Vacation Packages from Boston, MA

Choose one or more items to build your trip:

How to Get Great Deals on Weekend Getaways and Vacation Packages from Boston

Vacation packages from Boston

We have many options for vacation packages from Boston with deals on hotels, flights, and cars, and you’ll earn extra savings by bundling. Take the family on an Orlando vacation or treat your partner to a romantic vacation in Niagara Falls. Customize your journey and select hotels, flights, and cars that best suit your budget and your needs. Compare prices for different dates and locations and use our many search features.


Weekend getaways from Boston

Take off for a quick jaunt from the city to experience luxury hotels, cheap stays, and more. With Expedia’s weekend vacation packages from Boston, you could head to the beaches of Cape Cod or forests of Vermont. Discover Maine with a romantic weekend vacation package, spent cycling the coast and dining on the waterfront. Or see pristine beaches and countless lighthouses with an excursion to Nantucket, MA. For family weekend getaways from Boston, consider the Hudson Valley or Pocono Mountains, where you can go horseback riding or try rock climbing and archery.


The best road trips from Boston

Discover incredible road trips from Boston for a great price on Expedia. Combine car rentals with hotels in one of our vacation packages from Boston for couples to Martha’s Vineyard romantic hotels. Plan a New England road trip from Boston to NYC with friends and stop in Cape Cod and Newport along the way. We have packages for luxury hotels and prestige vehicle rentals in our vast inventory, or cheap cars and budget hotels.


All-inclusive vacations from Boston

Take all-inclusive vacations from Boston and get all your costs upfront. Get meals, drinks, taxes, and fees included in the hotel price and score additional discounts by bundling travel bookings together.

We have fantastic deals for all-inclusive hotels in Miami. Bundle your favorite hotel with a car rental and/or flights to save even more. All-inclusive vacations from Boston to popular beach spots are great for families, couples, and friends. Save by getting meals and drinks included, plus extra discounts on your overall trip cost with a package. Check out vacation packages to Costa Rica to get started.


Boston winter vacations

Take the family on winter getaways from Boston to popular ski destinations like New Hampshire or Vermont. Or plan a holiday for the holiday season in beautiful cities to celebrate in, like Washington D.C., or New York City. There are many wonderful destinations to take weekend getaways from Boston in the winter.


Last-minute vacation deals from Boston

Expedia has last-minute vacation deals from Boston. We source offers for all travelers at attractive prices—even if you are late in the game. Our deals on last-minute getaways from Boston find you savings on properties of all types. And whether it’s a spontaneous trip with your sweetheart or a delayed flight that’s got you traveling, find what you’re looking for on Expedia. We have a large inventory of travel options across various budgets and catering to many different types of experiences. Find cheap hotels close to airports, luxury stays in the best locations, or accommodations in all the towns you stop at along your road trip.


Flexibility and cancellation

Find information about your vacation booking in your itinerary under ‘My Trips.’ To book flexible getaways, choose hotels or car rentals with ‘free cancelation’ and flights with ‘no change fees.’ Learn more at our customer service portal