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America’s 10 Best Small Cities, According to Condé Nast Traveler Readers

Cosmas Mogere
By Cosmas Mogere 9 min read

The post America’s 10 Best Small Cities, According to Condé Nast Traveler Readers first appeared on Crafting Your Home.

 

Something is appealing about a city that feels big enough to offer culture, food, history, and memorable things to do, yet intimate enough to explore without feeling swallowed by it.

That idea is at the heart of Condé Nast Traveler’s 2025 Readers’ Choice Awards, which asked hundreds of thousands of readers to rate travel experiences around the world. In the U.S. cities category, the magazine separated destinations into Small Cities and Large Cities and published a top 10 based on reader voting. The 2025 awards attracted 757,109 votes, according to Condé Nast Traveler.

Here are the 10 cities that made the magazine’s 2025 Small Cities list.

Related: America’s Most and Least Affordable Cities for Housing in 2026

Charleston, South Carolina

Image Credits: Carol M. Highsmith, Public domain, via Wikimedia Commons

 

Charleston took the No. 1 spot.

The South Carolina city has long been associated with historic architecture, waterfront scenery, Lowcountry food, and a walkable historic core. Condé Nast Traveler’s reader-awards coverage highlights those characteristics in explaining Charleston’s appeal.

Charleston’s tourism organization separately confirmed the city’s 2025 recognition and described it as another No. 1 finish in the Condé Nast Traveler small-city category. That source is useful confirmation of the award, although it is also promotional material from the destination itself.

The important distinction is that No. 1 refers specifically to Condé Nast Traveler readers’ ranking, not to an objective measurement of every American city’s quality.

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Santa Fe, New Mexico

Santa Fe ranked No. 2.

Image Credits:en:User:Carlosr chill, CC BY-SA 3.0 <http://creativecommons.org/licenses/by-sa/3.0/>, via Wikimedia Commons

 

The New Mexico capital has an identity unlike almost anywhere else in the country. Its adobe architecture, galleries, Indigenous and Hispanic cultural influences, and long-established arts scene are central to its appeal.

The city’s tourism organization independently announced its 2025 Condé Nast Traveler recognition, confirming the No. 2 placement. That announcement is an official destination source, while the ranking itself originates with Condé Nast Traveler’s reader survey.

Santa Fe’s cultural reputation extends beyond the ranking. The city is home to institutions such as the Santa Fe Opera, which describes itself as internationally renowned for its contribution to opera and its varied repertoire.

Alexandria, Virginia

Alexandria came in at No. 3.

Just outside Washington, D.C., Alexandria offers an unusually dense concentration of historic architecture, restaurants, shops, galleries and waterfront attractions.

Condé Nast Traveler’s selection highlights Old Town, King Street and the Potomac waterfront, among other features.

Visit Alexandria independently confirmed the city’s third-place finish. Local reporting also covered the result, providing a second layer of confirmation beyond the destination’s own tourism organization.

That distinction is worth noting: Visit Alexandria’s announcement verifies the award but is not independent journalism, while local news coverage represents independent reporting.

St. Augustine, Florida

St. Augustine ranked No. 4.

Its strongest distinguishing feature is history. St. Augustine dates its founding to 1565, making it one of the oldest continuously inhabited European-established settlements in the United States.

Condé Nast Traveler’s description draws attention to the city’s colonial history, historic sites, and nearby beaches.

The city’s appeal therefore rests on an unusual combination: a historic destination with attractions for visitors who want both cultural sightseeing and time by the water.

The No. 4 position, however, remains a reader-awards result rather than an independently measured ranking of historical or tourism quality.

San Juan, Puerto Rico

San Juan placed No. 5.

The Puerto Rican capital brings something different to the list: Caribbean urban life combined with centuries of history.

Condé Nast Traveler highlighted the city’s historic character, food, art and nightlife. Its coverage also points readers toward Puerto Rican dishes and the distinctive atmosphere of the city’s neighborhoods.

Those descriptions are the magazine’s editorial observations. They should not be confused with independently measured facts about which attractions visitors prefer.

The verified fact is simpler: Condé Nast Traveler readers placed San Juan fifth among the magazine’s 2025 U.S. Small Cities.

Savannah, Georgia

Savannah ranked No. 6.

Few American cities have a visual identity as immediately recognizable. Savannah’s historic district is known for its squares, historic buildings, mature trees, and Spanish moss.

Condé Nast Traveler’s coverage emphasizes the city’s historic architecture, parks, and food scene.

For travelers, part of Savannah’s appeal is that its attractions are concentrated within an environment that encourages walking and slow exploration.

Again, the ranking itself is the measurable claim. Descriptions of Savannah as particularly charming, atmospheric, or romantic are editorial judgments, not scientific measurements.

Oakland, California

Oakland came in at No. 7.

The Bay Area city is the most urban and culturally complex destination on this list.

Condé Nast Traveler’s coverage gives considerable attention to Oakland’s Black history and culture, arts, music, food, and independent businesses. The magazine also emphasizes the city’s location across the bay from San Francisco.

Local television outlet KTVU independently reported Oakland’s appearance on the list and included comments from local officials and tourism representatives.

