12 Cool Things to Do in Winthrop, WA: Weekend Itinerary

There are so many fun things to do in Winthrop, WA. This funky small town is a little Western, a little pioneer, and very walkable.

This themed town sits next to the Chewuch and Methow Rivers and is in one of my favorite areas in Washington State: the Methow Valley.

To get the full experience when visiting Winthrop, I suggest choosing a place to stay within walking distance of town. The bonus of doing this is that you’ll see the town both during its daily rush of day trip visitors and in the morning and evening when there is barely anyone around.

On this Winthrop itinerary, there are wines and ciders to taste, suspension bridges to cross, museums to visit, and some downtime to relax and enjoy.

To top off this Winthrop getaway, you’ll dine at some great locations including a cocktail bar that you wouldn’t be out of place in the city, a riverside brewery that serves up fantastic hamburgers, and a generous breakfast in the state’s oldest legal saloon.

Get ready: here are all the best things to do in Winthrop, WA on a weekend trip!

Cool Things to Do in Winthrop, WA on a Weekend Trip: Day One

Sip local wine at Lost River Winery

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For those that arrive via Hwy 20 the first place you’ll see as you head into town is the family owned Lost River Winery.

Go ahead and pull in for the first taste of your weekend in Winthrop!

Their wines, which source their grapes from the Columbia Valley, have won multiple awards.

Since I’m a red drinker, I’m partial to the Community Red, which you can buy in a bottle, refillable growler, or a handy pouch for camping trips!

In the tasting room, patrons receive a complimentary taste and they usually have six to eight wines available. After you find one to your liking, purchase a glass or bottle and enjoy it on the outside patio. Can you think of a better way to kick off your Winthrop getaway?

Also, patrons can bring a picnic lunch to enjoy with their wine.

Summer: Daily 11 a.m. to 5 p.m.
Spring and Fall: Thursday to Monday 11 am to 5 pm.
Winter: Friday, Saturday, and Monday  11 a.m. to 5 p.m.

Address: 26 WA-20 Winthrop, WA 98862

Check out the Shafer Museum

One of the coolest things to do in Winthrop on a weekend getaway is check out the Shafer Museum.

To get there, I suggest the path and stairs across the street from the Rio Vista Hotel. The path goes over a small canal and then up the hillside to the museum, so it’s a great way to combine a scenic walk in Winthrop with some sightseeing.

The museum consists of several buildings, each with a historical focus, and lots and lots of equipment used in the area from logging, mining, and farming.

There is also the “castle,” which is the cabin of Guy Warning, Winthrop’s founding father, in its original location.

The museum says the grounds are open from 7 a.m. to 7 p.m., but we found them to be open most of the night.

If you stay where we did at Pine Near RV Park, it’s easy to check out the grounds every time you walk to and from town.

The buildings are opened daily from 10 a.m. to 5 p.m. and offer more insights into the area’s history.

Give yourself at least an hour or two to read the signs, look at the equipment and go through the buildings. Since it is so close to town, and it’s partially open it’s easy to make a return visit and see things you might have missed.

Hours: 10 a.m. to 5 p.m. Suggested donation for admission is $3.

Address: 285 Castle Ave. Winthrop, WA 98862

Grab dinner and drinks at the Old Schoolhouse Brewery

When it’s time for dinner, make your way over to the Old Schoolhouse Brewery.

In the summer season, they can be packed inside and on the riverside patio. If time allows, give the staff your name, get a drink and find a spot in The Hangover while you wait for a patio table.

While you’re dining, you won’t regret it when the conversation mingles with the sounds of the river. Their food is locally sourced and the staff is super friendly.

They have year-round music, and in the summer it’s on the outside patio on Friday nights and some Saturdays.

We started with the pub pretzel with stout mustard and smoked cheddar beer cheese (this cheese was to die for!).

For dinner, I had the Schoolhouse Salad, which is mixed greens with dried cranberries, goat cheese, and a tossed IPA vinaigrette, and beer bread.

My husband had the Old School Burger made with a hand-formed patty from Thomson’s Custom Meats and then added bacon and the smoked cheddar beer cheese.

After his first bite, he promptly declared it the best hamburger he’s ever had. After that, I had to take a bite. And, while I really enjoyed my salad, the juicy burger made me jealous!

