It’s October and that means the holidays are quickly swooping down upon us. But instead of being rattled and stressed about fitting in all that holiday shopping, why not make a vacation of it?

Shopping tourism is becoming a “thing” with many people traveling specifically to shop.

Here 8 holiday shopping destinations that I think rise above the rest.

8 Holiday Shopping Destinations

Cold Weather

If you love the chill in the air with the hope of snow flurries as you wander from storefront to storefront, these shopping destinations are great choices:

1. Chicago

Christkindl Market Credit: Adam Alexander Photography, Choose Chicago

Christkindl Market, Credit: Adam Alexander Photography, Choose Chicago

You can’t go shopping in Chicago without hitting the Magnificent Mile, which is filled with stores and boutiques of every kind. The streets are decorated to the hilt in their holiday finest and the spirit of Christmas is certainly in the air.

But beyond busy Michigan Avenue are other awesome Chicago shopping stops. Visit The Loop area to gaze in Macy’s decorated windows, and be sure to stop by the Christkindl Market in Daley Plaza.

Head over to Millennium Park to see “The Bean” under the glow of Christmas lights and try ice skating on the “ribbon” (versus “rink”) in nearby Maggie Daley Park.

The Hyatt Regency Chicago is a convenient to many of the these spots, right on the Chicago River in between Michigan Avenue and Millennium Park. We also love ACME Hotel Chicago close to Michigan Avenue.

Here are more things to do in Chicago at Christmas.

2. New York City

Holiday shopping New York City

Credit: NYC & Company Joe Buglewicz

There’s nothing quite like New York City at the holidays. Everywhere you turn the city is decorated to the nines, and you just can’t escape the holiday spirit.

If you’re looking for luxury goods, be sure to visit Fifth Avenue, but for more unique finds, try one of several holiday markets that pop up around the city.

New York City Holiday Market

Bryant Park Holiday Market, Credit: NYC & Co, Malcolm Brown

Bryant Park in midtown has more than 100 merchants that set up shop in the park. You’ll also find an ice skating rink and lots of warm and yummy holiday treats. There are also holiday markets at Union Square and Columbus Circle.

If you’re looking for food gifts, head to a local food hall like Chelsea Market or Gansevoort Market in the Chelsea and Meatpacking districts of the city. And if it’s a nice winter day, while you’re there, take a lovely stroll on the High Line elevated park in Chelsea.

Of course, I always love to hit Chinatown in New York City for the ultimate deal!

3. Washington, D.C.

Washington D.C. holiday market

Downtown Holiday Market, Credit: Washington.org

You may not think of D.C. as a shopping destination, but it certainly is. One of my favorite places to shop for unusual gifts is at museum stores, and Washington, D.C., has these in abundance!

The city also offers a Holiday Market after Thanksgiving located across from the Smithsonian American Art Museum with eclectic gifts, such as ornaments, jewelry, accessories, pottery, handicrafts, clothing and paintings.

Washington D.C. Holiday Shopping

CityCenter, Washington, D.C., Credit: Washington.org

Stay close to both the monuments and shopping at the Marriott Marquis. Just two blocks from the new CityCenter shopping, living and entertainment district, the hotel will also have a lifesize gingerbread house in the lobby, one of the largest in the city.

Georgetown holiday shopping

Georgetown, Credit: Washington.org

Don’t miss Georgetown with its cobblestone streets for a charming Christmas feel. Filled with local independent stores and boutiques, there are many one-of-a-kind finds you may happen upon. The area also hosts Georgetown Glow, an outdoor exhibition of art-light installations throughout the holidays.

4. Denver

Denver Holiday Shopping

Credit: Visit Denver

If you really want a winter-y feel, visit the Mile High City of Denver.

The downtown, which is home to a stylish Hyatt Place and Hyatt House Denver/Downtown, offers a variety of shopping options. We’ve also stayed at the Crawford Hotel inside Denver’s Union Station, which is uber cool with high ceilings and convenient to all downtown Denver.

The Denver Pavilions with 40 shops, restaurants and entertainment venues covering two city blocks is just a short distance from the Hyatt Place and Hyatt House. 

Denver Holiday Lights

Grand Illuminations, Credit: Visit Denver

The city also has the open air 16th Street Pedestrian Mall in the heart of downtown, as well as its own Christkindl Market.

Don’t miss downtown’s Grand Illuminations with 600,000 brightly-colored floodlights lighting up Denver’s Union Station and City/County Building.

Warm Weather

Should a respite from the cold sound more like a vacation, then head to these sunny locales that offer warm weather AND fantastic shopping.

5. La Jolla

La Jolla Vacation

Credit: Visit San Diego, SanDiego.org

Nicknamed “the jewel of San Diego” for good reason, La Jolla is a seaside village north of San Diego that is not only easy on the eyes but a hot spot for shopping.