That makes Oakland a useful example of why reader rankings can produce results that differ from conventional tourist assumptions: the Condé Nast ranking reflects what its readership values in a city, rather than simply measuring visitor numbers.

Lexington, Kentucky

Lexington ranked No. 8.

Lexington’s identity is closely connected to Kentucky’s horse industry and bourbon heritage.

Condé Nast Traveler highlighted the city’s horse-country attractions, distilleries, and food scene. Lexington’s position also received independent coverage from the Lexington Herald-Leader, which reported the Condé Nast result and local reaction.

That combination, original award data plus local reporting, provides stronger verification than relying solely on a tourism organization’s announcement.

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Honolulu, Hawaii

Honolulu took No. 9.

Honolulu may be the most obvious reminder that Condé Nast Traveler’s “Small Cities” designation should not be treated as a literal population classification.

The magazine’s awards category is its own classification. Honolulu is a major urban center, but it appeared in Condé Nast Traveler’s Small Cities category.

The magazine highlighted attractions and experiences including Diamond Head, Waikiki, Chinatown, and the city’s multicultural food scene.

For an article, the safest wording is therefore “No. 9 in Condé Nast Traveler’s Small Cities category,” rather than suggesting Honolulu is objectively one of America’s smallest cities.

Pensacola, Florida

Pensacola rounded out the list at No. 10.

Located on Florida’s Gulf Coast, Pensacola combines beaches and coastal recreation with a substantial military and cultural history.

Condé Nast Traveler highlighted the city’s beaches, Gulf Islands National Seashore and African American military history.

Visit Pensacola also documented the recognition in its official media archive, while local publication Island Times separately reported the result.

That gives the No. 10 ranking multiple sources of confirmation, although the original ranking remains Condé Nast Traveler’s.

What the ranking actually measures

This is the most important fact for readers.

“Best” in this headline means best according to Condé Nast Traveler’s readers — not best according to a government agency, tourism statistic or scientific assessment.

Condé Nast Traveler’s Readers’ Choice Awards use reader survey responses. Its published methodology explains that participants rate candidates on a five-point scale, ranging from excellent to poor. Eligible candidates must receive a minimum number of responses and meet an average-rating threshold, after which ratings are converted into percentages and averaged to determine final scores. The 2025 survey ran from April 1 through June 30, 2025, according to Condé Nast Traveler’s methodology.

That makes this a reader-preference ranking.

It tells us what the magazine’s participating readership rated highly. It does not establish that Charleston, Santa Fe, or any other city is objectively superior to every other American destination.

The complete list

  1. Charleston, South Carolina
  2. Santa Fe, New Mexico
  3. Alexandria, Virginia
  4. St. Augustine, Florida
  5. San Juan, Puerto Rico
  6. Savannah, Georgia
  7. Oakland, California
  8. Lexington, Kentucky
  9. Honolulu, Hawaii
  10. Pensacola, Florida

The ranking is sourced to Condé Nast Traveler’s 2025 Readers’ Choice Awards; local tourism organizations and news outlets independently confirmed several individual placements.

How independent is the reporting?

The original source for the ranking is Condé Nast Traveler. The list should not be treated as a wire-service ranking.

Several destinations subsequently published their own announcements. Those are useful for confirming the placement and providing local reaction, but they are promotional sources, not independent verification.

Independent local reporting was also found for several entries, including Alexandria, Oakland, and Lexington. Those reports add local reaction and context rather than creating a separate ranking.

I found no evidence that the 10-city ranking itself was copied from a common wire story or press release.

There are, however, claims worth keeping attributed. Statements from tourism agencies about how prestigious a ranking is, whether it will increase tourism, or how strongly it will influence travelers are promotional or interpretive claims unless supported by separate data.

What makes this list interesting

The appeal of the 2025 list is not simply that ten cities received medals.

It is the variety.

Charleston offers Lowcountry history and architecture. Santa Fe brings an extraordinary arts and cultural identity. Alexandria offers historic streets within the orbit of Washington. St. Augustine turns centuries of history into a living destination. San Juan brings Caribbean culture into an urban setting. Savannah slows the pace beneath its oaks. Oakland puts contemporary culture and Black history at the center of its story. Lexington draws on horses and bourbon. Honolulu combines city life with a Pacific setting. Pensacola pairs Gulf Coast scenery with history.

And that is ultimately what a reader-voted list can reveal.

Not an indisputable definition of America’s “best” cities, but a snapshot of the places that captured the attention and affection of Condé Nast Traveler’s readers in 2025.

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Author
Cosmas Mogere

I am a trained professional journalist with 10 years of experience in storytelling, media production, and article writing. My work has been featured in respected publications, including The Daily Nation and The Nest Magazine, where I have contributed thoughtful and engaging articles.

Beyond journalism, I developed strong technical and analytical expertise at Samasource Kenya EPZ, where I worked as a Data Annotator, Reviewer, and Quality Analyst from January 2019 to April 2026. With a rare blend of editorial skill, digital data experience, and quality assurance expertise, I bring accuracy, creativity, and professionalism to every project I undertake.

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