Trip type
Small-town trips
Routes built around small towns. Every one is day by day, with costs and timing; filter by where, who's coming and how long you have.
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Trip types: National parks & wild places · National parks · Hiking · Wildlife · Camping · Dark sky & stargazing · Northern lights · City trip & culture · City breaks · Arts & museums · Music · Theme parks · Beach vacations & islands · Beaches · Islands · Lakes · Paddling & water sports · Mountains & ski · Mountain towns · Ski & snow · Food & wine trip · Food · Wine country · Breweries · History & culture · History · Small towns · Road trip · Road trip · Coastal drives · Scenic train rides · Trains & rail · Wellness & spa · Spas & slow travel · Splurge stays · Holidays & events · Festivals & events · Eclipses · Honeymoon · Weekend getaways · From New York City · From Boston · From Washington, DC · From Chicago · From Los Angeles · From San Francisco.
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Every guide, listed by filter
Plain links to every guide in this collection ( Small towns), grouped the same way as the filters above. A guide appears under every group it fits.
All trips →Where
Browse by where
Outside the USA 3
North America 39
- Alexandria VA
- Annapolis
- Banner Elk
- Beacon and Cold Spring
- Bethlehem at Christmas
- Boone
- Bozeman for Two
- Breckenridge
- Catskills
- Charleston
- Charleston
- Frankenmuth
- Galena
- Gettysburg Family
- Greenville SC
- Highlands NC
- Hot Springs, Arkansas
- Hudson and Rhinebeck
- Kennebunkport
- Key West
- Leavenworth
- McCall for Two
- Missoula
- Napa
- Niagara-on-the-Lake
- North Fork
- Ojai
- Park City Ski Trip for the Family
- Portsmouth
- Prescott
- Quebec City Christmas for Two
- San Antonio
- San Miguel de Allende
- Santa Fe
- Savannah
- St. Augustine to Daytona
- Stowe
- Texas Hill Country
- Washington, DC
United States 36
- Alexandria VA
- Annapolis
- Banner Elk
- Beacon and Cold Spring
- Bethlehem at Christmas
- Boone
- Bozeman for Two
- Breckenridge
- Catskills
- Charleston
- Charleston
- Frankenmuth
- Galena
- Gettysburg Family
- Greenville SC
- Highlands NC
- Hot Springs, Arkansas
- Hudson and Rhinebeck
- Kennebunkport
- Key West
- Leavenworth
- McCall for Two
- Missoula
- Napa
- North Fork
- Ojai
- Park City Ski Trip for the Family
- Portsmouth
- Prescott
- San Antonio
- Santa Fe
- Savannah
- St. Augustine to Daytona
- Stowe
- Texas Hill Country
- Washington, DC
Southeast 11
Florida 2
North Carolina 3
South Carolina 3
Virginia 1
Georgia 1
Arkansas 1
Pacific Coast 3
California 2
Washington 1
Mountain West 5
Colorado 1
Montana 2
Utah 1
Idaho 1
Mid-Atlantic 8
New York 4
Pennsylvania 2
Washington, DC 1
Maryland 1
Southwest 4
Arizona 1
Texas 2
New Mexico 1
Midwest 2
Illinois 1
Michigan 1
New England 3
Maine 1
New Hampshire 1
Vermont 1
Canada 2
Quebec 1
Ontario 1
Mexico & Central America 1
Mexico 1
Who's going
Browse by who's going
Romantic getaways 19
Solo travel 3
Girls' trip & friend getaways 5
Family vacations 13
With little kids 5
With teens 3
When
Browse by when
Winter 27
- Banner Elk
- Beacon and Cold Spring
- Bethlehem at Christmas
- Bozeman for Two
- Breckenridge
- Catskills
- Charleston
- Frankenmuth
- Galena
- Hot Springs, Arkansas
- Hudson and Rhinebeck
- Kennebunkport
- Key West
- Leavenworth
- McCall for Two
- Napa
- Niagara-on-the-Lake
- Ojai
