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21 Towns Like Annapolis, Maryland

Here are several other small towns that can offer you the same experience as Annapolis, Maryland with their own historic places, small town charm and friendly people.

This is an aerial view of down town Annapolis, Maryland.

The proud capital of the Maryland State called Annapolis lies in Anne Arundel County. Founded at the mouth of the Severn River on the banks of Chesapeake Bay, the town is famous for its family-friendly vibe. Beautifully preserved architecture dating back to the late 16th Century surrounds Annapolis.

Considered the world’s sailing capital and hosting the U.S. Naval Academy, towns like Annapolis, Maryland, are rich in history and outdoor activities. Easton, Pennsylvania, is one of the towns that share significant similarities—many other places like Fredericksburg, Virginia, and Newport, Rhode Island share similarities with Annapolis.

Annapolis isn’t the largest town, but certainly not the smallest, with just under 40 000 residents. The town’s unemployment rate is below the national average. The median income sits at an estimated $75 500, and the average house costs $500 000.

With a place as iconic as Annapolis, it’s hard to imagine that there are similar towns out there. Well, some areas share that blissful and pure American nature.

Table of Contents

  1. Ann Arbor, Michigan
  2. Asheville, North Carolina
  3. Bend, Oregon
  4. Bellevue, Washington
  5. Boise, Idaho
  6. Charleston, South Carolina
  7. Easton, Pennsylvania
  8. Fredericksburg, Virginia
  9. Henderson, Nevada
  10. Key West, Florida
  11. Missoula, Montana
  12. Naperville, Illinois
  13. Newark, New Jersey
  14. Newport, Rhode Island
  15. Salida, Colorado
  16. Santa Barbara, California
  17. Santa Fe, New Mexico
  18. Sarasota, Florida
  19. Scottsdale, Arizona
  20. St. George, Utah
  21. Tacoma, Washington

Ann Arbor, Michigan

This is an aerial view of Ann Arbor, Michigan.

Ann Arbor, Michigan, is one of the larger towns found on this list. Ann Arbor has a slightly growing population currently at 119 480, with an impressive unemployment rate close to half of the nation’s average. The median income of this admirable town is $56 900, with housing costing an average of $418 400.

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Hosting the University of Michigan, the entire essence of the Ann Arbor town is incredible. It prides itself on its inclusive nature, especially for the LGBTQ+ community, and its utilization of the natural outdoor. With watersports available along the Huron River and biking trails into the mountainside, Ann Arbour is a town that does it all.

To discover more about the different activities and places to visit in Ann Arbor, Michigan, click here for the town’s official website.

Asheville, North Carolina

This is an aerial view of Asheville, North Carolina.

Asheville, North Carolina, is a beautiful town nestled in the Blue Range Mountains of Buncombe County. Like Annapolis, Asheville is found at the confluence of two major rivers. For Asheville, these two rivers are the French Board and the Swannanoa. The geolocation of Asheville makes it a beautiful scenic area.

The beautiful sceneries are paired with a vibrant, upbeat culture, especially in downtown Asheville.

The population of Asheville has been at a steady incline of around 9% per annum as it currently sits at 92 000 people. The median income of Asheville residents is presently at $44 100, with the average household costing $355 000.

To discover more about the different activities and places to visit in Asheville, North Carolina, click here for the town’s official website.

Bend, Oregon

This is an aerial view of the old mill district of Bend, Oregon.

Like Annapolis, Bend, Oregon, is surrounded by beautiful terrains that define its formation. The town Bend is at the foot of the majestic Cascade Mountain Range on the eastern edge formed on the banks of the Deschutes River. Bend does have an above-average cost of living, with the median home price sitting at $632 500 and the average income being $52 700.

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Even with Bend’s population currently at 101 900, Oregon’s largest city is growing exponentially at a 17% increase per annum.

The beautiful setting that surrounds Bend has allowed the town to develop a fantastic outdoor culture. If you like to be active and love the outdoors, there are plenty of activities to choose from. Even if you just want a beautiful outlook point for sunsets, Bend, Oregon, has it all.

To discover more about the different activities and places to visit in Bend, Oregon, click here for the town’s official website.

Bellevue, Washington

This is an aerial view of Bellevue, Washington.

The population, currently at 148 100, is growing at a promising rate of 16% per annum and has an unemployment rate marginally lower than the nation’s average. It is ideally located across Lake Washington, with Lake Sammamish to the East and roughly 10 miles from the hip city of Seattle. Bellevue is a town that is made for everyone, from exquisite restaurants to world-class theatre.