Be sure to save room for dessert: that’s next on this list of where to go in Winthrop!

Hours: Sunday through Thursday 12 p.m. to 9 p.m. Friday and Saturday 12 p.m. to 10 p.m. (On music nights, kids welcome until 9 p.m.)

Address: 155 Riverside Ave. Winthrop, WA 98862

Grab a treat at Sheri’s Sweet Shoppe

For breakfast goodies and all-around sweets like ice cream, fudge and truffles you’ll want to stop at Sheri’s Sweet Shoppe.

During the height of the day, this locale is the hub of activity. At night and early morning, you’ll have some breathing room.

If you are up for sweets or ice cream, grab a scoop of their tasty homemade ice creams like coconut almond fudge, strawberry cheesecake or praline pecan, and then wrap up the evening with a game of miniature golf!

Hours: 6 a.m. and “until the last customer comes a’wantin’

Address: 207 Riverside Ave. Winthrop, WA 98862

Things to Do in Winthrop, WA on a Weekend Trip: Day Two

Start the day with breakfast at Three Fingered Jack’s Saloon

This day is all about walking around, which means it’s time for a hearty breakfast at Three Fingered Jack’s Saloon, the oldest legal saloon in Washington State.

It is named after Jack Lemma, a local butcher who accidentally cut off two of his fingers. Ouch, that’s gotta hurt!

The restaurant opens at 7 a.m. for breakfast. We got there around 8:30 a.m. and had no problem getting a table, but a few patrons that came in after us had to a wait a few minutes. They are also open for lunch and dinner.

I ordered the Ham Scramble with two scrambled eggs, diced ham and a grilled biscuit. My husband ordered Jack’s Country Breakfast with two eggs, sausage or back, a grilled biscuit, and a side of gravy.

The breakfast was so good, and the potatoes were some of the best we’ve every had.

Breakfast: 7 a.m. to 11 a.m.
Lunch: 11 a.m. to  4 p.m.
Dinner: to 4 p.m. to close
Happy Hour: 4 to 6 p.m. on Monday through Thursday. The bar opens at noon.

Address176 Riverside Ave. Winthrop, WA 98862

Go for a hike along Staeekhwa Bridge and Trail

After breakfast, head right toward the north edge of town to the Staeekhwa Bridge and riverside hiking trail.

This suspension bridge is smaller than the Spring Creek Bridge and goes over the Chewah River. The trail meanders along the river with interpretive signs that note the area’s history and point out points of interest, past a fish screen, and ends at rapids up the river.

From there the trail wanders into a new housing development, so just take it back to the bridge.

Tip: The hike lasts about an hour and follows an easy grade.

Sip ciders at the Methow Valley Cider House

Head back into town, and when you come to Hwy 20 turn right and go over the bridge, through the park and across the road to Methow Valley Cider House (right next to Lost River Winery).

This is the town’s newest edition, and it has a great setup with a large cabin for tasting and casual dining, a partially covered patio (dogs allowed here), and an area for kids that includes a rock climbing wall.

Along with their refreshing ciders, they have a selection of beer and wine, as well as, handcrafted sausages by Thomson’s Customs Meats, salads, appetizers and cider donuts. On some Friday and most Saturdays, they have live music from 4:30 to 7:30 p.m.

We started with the $5 sampler tray each. I particularly liked the Pinnacle Goat, a flavorful ginger-infused cider, and the Howling Wolf, a hopped cider. So I ordered a glass of the Pinnacle Goat, and my husband who is more of a beer drinker got a  beer.  

I also ordered one of their signature sausages the pork Honey Bear Brat, which is infused with their Honey Bear Cider. The sausage was sweet and flavorful; however, my only wish was that there was more creativity with the condiments like grilled onions, or roasted red peppers and feta cheese.

Hours: Wednesday through Sunday 12 p.m. to 8 p.m.

Address: 28 WA-20, Winthrop, WA 98862

Stroll across Spring Creek Bridge

After you’ve enjoyed your ciders, head back into town and take a right to the south end of town and cross Spring Creek Bridge.

It’s a short walk across the bridge and goes right over the Methow River with views of where the two rivers converge.

While we were there, we saw deer munching the greens along the river and bald eagles in the trees. It’s also a good place to see seasonal salmon spawning!