Stroll along the rocky outcroppings of the Pacific, meeting sea lions who have no fear of humans, and even kayak sea caves with Everyday California when you need a break from your “retail therapy.”

La Jolla shopping, San Diego shopping

Credit: Joanne DiBona SanDiego.org

La Jolla’s walkable streets are filled with haute couture boutiques and many of the name-brand favorites you know and love. Keep an eye out for pampered pooches with their owners (many of them in strollers — no joke!) and make a point to stop in local favorite and San Diego icon Warwick’s Books, as well as the Cave Shop where you can literally descend down into a sea cave.

La Valencia, known as the “pink lady,” is a gorgeous hotel right in the heart of all the action that makes a wonderful place to kick up your feet and soak in the hot tub at the end of a shopping-filled day. 

La Jolla hotel, San Diego hotel

Credit: La Valencia

Also nearby is the Westfield UTC more traditional open air mall where Santa visits. Get a Santa fast pass to get on the jolly Old Elf’s lap a little quicker. 

6. Santa Barbara

Santa Barbara holiday shopping

Credit: Mark Weber

One of my very favorite places, Santa Barbara is definitely a unique shopping destination. Known for its “paseos,” which are Spanish-style plazas and promenades, most located along the main thoroughfare of State Street, you can find yourself endlessly winding your way through these charming mazes, which go back seemingly for blocks off the street.

Two of the main “paseos” to visit for shipping are La Arcada and Paseo Nuevo. You’ll find charming boutiques, as well as well-known chains along State Street.

Santa Barbara shopping Paseo Nuevo

Paseo Nuevo, Credit: Jay Sinclair

The Funk Zone is also a fun area, which is located closer to the waterfront. It has a California surfer/Bohemian feel and is the city location of many of the area’s wineries, making it a great spot to pick up a delicious California wine and gourmet cheese as a holiday gift.

Santa Barbara Inn

Simpson House Inn

A wonderful spot to stay away from the hustle and bustle of shopping, but close enough to walk to State Street, is the delightful Simpson House Inn. You’ll feel like you’ve found your own little hidden retreat in the heart of Santa Barbara.

The Inn offers a main house and several cottages for guests, all decorated with a warm farmhouse feel and offering all the modern comforts you need to rest up after a day on your feet. If you’re just too pooped, they’re happy to deliver breakfast right to your room!

7. Newport Beach 

Newport Beach shopping

Credit: Visit Newport Beach

Shopping for a car? Consider a California getaway to Newport Beach in Orange County, which is home to many luxury car dealerships, including Aston Martin, Bentley, BMW, Ferrari, Jaguar, Maserati, McLaren, Mercedes-Benz, Tesla and Porsche.

The Lexus dealership even has a $70 million facility to keep you comfy and entertained while you consider your new drive that includes a coffee bar, plasma TVs and putting green!

Newport Beach hotel & restaurant

Oak Grill, Island Hotel

The Fashion Island Hotel in Newport Beach, locally owned and across from the Fashion Island shops (thus its name), is a wonderfully stylish and relaxing place to make your shopping headquarters.

They’ll have acoustic holiday music by the fire and dive-in holiday movies the pool. The Holiday Haute Spot package includes a $50 food and beverage credit and complimentary valet parking.

Oh, and did we mention the amazing Oak Grill restaurant at the hotel where you can dine on delicious gourmet fare under lantern lit trees? It’s a treat all its own!

8. The Palm Beaches, Florida

Worth Avenue shopping

Worth Avenue, Credit: Discover the Palm Beaches

Named the second best destination for Shopaholics by USA Today’s 10Best.com, the Palm Beaches area of Florida offers plenty of ways to get your holiday shop on no matter what you’re looking for.

How can you go wrong with Florida sunshine, palm trees and blooming plants while you’re picking out the perfect gift?

Described as the East Coast’s answer to Rodeo Drive, Worth Avenue in Palm Beach, Florida, is the high-end (note the BMW in photo above) place to shop with stores like Cartier, Chanel and Escada where you can mix and mingle with the country’s most wealthy.

CityPlace Palm Beach shopping

CityPlace, Credit: Discover the Palm Beaches

For a more down-to-earth retail experience, visit CityPlace, an Italian-inspired open air shopping mall where it “snows” nightly during the holiday season.

The gorgeous 1920’s Brazilian Court Hotel full of old world European charm is a killer place to stay during your shop-cation with an on-site art gallery, library and heated pool and hot tub. Pets are welcome, too!

Palm Beach Hotel

Brazilian Court Hotel, Credit: Palm Beach County CVB

Are you an antique aficionado? Antique Row in West Palm Beach is considered one of the country’s premier antiquing destinations. Stay at Eau Palm Beach Resort & Spa and take advantage of their package that sends you via vintage luxury transportation with an expert antique guide to help you score the best finds in town followed by lunch.

Have a great holiday shop-cation! May you return rested and with bags full of gifts!

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