Bellevue has incredible weather, especially in the summertime, and picturesque natural surroundings, which has propelled the living cost in this region. Surrounded by water, rich forests, and dramatic mountain ranges, the median price for a house is $1 165 300, with the average income sitting at $92 500 per annum.

To discover more about the different activities and places to visit in Bellevue, Washington, click here for the town’s official website.

Boise, Idaho

This is an aerial view of downtown Boise, Idaho.

Boise, Idaho, sits comfortably on the Boise River in the Southwestern region of Idaho. The population of Boise is at a steady increase of around 7% per annum. Currently, it sits at 229 900 while maintaining an impressively low unemployment rate.

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The median income for the residents of Boise is $49 300 at the moment, with the average housing cost at $497 000.

The town has plenty of museums and outdoor activities to raise a family, especially if your family enjoys spending time outdoors. If the eye-catching mountain range isn’t enough to move here, the rich culture in Downtown Boise is filled with craft beers and art created by the proud local community.

To discover more about the different activities and places to visit in Boise, Idaho, click here for the town’s official website.

Charleston, South Carolina

This is the historical downtown area of Charleston, South Carolina.

Charleston, South Carolina, is regarded as one of the most attractive and most admirable places to live in the United States. It has a beautiful landscape along the Atlantic coast, with surfing beaches like Folly Beach and islands like Sullivan’s Island where you can embark on adventures.

Charleston, like Virginia, is full of well-preserved historical sites and entertaining tours for families of all ages to enjoy. With a median household income of $53 000 and an average housing cost of $386 760, living is slightly lower than in Virginia. The town’s population is currently estimated to be at 140 000 people and is constantly increasing.

To discover more about the different activities and places to visit in Charleston, South Carolina, click here for the town’s official website.

Easton, Pennsylvania

This is a riverside view of the historic Easton, Pennsylvania.

Easton, Pennsylvania, is one of those towns situated in such an ideal location as it’s roughly 55 miles from Philadelphia and around 70 miles from New York City. In Northampton County, the cost of living in Easton is attractive. The median resident earns $40 000 a year, with the average house costing $271 000.

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It’s a little town with a riverfront that looks a lot like Annapolis as it sits on the confluence of the Deleware and Lehigh River. Easton is filled with family-friendly activities and has a vibrant downtown area filled with culture and fun activities, especially during its excellent summertime. This town is slightly smaller than Annapolis as it’s currently estimated to be 27 600.

To discover more about the different activities and places to visit in Easton, Pennsylvania, click here for the town’s official website.

Fredericksburg, Virginia

This is an aerial view of Fredericksburg, Virginia.

Fredericksburg, Virginia, is one of the commonwealth towns in the United States. Even though Fredericksburg is considered a small town, with the current population sitting at 29 500 people, it’s growing at an exceptional growth rate of just over 20%. Situated near the Rappahannock River, Fredericksburg is only 48 miles south of Washington, D.C.

This town is super family-friendly, with plenty of fun activities available all over. It has a rich reputable history as it’s President George Washingtons home town. So you can imagine that the cost of living here is a bit steep. The average house will cost around $369 000 with the current estimated median income at $49 600.

To discover more about the different activities and places to visit in Fredericksburg, Virginia, click here for the town’s official website.

Key West, Florida

This is an aerial view of Key West, Florida.

Key West, Florida, is another popular sailing spot. A small town of 23 800 residents in Monroe County is at a steady incline. The unemployment rate is nearly half the national average. It’s closer to Cuba than the state’s capital Miami. With its reliable public transportation system, you can visit all the attractions across the town with ease.

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With plenty of activities that can keep the summer calendar full, Key West’s cost of living is quite a bit above the nation’s average. The median income for this town is $54 400, with the average house being a bit pricey as it stands at $752 500.

To discover more about the different activities and places to visit in Key West, Florida, click here for the town’s official website.

Missoula, Montana

This is an aerial view of Missoula, Montana.

Missoula, Montana, can be found on the banks of the Clark Fork River, a confluence between the Bitterroot and Black River. Missoula is slightly larger than Annapolis as the population is currently at 76 900 and growing at an exponential rate of around 8,3%.

For a town as small as Missoula, there are plenty of activities to do, from enjoying the arts straight to enjoying the local wineries. The town’s unemployment rate is below the nation’s average, with a median income at $42 000 and the average house costing $459 500.

