Best Vacations by Month

There are many factors to consider when planning a vacation -- time of year, major events and attractions, and accommodations to name a few. Seasoned travelers know that planning when to visit is just as important as choosing a destination. The following guide is filled with useful travel ideas organized by month to help you plan your next big vacation!

January & February

For many, January represents new beginnings, so why not start off the year right with a relaxing getaway? Popular destinations this time of year include sunny destinations such as Miami and Los Angeles. Big city lovers will enjoy a winter visit to Chicago, Washington D.C., or Portland, where they can enjoy some of these city's popular indoor attractions including museums and theaters, while also keeping warm. Those who want to brave the outdoors can take a stroll in these city's beautiful public parks while sipping hot chocolate. For even more January and February travel ideas, explore our list of cheap January vacations, best romantic getaways in January, unique winter festivals, New Years Eve traditions around the world, and best romantic getaways in February.

March & April

The start of spring can be one of the most romantic times of year to travel. Washington D.C. hosts the National Cherry Blossom Festival from late March through early April, making it popular for romantic getaways and photography excursions.

After a long winter, many travelers flock to the nation's beautiful beach destinations including Destin, Cocoa Beach, Florida, and Malibu, California to take in some sun.

Nantucket is also ideal this time of year as attractions and eateries re-open in preparation for peak travel season. Travelers can avoid big crowds while also enjoying some of the lowest hotel and inns rates of the year. Travelers to this area will definitely want to visit the beautiful beaches of Cape Cod or these unusual spring break destinations. Check more more ideas for cheap March getaways and romantic March vacations here.

May & June

During the early summer months, travelers flock to popular destinations such as Park City, Utah to enjoy gorgeous scenery and exciting activities ranging from hiking and biking to water sports and rafting. At Utah Olympic park, a U.S. Olympic training site, visitors can try out thrilling sliding sports including bobsledding, luge, and skeleton!

Visit Colorado Springs in the month of June to attend Springs Spree, an annual festival that attracts 70,000 attendees each year and offers entertainment and live music on 3 stages. Festival goers enjoy views of famous Pike's Peak from the festival grounds at Memorial Park. Before you go, be sure and check out our packing guide for Colorado Springs. Durango, Colorado also offers tons of activities in the early summer months from fly fishing to horseback riding to shopping. With its natural hot springs & historic inns, it is also ideal for couples' travel.

The coastal town of Boothbay Harbor, Maine attracts summer travelers with its relaxing sea activities including sailing and kayaking. The town is also ideal for couple's travel with its romantic attractions such as the Pemaquid Point Lighthouse & historic Opera House, offering live jazz concerts throughout the year.

July & August

Ogunquit, Maine offers mild mid-summer temperatures in the 70s. This well-known resort town offers miles of beach and plenty of interesting attractions from the Ogunquit Museum of American Art to local theater, The Ogunquit Playhouse.

Niagara on the Lake, Ontario is the perfect place for a romantic summer vacation, known for its historic sites, unique B&Bs and romantic charm. Couples who visit in the summer months can enjoy fun activities like a hike for two at the Niagara Parks garden trail or a guided tour of the town's estate wineries.

Salem, Massachusetts offers an incredibly rich history and pleasant maritime climate in July and August. Visiting in summer means you'll enjoy classic Salem attractions before October tourists arrive. Favorite attractions here include Old Burying Point Cemetery, Peabody Essex Museum, and The House of Seven Gables, one of the nation's oldest & most famous wooden mansions.

September & October

Manhattan is a fantastic choice for a late summer, early fall vacation. Summer travelers have left the city & holiday vacationers have not yet arrived, leaving New York's famous museums, parks and theaters free of massive crowds and lines. Central Park is bursting with colors of the changing leaves at this time, making it the perfect place for a romantic stroll. During Halloween, visitors can attend the Village Halloween Parade, the largest Halloween parade in the world, featuring over 50,000 marchers!

Nature lovers and photographers flock to Woodstock, Vermont in the fall months to experience its gorgeous fall foliage. Native oak, birch, maple and beech trees are bursting with blazing shades of red, yellow and orange at this time. Insiders know that the best way to enjoy the fall leaves is by bicycle-- renting one will allow you to stop and snap a picture at your leisure. Also, be sure and check out our picks for top weekend trips for fall foliage.

Since this is the time between two major travel seasons, it can also be ideal time for cheap vacations and budget travel. International destinations popular this time of year include Madrid, Spain, Cape Town, South Africa, Sydney, New South Wales, and Rio de Janero, Brazil.

November & December

If you're willing to brave the holiday rush of travelers, this can be an excellent time to plan a getaway. Traditional "White Christmas" destinations include luxurious winter resort towns such as Vail, Colorado and Big Bear Lake, California. In terms of lodging, Big Bear Lake offers lots of cozy B&Bs located near area resorts. Local resorts are popular in the snowy months as they offer exciting recreational activities from skiing and snowboarding to fishing and horseback riding. Another relaxing alternative is a visit to San Bernardino National Forest. Open 365 days a year, this national park is perfect for a casual hike or snowshoeing. Vail has similar offerings in terms of activities, plus some excellent golf courses and spas. Book a cabin or lodge B&B there for a perfectly cozy romantic getaway.

Snowbirds, or people looking to escape the cold and head somewhere warm should consider spending the holidays on the beaches of South Miami, Florida, Lahaina or Poipu, Hawaii. These tropical destinations are warm and sunny, meaning you can leave your coat at home and enjoy some unconventional holiday activities like swimming, tanning and alfresco dining. Better yet, stay at a B&B with a fantastic pool or spa services for ultimate relaxation during your sunny getaway.