Wander and window shop around downtown Winthrop

Time to stroll off some of that cider with a walk around the cute town of Winthrop, WA.

If you’re feeling peckish, head to the Winthrop Emporium and buy some snacks to enjoy in your room or in the park. If not, walk around town and take in the vibe.

There are lots of interesting shops to peruse, like seeing a glass blower in action at Glass Works of Winthrop, picking up a new favorite read at Trails End Bookstore, or adding to your wardrobe at The Courtyard Quail and French Quail Boutique.

If you are up for an old-timey photo stop by Miss Kitty’s Old Time Photoparlor, or if you have kids or are a kid at heart, on the other side of Spring Creek Bridge is Winthrop Ice and Sports Rink.

In the winter, it’s an outdoor ice rink. In the summer, it’s an outdoor roller rink. How cool is that?

Have a chic dinner at Copper Glance

For your last evening, dine at Copper Glance, a hip and locally sourced restaurant and cocktail bar. I’ll warn you in advance, the service might be slow, but it will be worth it!

The night we were there the place was packed inside and outside, and there was only one server, and one bartender for most of the evening.  Needless to say, service was slow, and having worked in the restaurant industry I felt sorry for our waitress.

It is a new restaurant, so hopefully the kinks are being worked out, and they’ll have the staff they need to accommodate its popularity (It was busy well into the late evening).

After realizing the situation, we decided to switch gears mentally back into laid-back vacation mode. We sipped our drinks‒an Alcachofa with tequila for me ($9) and a Stella Artois ($4) for the husband ‒ and just enjoyed having a table outdoors.

Their menu is very eclectic and has Asian and European-inspired dishes, as well as, comfort foods. We started with the Charcuterie & Cheese Board, which comes with aged cheeses, rotating cured meats, house pickles and vegetables, stone ground mustard, olives, and bread. That was quite a filling spread, so we opted to split the Beef Satay with a tamari sesame ginger sauce.

Hours: Tuesday through Saturday from 4 p.m. to 11 p.m.

Address: 134 Riverside Ave. Winthrop, WA 98862

Weekend in Winthrop Day 3: Departure

Grab a bite for the road at Rocking Horse Bakery

Today, your weekend in Winthrop is coming to an end, so you’re going to have a lighter breakfast and indulge in your specialty coffee habits at Rocking Horse Bakery.

We highly recommend the cinnamon pull aparts and breakfast sandwiches, but we didn’t love the Cinnamon Roll.

If it’s a clear day, sit at the picnic tables in the back next to the river. If you are a bread lover, buy a loaf to take home with you — it’s quite good!

Afterward, take one last walk around town or return to the museum to see anything you’ve missed.

Optional: Stop at Lake Diablo Lookout on the way home

If you return home via HWY 20, be sure to stop at the Lake Diablo Lookout.

The views from this location are absolutely mind-blowing!


Thinking of visiting Winthrop? Find the best deal, compare prices, and read what other travelers have to say at TripAdvisor I Hotels.com I Travelocity.com.


Where to Stay in Winthrop

River Run Inn

Our stay at River Run Inn did not disappoint. It has an ideal location next to the river, and you are close to downtown but far enough away that it feels like you are on a Methow Valley retreat. Its amenities, such as a large grassy yard with games, hammocks, fire pits, and an indoor pool and hot tub, encourage fun and relaxation.

Since there were three of us, we chose to stay in a cabin which gave us a little more room to spread out. The cabins are staggered which provides more privacy between the cabins. If you are on the porch, there is additional greenery and trees between the cabins to give an extra layer.

Our cabin featured a bedroom with a queen-sized bed, a living room with a futon sofa, dining area with table and chairs, a porch with a grill and outdoor seating, a gas fireplace, and a full kitchen with pots, pans, and dishware.

It was a wonderful time and I highly recommend it!

Book your stay on Hotels.com here.

Pine Near R.V. Park

This cute RV park also hosts several cabins which are a great choice for where to stay when you’re visiting Winthrop.

We were pleasantly surprised by its simple yet modern comforts which included a plush queen bed (which we both slept great on), two nightstands, two cushy chairs, a small refrigerator, microwave, AC, and heat.

Outside amenities included a large outdoor mat, two Adirondack chairs, a table, and a portable fire pit (kettle grill) which was a great place to end the evenings!