To discover more about the different activities and places to visit in Missoula, Montana, click here for the town’s official website.

Naperville, Illinois

This is an aerial view of Naperville, Illinois.

Look no further if you’re seeking a place to raise a family while also prioritizing education. With the reputation of being the best town in the States to raise a family, Naperville, Illinois, has the most academic opportunities for residents of all ages. Naperville is one of the most prominent places on the list, with a growing population of 148 000 people.

The town’s unemployment rate is below the nation’s average. The current median income is $109 600, with the average house costing $433 300. Naperville is not just known for its academic culture. Instead, its diverse community and economic structure with its beautifully preserved historic buildings make it one of the best towns in the country.

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To discover more about the different activities and places to visit in Naperville, Illinois, click here for the town’s official website.

Newark, New Jersey

This is a riverside view of  Newark, New Jersey.

With a population of 282,700 people and a public transit infrastructure vital to the town’s development, Newark, New Jersey, is one of the largest towns on our list. One thing that makes Annapolis great is its convenient location with an excellent public transportation system in place. Newark is also one of the places as it’s one of the country’s most significant air, rail, and shipping ports.

Nested in Essex County and only 8 miles from Manhattan, the town’s median income for the residents of Newark is $34 100. The average house will cost $351 700, making it one of the towns with the more affordable cost of living on this list.

To discover more about the different activities and places to visit in Newark, New Jersey, click here for the town’s official website.

Newport, Rhode Island

This is an aerial view of Newport, Rhode Island.

Found on Aquidneck Island, Newport, Rhode Island, is a famous hotspot during the summer times. With some of the massive mansions around the coastline, Newport sits in Narragansett Bay and is amongst towns like Annapolis, where sailors love to stretch out their sealegs and enjoy the incredible terrain.

Considering that Newport was once predominantly a summer vacation spot with massive houses, the median house price is $676 000

Newport is also quite similar to Annapolis. It hosts the Naval Station that comprises many naval-related colleges and training centers. The residents of Newport are incredibly proud of their town. The town currently resides an estimated 24 400 residents, primarily academic, and earns a median income of $61 300.

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To discover more about the different activities and places to visit in Newport, Rhode Island, click here for the town’s official website.

Henderson, Nevada

This is an aerial view of Henderson, Nevada.

Henderson, Nevada, is situated on the gentle slopes of the mountainside in the Mojave desert next to the beautiful Lake Las Vegas, near the Colorado River. It’s approximately 16 miles southeast of Las Vegas. Being Nevada’s second-largest city, Henderson’s population sits at 329 200 and is climbing at a 14% increase per annum.

With the beautiful desert terrain and open skies, Henderson is part of a tourism hub. The cost of living is slightly above the nation’s average, with the median income at $63 600. With the recent boom in job creation and its plentiful opportunities, the housing market has seen a bit of an increase as it currently stands at an average of $398 500.

To discover more about the different activities and places to visit in Henderson, Nevada, click here for the town’s official website.

Salida, Colorado

This is a panoramic view of the Sawatch Mountain Range in the distance.

Salida, Colorado, is one of the smaller towns on this list. Still, with its coastline lifestyle that shares commonalities with Annapolis nonetheless earns a spot. With around 5 700 people, the residents rely on the Arkansas River that cuts through the town as a water source.

Part of the Chaffee Country, the small town is blessed with a beautiful view of the Sawatch Mountain Range. Having an unemployment rate under the national average and a median salary of $38,700, and an average residence valued at $455,00, Salida is one of the best communities in the United States for a comfortable and humble retirement.

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If you want to read more about the different activities and places to see in Salida, Colorado, click here for the town’s official website.

Santa Barbara, California

This is a street view of Santa Barbara, California.

Santa Barbara, California, is situated between the steep Santa Ynez Mountains and the long western coast of the United States facing the Pacific Ocean. Roughy 90 miles from Los Angeles, Santa Barbara’s geolocation reputation has earned its nickname as the American Riveria.

Santa Barbara has a substantial atmosphere for both the college community and the long-term residents, with the median income at $66 000.

Its population of an estimated 90 500 is significant due to its incredible coastline and comfortable weather throughout the year. It’s a piece of America that everyone wants, making its average household price dramatically higher than the average cost of living, as it is currently at $1 390 400.