- Park City Ski Trip for the Family
- Portsmouth
- Quebec City Christmas for Two
- San Miguel de Allende
- Santa Fe
- Savannah
- St. Augustine to Daytona
- Stowe
- Washington, DC
December 27
- Banner Elk
- Beacon and Cold Spring
- Bethlehem at Christmas
- Bozeman for Two
- Breckenridge
- Catskills
- Charleston
- Frankenmuth
- Galena
- Hot Springs, Arkansas
- Hudson and Rhinebeck
- Kennebunkport
- Key West
- Leavenworth
- McCall for Two
- Napa
- Niagara-on-the-Lake
- Ojai
- Park City Ski Trip for the Family
- Portsmouth
- Quebec City Christmas for Two
- San Miguel de Allende
- Santa Fe
- Savannah
- St. Augustine to Daytona
- Stowe
- Washington, DC
January 27
- Banner Elk
- Beacon and Cold Spring
- Bethlehem at Christmas
- Bozeman for Two
- Breckenridge
- Catskills
- Charleston
- Frankenmuth
- Galena
- Hot Springs, Arkansas
- Hudson and Rhinebeck
- Kennebunkport
- Key West
- Leavenworth
- McCall for Two
- Napa
- Niagara-on-the-Lake
- Ojai
- Park City Ski Trip for the Family
- Portsmouth
- Quebec City Christmas for Two
- San Miguel de Allende
- Santa Fe
- Savannah
- St. Augustine to Daytona
- Stowe
- Washington, DC
February 27
- Banner Elk
- Beacon and Cold Spring
- Bethlehem at Christmas
- Bozeman for Two
- Breckenridge
- Catskills
- Charleston
- Frankenmuth
- Galena
- Hot Springs, Arkansas
- Hudson and Rhinebeck
- Kennebunkport
- Key West
- Leavenworth
- McCall for Two
- Napa
- Niagara-on-the-Lake
- Ojai
- Park City Ski Trip for the Family
- Portsmouth
- Quebec City Christmas for Two
- San Miguel de Allende
- Santa Fe
- Savannah
- St. Augustine to Daytona
- Stowe
- Washington, DC
Spring 27
- Alexandria VA
- Annapolis
- Beacon and Cold Spring
- Boone
- Bozeman for Two
- Charleston
- Charleston
- Gettysburg Family
- Greenville SC
- Highlands NC
- Hot Springs, Arkansas
- Hudson and Rhinebeck
- Key West
- McCall for Two
- Missoula
- Napa
- North Fork
- Ojai
- Portsmouth
- Prescott
- San Antonio
- San Miguel de Allende
- Santa Fe
- Savannah
- St. Augustine to Daytona
- Texas Hill Country
- Washington, DC
April 22
May 27
- Alexandria VA
- Annapolis
- Beacon and Cold Spring
- Boone
- Bozeman for Two
- Charleston
- Charleston
- Gettysburg Family
- Greenville SC
- Highlands NC
- Hot Springs, Arkansas
- Hudson and Rhinebeck
- Key West
- McCall for Two
- Missoula
- Napa
- North Fork
- Ojai
- Portsmouth
- Prescott
- San Antonio
- San Miguel de Allende
- Santa Fe
- Savannah
- St. Augustine to Daytona
- Texas Hill Country
- Washington, DC
Summer 9
June 9
July 9
August 9
Fall 34
- Alexandria VA
- Annapolis
- Banner Elk
- Beacon and Cold Spring
- Bethlehem at Christmas
- Boone
- Bozeman for Two
- Charleston
- Charleston
- Frankenmuth
- Galena
- Gettysburg Family
- Greenville SC
- Highlands NC
- Hot Springs, Arkansas
- Hudson and Rhinebeck
- Kennebunkport
- Key West
- Leavenworth
- McCall for Two
- Missoula
- Napa
- North Fork
- Ojai
- Portsmouth
- Prescott
- Quebec City Christmas for Two
- San Antonio
- San Miguel de Allende
- Santa Fe
- Savannah
- St. Augustine to Daytona
- Texas Hill Country
- Washington, DC
September 30
- Alexandria VA
- Annapolis
- Banner Elk
- Beacon and Cold Spring
- Boone
- Bozeman for Two
- Charleston
- Charleston
- Frankenmuth
- Galena
- Gettysburg Family
- Greenville SC
- Highlands NC
- Hot Springs, Arkansas
- Hudson and Rhinebeck
- Key West
- McCall for Two
- Missoula
- Napa
- North Fork
- Ojai
- Portsmouth
- Prescott
