Beautiful Virgin Islands

Monday, Oct 06, 2025

All the Best Winter Boots Are Under $110 During Macy’s Lowest Prices of the Season Sale

All the Best Winter Boots Are Under $110 During Macy’s Lowest Prices of the Season Sale

Shop styles from Cole Haan, Ralph Lauren, and more.

If you haven’t traded in sundresses and sandals for boots and sweaters, get a move on. Before you know it, Halloween will be over, and we’ll be in full-fledged winter mode. You can stock up for the cold months ahead with the Macy’s Lowest Prices of the Season sale, which is full of winter boots and booties at unbeatable prices.

You can never go wrong with a classic pair of riding boots, and this sleek style is on sale for just $40. The tall boots are made from faux leather and come in six different colors, including a black-and-brown hybrid that will match everything in your closet. “They’re so comfortable that I wear them all day at work which is a good 10 hours,” a reviewer wrote.

The sale also includes tons of versatile booties. For everyday wear, the Clarks Addiy Kara Booties are half-off, and they come in black and tan leather. The Cole Haan Haidyn Booties are a more formal option, and they’re available in black leather and gray suede for $108. If you’re looking for a pair of statement boots, this pair comes in three different croc designs and is half-off the original price.

With so many different boot styles at such low prices, we’d definitely recommend checking out this Macy’s sale. And to make your shopping experience a little easier, we rounded up our 10 favorite boot options for under $110. Shop our picks below.


                

Karen Scott Deliee2 Riding Boots


Shop now: $40 (Originally $80);

        

Clarks Addiy Kara Booties


Shop now: $65 (Originally $130);

        

Style & Co Rizio Lace-Up Ankle Booties


Shop now: $40 (Originally $80);

        

XOXO Strasburg Slouch Boots


Shop now: $23 (Originally $89);

        

Cole Haan Haidyn Booties


Shop now: $108 (Originally $180);

        

Gentle Souls by Kenneth Cole Emma Stretch Tall Boots


Shop now: $68 (Originally $150);

        

Aqua College Quiana Waterproof Booties


Shop now: $65 (Originally $130);

        

White Mountain Cosmic Regular Tall Shaft Boots


Shop now: $50 (Originally $99);

        

Lauren Ralph Lauren Tally Short Rain Booties


Shop now: $36 (Originally $60);

        

Cole Haan Chandra Booties


Shop now: $108 (Originally $180);

Newsletter

Related Articles

Beautiful Virgin Islands
0:00
0:00
Close
Munich Airport Reopens After Second Drone Shutdown
France Names New Government Amid Political Crisis
Trump Stands Firm in Shutdown Showdown and Declares War on Drug Cartels — Turning Crisis into Opportunity
Surge of U.S. Billionaires Transforms London’s Peninsula Apartments into Ultra-Luxury Stronghold
Pro Europe and Anti-War Babiš Poised to Return to Power After Czech Parliamentary Vote
Jeff Bezos Calls AI Surge a ‘Good’ Bubble, Urges Focus on Lasting Innovation
Japan’s Ruling Party Chooses Sanae Takaichi, Clearing Path to First Female Prime Minister
Sean ‘Diddy’ Combs Sentenced to Fifty Months in Prison Following Prostitution Conviction
Taylor Swift’s ‘Showgirl’ Launch Extends Billion-Dollar Empire
Trump Administration Launches “TrumpRx” Plan to Enable Direct Drug Sales at Deep Discounts
Trump Announces Intention to Impose 100 Percent Tariff on Foreign-Made Films
Altman Says GPT-5 Already Outpaces Him, Warns AI Could Automate 40% of Work
Singapore and Hong Kong Vie to Dominate Asia’s Rising Gold Trade
Trump Organization Teams with Saudi Developer on $1 Billion Trump Plaza in Jeddah
Manhattan Sees Surge in Office-to-Housing Conversions, Highest Since 2008
Switzerland and U.S. Issue Joint Assurance Against Currency Manipulation
Electronic Arts to Be Taken Private in Historic $55 Billion Buyout
Thomas Jacob Sanford Named as Suspect in Deadly Michigan Church Shooting and Arson
Russian Research Vessel 'Yantar' Tracked Mapping Europe’s Subsea Cables, Raising Security Alarms
New York Man Arrested After On-Air Confession to 2017 Parents’ Murders
U.S. Defense Chief Orders Sudden Summit of Hundreds of Generals and Admirals
Global Cruise Industry Posts Dramatic Comeback with 34.6 Million Passengers in 2024
Trump Claims FBI Planted 274 Agents at Capitol Riot, Citing Unverified Reports
India: Internet Suspended in Bareilly Amid Communal Clashes Between Muslims and Hindus
Supreme Court Extends Freeze on Nearly $5 Billion in U.S. Foreign Aid at Trump’s Request
Archaeologists Recover Statues and Temples from 2,000-Year-Old Sunken City off Alexandria
China Deploys 2,000 Workers to Spain to Build Major EV Battery Factory, Raising European Dependence
Speed Takes Over: How Drive-Through Coffee Chains Are Rewriting U.S. Coffee Culture
U.S. Demands Brussels Scrutinize Digital Rules to Prevent Bias Against American Tech
Ringo Starr Champions Enduring Beatles Legacy While Debuting Las Vegas Art Show
Private Equity’s Fundraising Surge Triggers Concern of European Market Shake-Out
Colombian President Petro Vows to Mobilize Volunteers for Gaza and Joins List of Fighters
FBI Removes Agents Who Kneeled at 2020 Protest, Citing Breach of Professional Conduct
Trump Alleges ‘Triple Sabotage’ at United Nations After Escalator and Teleprompter Failures
Shock in France: 5 Years in Prison for Former President Nicolas Sarkozy
Tokyo’s Jimbōchō Named World’s Coolest Neighbourhood for 2025
European Officials Fear Trump May Shift Blame for Ukraine War onto EU
BNP Paribas Abandons Ban on 'Controversial Weapons' Financing Amid Europe’s Defence Push
Typhoon Ragasa Leaves Trail of Destruction Across East Asia Before Making Landfall in China
The Personality Rights Challenge in India’s AI Era
Big Banks Rebuild in Hong Kong as Deal Volume Surges
Italy Considers Freezing Retirement Age at 67 to Avert Scheduled Hike
Italian City to Impose Tax on Visiting Dogs Starting in 2026
Arnault Denounces Proposed Wealth Tax as Threat to French Economy
Study Finds No Safe Level of Alcohol for Dementia Risk
Denmark Investigates Drone Incursion, Does Not Rule Out Russian Involvement
Lilly CEO Warns UK Is ‘Worst Country in Europe’ for Drug Prices, Pulls Back Investment
Nigel Farage Emerges as Central Force in British Politics with Reform UK Surge
Disney Reinstates ‘Jimmy Kimmel Live!’ after Six-Day Suspension over Charlie Kirk Comments
U.S. Prosecutors Move to Break Up Google’s Advertising Monopoly
×