov 3
$220 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (182 reviews)
Comfortable room and amenities. Very helpful accommodating staff.

Reviewed on Oct 17, 2025

Landmark Inn on Orcas Island
See all 1,217 properties in Eastsound
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.

Find the Best Eastsound Vacation Packages

Eastsound Beach Vacation

Relax on the shore and feel the salty sea air on your skin during your Eastsound vacation. If this is your first time here, why not hunt for some pretty shells or stones as a souvenir of your trip to Eastsound? Set up your base near North Beach, a popular stretch of coast just 1 mile from the town center. We also offer terrific Eastsound vacation packages that are closer to Crescent Beach, another tempting option.

Things You Should Know About Eastsound

  • Stay in one of our Eastsound beach hotels and get set for a vacation to remember. Strolls along the shore, sparkling ocean vistas and the sound of crashing waves are what's in store.
  • Private vacation homes such as Landmark Inn on Orcas Island and Outlook Inn on Orcas Island are also popular. Whether you're organizing a family trip or a romantic escape with your significant other, you're sure to find something that suits your requirements.

Eastsound Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Friday Harbor, WA (FRD)
Max Temp Winter
45ºF
Max Temp Summer
65ºF
Top Sights
Doe Bay Hot Springs, Moran State Park and Spencer Spit State Park

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Frequently asked questions

How much does an Eastsound vacation package cost?
Offering excellent value package deals from $1,116 on Expedia, you'll be thrilled with how little a vacation to Eastsound costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Eastsound?
If you're hoping to book a cheap Eastsound vacation package, consider planning a trip in June, September and October. You'll usually find better prices on hotels and airfares during these months — perfect for budget-conscious travelers.
How many days is enough for Eastsound?
To fully enjoy an Eastsound vacation, we suggest booking for 3 days. Divide your time between visiting North Beach, Orcas Island Golf Course and other major sights, as well as experiencing neighborhoods like Beach Haven and West Beach. If you've got some time to spare, add a day trip or tour to your Eastsound vacation itinerary.
Is it worth booking a vacation package to Eastsound?
Eastsound is a good vacation destination with attractions like Orcas Island Golf Course among the many things to keep you entertained. Whether you're traveling with the family or planning a trip with friends, an Eastsound vacation promises fun for everyone.
How to find the best Eastsound package deals?
Begin your search for an Eastsound package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Eastsound package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Eastsound adventure underway.
Is it cheaper to book an Eastsound vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays individually. Better still, you can customize your Eastsound getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Eastsound?
If you're planning an impromptu Eastsound vacation, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Eastsound?

  1. Choose when to get away: Check your diary and get packing. Your favorite time of year and the activities on offer will also help you decide when to escape to Eastsound.
  2. Set a budget: Consider costs such as transportation, flights and meals when calculating how much to set aside for your trip to Eastsound. Then, select a hotel that works with your budget, whether that's an affordable option or a more upscale getaway.
  3. Use our trip planning tool to discover Eastsound: Research every aspect of your trip to Eastsound with this comprehensive planner. Invite your friends and family to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Decide your trip length: Think about how long you want to spend exploring Eastsound. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Eastsound vacation package.
  6. Add on excursions and experiences: Take a look at our dedicated travel guide to find some fun things to do in Eastsound in Eastsound. Book tickets or make reservations in advance to save time and avoid the hassle of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Eastsound vacation packages?
Set off on your dream trip to Eastsound with help from Expedia's Book Now, Pay Later vacations. No need to save up or hold off until the next payday — we've joined forces with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to budget for your trip and snap up bargains before they disappear.

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