- San Antonio
- San Miguel de Allende
- Santa Fe
- Savannah
- St. Augustine to Daytona
- Texas Hill Country
- Washington, DC
October 28
- Alexandria VA
- Annapolis
- Banner Elk
- Beacon and Cold Spring
- Boone
- Charleston
- Charleston
- Frankenmuth
- Galena
- Gettysburg Family
- Greenville SC
- Highlands NC
- Hot Springs, Arkansas
- Hudson and Rhinebeck
- Key West
- Missoula
- Napa
- North Fork
- Ojai
- Portsmouth
- Prescott
- San Antonio
- San Miguel de Allende
- Santa Fe
- Savannah
- St. Augustine to Daytona
- Texas Hill Country
- Washington, DC
November 26
- Alexandria VA
- Banner Elk
- Beacon and Cold Spring
- Bethlehem at Christmas
- Boone
- Charleston
- Frankenmuth
- Galena
- Gettysburg Family
- Greenville SC
- Highlands NC
- Hot Springs, Arkansas
- Hudson and Rhinebeck
- Kennebunkport
- Leavenworth
- Missoula
- North Fork
- Portsmouth
- Prescott
- Quebec City Christmas for Two
- San Antonio
- San Miguel de Allende
- Santa Fe
- Savannah
- St. Augustine to Daytona
- Washington, DC
Christmas & holiday markets 5
Fall foliage 1
Trip type
Browse by trip type
National parks & wild places 17
National parks 6
Hiking 10
Wildlife 2
Dark sky & stargazing 1
City trip & culture 14
City breaks 12
Arts & museums 5
Beach vacations & islands 15
Beaches 10
Islands 2
Lakes 5
Paddling & water sports 2
Mountains & ski 14
Mountain towns 14
Ski & snow 4
Food & wine trip 16
Food 15
Wine country 5
History & culture 39
- Alexandria VA
- Annapolis
- Banner Elk
- Beacon and Cold Spring
- Bethlehem at Christmas
- Boone
- Bozeman for Two
- Breckenridge
- Catskills
- Charleston
- Charleston
- Frankenmuth
- Galena
- Gettysburg Family
- Greenville SC
- Highlands NC
- Hot Springs, Arkansas
- Hudson and Rhinebeck
- Kennebunkport
- Key West
- Leavenworth
- McCall for Two
- Missoula
- Napa
- Niagara-on-the-Lake
- North Fork
- Ojai
- Park City Ski Trip for the Family
- Portsmouth
- Prescott
- Quebec City Christmas for Two
- San Antonio
- San Miguel de Allende
- Santa Fe
- Savannah
- St. Augustine to Daytona
- Stowe
- Texas Hill Country
- Washington, DC
History 23
- Alexandria VA
- Annapolis
- Beacon and Cold Spring
- Bethlehem at Christmas
- Boone
- Charleston
- Charleston
- Frankenmuth
- Galena
- Gettysburg Family
- Hot Springs, Arkansas
- Hudson and Rhinebeck
- Key West
- Leavenworth
- Niagara-on-the-Lake
- Portsmouth
- Prescott
- San Antonio
- San Miguel de Allende
- Santa Fe
- Savannah
- St. Augustine to Daytona
- Texas Hill Country
Small towns 39
- Alexandria VA
- Annapolis
- Banner Elk
- Beacon and Cold Spring
- Bethlehem at Christmas
- Boone
- Bozeman for Two
- Breckenridge
- Catskills
- Charleston
- Charleston
- Frankenmuth
- Galena
- Gettysburg Family
- Greenville SC
- Highlands NC
- Hot Springs, Arkansas
- Hudson and Rhinebeck
- Kennebunkport
- Key West
- Leavenworth
- McCall for Two
- Missoula
- Napa
- Niagara-on-the-Lake
- North Fork
- Ojai
- Park City Ski Trip for the Family
- Portsmouth
- Prescott
- Quebec City Christmas for Two
- San Antonio
- San Miguel de Allende
- Santa Fe
- Savannah
- St. Augustine to Daytona
- Stowe
- Texas Hill Country
- Washington, DC
Road trip 3
Coastal drives 3
Scenic train rides 5
Trains & rail 5
Wellness & spa 1
Spas & slow travel 4
Holidays & events 8
Festivals & events 8
Weekend getaways 10
From New York City 4
From Boston 2
From Washington, DC 1
From Chicago 1
From Los Angeles 1
From San Francisco 1
How long