To discover more about the different activities and places to visit in Santa Barbara, California, click here for the town’s official website.

Santa Fe, New Mexico

This is an aerial view of the downtown of Santa Fe, New Mexico.

Santa Fe, New Mexico, is one of those places where you would ask yourself why on Earth is this place, not your home. Santa Fe has been a combination of cultures from all over the world for over 400 years. It has a growing population of around 85 000 people, with the average age being 43 years old.

With hot summers and over 250 galleries to visit, Santa Fe, a unique cultural blend, sees a lot of visitors. The surrounding acres of national forests are the perfect escape if you ever feel crowded. The average home will cost $470,000, with a median household income of $50,300.

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To discover more about the different activities and places to visit in Santa Fe, New Mexico, click here for the town’s official website.

Scottsdale, Arizona

This is an aerial view of Scottsdale, Arizona.

Scottsdale, Arizona, is located at the base of the Salt River Valley in the Sonoran Desert region. It’s super close to Phoenix and has one of the fastest-growing populations in the country, as it currently stands at 262 700. With an unemployment rate slightly below the nation’s average, the median income is $72 500, with the average house priced at $673 450.

Scottsdale is an international tourism buzz as it’s considered the “most western town” in the United States. The community is genuinely devoted in created an enormous buzz throughout the year. If you want a family vacation, action-packed with fun for the family of all ages, Scottsdale should be high on the list.

To discover more about the different activities and places to visit in Scottsdale, Arizona, click here for the town’s official website.

Sarasota, Florida

This is an aerial view of Sarasota, Florida.

Sarasota, Florida, is deep in the southwestern region of the Central Florida Gulf Coast. Sarasota’s interesting history with Scottish influence has evolved into one of the most significant golfing spots in the country, with over 30 different golf courses in the downtown region alone. The town’s population has been growing modestly as it currently sits at 58 860.

Amongst the academic faculties like the Sarasota School of Architecture, Sarasota is gaining popularity for its dedication to developing its cultural and environmental facilities. The employment rate is below the nation’s average, with the median income sitting at $41 700 and the average house costing you $333 500.

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To discover more about the different activities and places to visit in Sarasota, Florida, click here for the town’s official website.

St. George, Utah

This is an aerial view of St. George, Utah.

St. George, Utah, is in the deep southwest region of Utah and is surrounded by some of the world’s most delicate natural settings. St. George is also ideally situated as it’s surrounded by National Parks and around 10 miles from Arizona. If you enjoy long summers and extensive outdoor activities, St. George has it all.

The cost of living in St. George is only slightly above the nation’s average, with the median income at $48 200 and the average household costing $422 600. This region’s Red Rock Mountain Range gives it a magical quality, making it the perfect getaway for those looking for a relaxing holiday or an action-packed camping experience.

To discover more about the different activities and places to visit in St. George, Utah, click here for the town’s official website.

Tacoma, Washington

This is an aerial view of Tacoma, Washington.

Tacoma, Washington, is a port city founded in Commencement Bay and is called the City of Destiny due to the railroad connection built in the 19th Century. It’s embedded at the foot of the majestic Mount Rainier. It is only 32 miles from Seattle and spitting distance from the Mount Rainier National Park.

The heart of Tacoma is vibrant, and tourists can feel this energy when walking the streets and absorbing the oozing culture out of every corner shop and gallery. With a steady population of around 220 000 people, the cost of living is only a bit above the nation’s median. Tacoma’s median income is currently $51 300, with the average house priced at $432 400.

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To discover more about the different activities and places to visit in Tacoma, Washington, click here for the town’s official website.

Sources:

Ann Arbor

Best Places

Census: America, A Nation of Small Towns

Charleston CVB

Chicago Tribune: Niche Best Cities

City of Boise Tourism

City of Henderson

City of Tacoma Tourism

Colorado Cities and Towns: Salida

Destination Missoula

Discover Newport

Experience Scottsdale

Explore Asheville

Explore Easton

Extra Space Blog

Florida Keys

Fodors: America’s 10 Best River Towns

Things to do in Fredericksburg

Niche: Cities with the Best Public Schools

US News: Best Places to Live Near the Beach in the US

Santa Barbara California

Santa Fe

US News: 10 Best Cities for Transportation

St. George Utah

Visit Annapolis

Visit Bend

Visit Bellevue

Visit Naperville

Visit Newark

Visit Sarasota

WTOP: 25 Great Small Towns to Live in the US