Olde Town Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Quintin Doroquez

Where to stay in Olde Town

Find the best Olde Town areas and neighborhoods for the activities you enjoy most. Learn more about Olde Town
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Issaquah Highlands

1 out of top 10 points of interest in this area

While visiting Issaquah Highlands, you might make a stop by sights like Regal Issaquah Highlands and Governor's Walk.

Find hotels in Issaquah Highlands

Top hotels in Olde Town

Hyatt Regency Seattle

Hyatt Regency Seattle

4 out of 5
808 Howell St, Seattle, WA
Fully refundableReserve now, pay when you stay
The price is 4.135.380 ₫ per night from 1 Nov to 2 Nov
4.135.380 ₫
4.879.748 ₫ total
1 Nov - 2 Nov
includes taxes & fees
9.4/10 Exceptional! (4,488 reviews)
"Quick great trip!"

Reviewed on 9 Oct 2025

Hyatt Regency Seattle
The Paramount Hotel

The Paramount Hotel

3.5 out of 5
724 Pine St, Seattle, WA
Fully refundableReserve now, pay when you stay
The price is 3.769.254 ₫ per night from 26 Oct to 27 Oct
3.769.254 ₫
4.447.772 ₫ total
26 Oct - 27 Oct
includes taxes & fees
9.2/10 Wonderful! (3,202 reviews)
"Ice maker on our floor was out of service. We had a party of three with a reservation for three and our rooms bathing amenities was set for two. I would have preferred a prepared towels for three from the get go. I do want to note the staff was remarkable. Very friendly and knowledgeable. I needed ..."

Reviewed on 6 Oct 2025

The Paramount Hotel
citizenM Seattle Pioneer Square

citizenM Seattle Pioneer Square

4 out of 5
60 Yesler Way, Seattle, WA
Fully refundableReserve now, pay when you stay
The price is 3.661.260 ₫ per night from 12 Oct to 13 Oct
3.661.260 ₫
4.320.286 ₫ total
12 Oct - 13 Oct
includes taxes & fees
9.2/10 Wonderful! (3,741 reviews)
"What a great hotel I love this concept simple check-in with self service, but there is a front desk person to help you navigate through the process and then I got my key went upstairs and the room was cute and tight and space efficient and I had an excellent view… also I had breakfast downstairs ..."

Reviewed on 7 Oct 2025

citizenM Seattle Pioneer Square
See all 4,561 properties in Olde Town
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

How much does an Olde Town holiday package cost?
Customize your Olde Town holiday package from a low . Pick from any combination of hotels, flights and rental cars to pull together the escape of your dreams. Be sure to add on a few experiences or activities!
How do I get a cheap travel package to Olde Town?
If you love getting a great deal, bundle your bookings into an Olde Town holiday package. Whether you need hotels, flights, rental cars or day tours, you can browse and book everything in one place. You'll have ample choice at your fingertips too. Expedia has over 550 airlines and 1null000null000 hotels all over the world to select from. Fly with who you prefer, stay anywhere you like and save some cash — now that's the perfect holiday!
Where should I stay in Olde Town?
A holiday in Olde Town wouldn't be complete without seeing Lake Sammamish State Park, Downtown Issaquah and Swedish Medical Centre Issaquah. Spend your evenings near these top sights and make sightseeing easy.
What are the top hotels in Olde Town?
Whether you're staying for one night or a week in Olde Town, you'll get a wonderful night's rest at Craftsman Duplex In Old Town Issaquah. This place is the first choice for lots of travellers.
How far in advance should I book my Olde Town holiday?
Reserving your spot early with Expedia means one less thing to worry about. Most air carriers advertise tickets up to a year in advance. Usually, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Olde Town will sometimes occur in the weeks leading up to departure.
What does an Expedia Olde Town travel package include?
With Expedia, you can choose any combination of hotels, flights and car rentals to create your perfect Olde Town package. Once you've made your booking, you can add on all the fun stuff like activities and tours. Don't forget, the more you bundle, the more dollars you'll save!
What should I know before booking an Olde Town travel package?
Booking all the parts of your getaway together is a great way to save. Bundle your car rentals, airfares and hotels into a handy package. But hotels aren't your only option. Expedia has all types of properties, including holiday rentals like oceanfront condos and city apartments. The list goes on!
Can I choose my airline with an Olde Town Expedia holiday package?
Yes, and with more than 550 airlines to pick from across the globe, you're not short on choice. Search the available options and see which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Olde Town holiday package?
We totally get it — life can throw you the odd curveball. If you've locked in an Olde Town holiday package and have to cancel or amend it, we can help. It's always worth looking up our Customer Service Portal first for information. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel and rebook at no cost. If it's been more than 24 hours, your hotel, airline or car rental company may impose a charge.

Popular places to visit

Lake Sammamish State Park

Lake Sammamish State Park

Enjoy a trip to Lake Sammamish State Park and popular activities such as hiking in Issaquah. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Lake Sammamish State Park

Swedish Medical Center Issaquah

If Swedish Medical Center Issaquah is what brings you to town, hopefully you'll have a chance to explore more of Issaquah.

Swedish Medical Center Issaquah

Gilman Village

You can do some window-shopping at Gilman Village during your trip to Issaquah. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Gilman Village