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48 thoughts on “12 Cool Things to Do in Winthrop, WA: Weekend Itinerary”

  1. This sounds like such a fun itinerary! I think it would be really cool to just walk around and like you said, take in the vibe. Plus, I’ve never seen a glass blower in action, so I think that would be really cool.

    • When I go someplace I really like being able to walk around as you end up seeing so much. Seeing a glass blower at work is really, really cool. Such skill!

  2. This sounds a great area to stop by and relax! 🙂 I did thought of visiting Washington but wanted a longer time to explore around the state. The Lake Diablo Lookout, that honestly what caught my eyes the most! I’m down for nature sightings!

    Beautiful area to stop by in Washington! Sounds like you will go back! 😉

    • I hope you get to visit Washington one day. There is so much to see and do, and if you can take a few weeks to explore you’ll really get to see alot.

  3. I love it! Another kitschy place to see in Washington State! I love anything western themed and this looks like so much fun. Girl, that burger and the kabobs are killing me!!

  4. Winthrop is something new to us but from your captures look like its a great place to explore. Looks like the place is well preserved for touch of bygone times. We would be glad to visit such places.

  5. The whole idea of themed towns seems so archaic and I’m surprised they still exist. But they obviously have a place in the US and plenty of people seem to love visiting there. I can’t say I’ve ever been to one but would find it very interesting to do so.

    • They are fun for sure. I was just reading about a Swedish town in Japan. That would be interesting to visit.

  6. I haven’t heard of Winthrop before or the concept of a themed town. I would really like to experience though. I might try and check it out when I am in the USA later this year.

    • WA has two other themed towns too. Leavenworth is Bavarian and Lynden is Dutch. I haven’t been to Lynden yet so I’m not sure what it’s like, but Leavenworth is pretty darn cool.

  7. I’ve heard of Winthrop somewhere before I think, but that could be because it’s the name of a small town in England as well! Anyway, it looks like an interesting little place, a little Wild West as well. Definitely somewhere I would check out!

    • I just learned there is a Winthrop, Massachusetts too. John Wayne’s boat the Norwester was built there. Very neat there is one in England too.

    • I’ve got drive times at the end of the article. From Seattle it’s 3-hours. I hope you get to check it out.

  8. We are on an 80 day road trip and we just stopped in Winthrop. We had no idea it was going to have so much character! We only picked the location for its proximity to the Cascades and what a surprise!!

  9. I once drove through Winthrop on a family trip when I was young. I remember stopping and walking around a bit on the wooden sidewalks. I loved that it made you feel like you’d traveled back in history. Thanks for the reminders and a very thorough recap of what you can do in Winthrop!

    • Tami, How cool that you went here when you were young! I’d be interesting to see what how much its changed since then.

  10. I love a good foodie getaway! And staying somewhere central and walking around town every day really makes a trip awesome I think, it’s something I try to do everywhere I go

    • Emma, Glad you liked the post. One of the things I really enjoy about small town travel is the ability to stay close to town and walk around. Great to hear that you make that part of your travel experience.

  11. Wow such amazing places! I think i would put on heap of weight drinking and eating so much haha. But wow, the scenery is stunning here. I am moving to Van city, Canada soon and can’t wait to travel through Washington State.

    • Toni, That is one of the things I really liked about Winthrop was being able to walk around which helped burn off some of all the food and drink. I look forward to hearing about your Washington State travels.

    • Travelling Chingrita, The western vibe really makes Winthrop a fun place to visit. Great road trip stop.

  12. This looks so neat! I keep sending all of these things to my sister who is a recent transplant in Seattle! Hopefully one day we’ll be able to see some of them together.

    • Cass, That’s great you’ve found Small Town Washington helpful. I hope your sister is enjoying her life as a Washingtonian and that you’ll be able to visit soon.

    • Arzo, I agree, it is nice to find a town that is unique and aims to stand out. Thanks for commenting!

  13. Amazing food, amazing drinks and amazing Venues. Your little part of the world sure seems like it would be well worth visiting The burger your husband sure sounds fantastic, big burger fan here

    • Mark, The burger was good, and I would say the best burger in Winthrop. I hope you get to visit Washington one day. There are so many great things to see and do.

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