A street lined with historic buildings, including the Union Oyster House and Yankee Publishing Building.

Boston Holidays

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Where to stay in Boston

Find the best Boston areas for the activities you enjoy most. Learn more about Boston
Learn more about Boston

Back Bay

Back Bay showcases Boston's architectural grandeur with Victorian brownstones lining Commonwealth Avenue and upscale shops on Newbury Street. The area borders the Public Garden, offering peaceful green space amid the city buzz. Historic landmarks like Trinity Church and the Boston Public Library give the area its distinguished character. Easily navigate this refined district using the Green Line at Copley, Prudential, or Arlington stations. Luxury boutiques and fine dining options cater to sophisticated tastes. The vibrant shopping scene balances perfectly with cultural attractions and the neighborhood's elegant residential charm.

Beacon Hill

Beacon Hill captivates visitors with its historic charm and elegant Federal-style terrace houses. Gas-lit streets and brick pavements transport you back to 19th-century Boston. The gold-domed Massachusetts State House stands proudly at the neighborhood's crown. Charles Street offers upscale boutiques and cosy bistros for sophisticated shoppers. The area balances luxury with authentic residential character. Acorn Street's narrow cobblestones create perfect photo opportunities for architecture enthusiasts. Despite its central location, the area maintains a tranquil atmosphere away from city bustle. Boston Common and Public Garden are just steps away for nature lovers.

Downtown Boston

City centre Boston weaves America's revolutionary storey into a vibrant urban hub. The Freedom Trail guides visitors past iconic sites like Faneuil Hall and the Old State House. Historic cobblestone streets lead to ancient burial grounds nestled between gleaming financial towers. South Station connects travellers to the entire city. Explore the New England Aquarium or catch harbour views along the scenic Harborwalk. Hop on the T at State Street or City centre Crossing stations for easy city access. After dark, colonial-era taverns serve up authentic Boston flavour alongside modern eateries. Suffolk University adds youthful energy to this walkable district.

Seaport District

Boston's Seaport District dazzles with its waterfront promenade and harbour views. This former industrial area now buzzes with contemporary art at the ICA and maritime history at the Tea Party Ships & Museum. The area balances sleek glass towers with wide pedestrian walkways lined with public art. Spend evenings enjoying waterfront dining or catching concerts at Leader Bank Pavilion. Harbour walks reveal stunning city skyline panoramas while water taxis connect you to city centre. The area's modern vibe makes it perfect for travellers seeking urban sophistication with ocean breezes.

North End

Boston's North End pulses with Italian heritage through its narrow, winding streets. The aroma of fresh cannoli fills the air as you stroll past historic red-brick buildings. Paul Revere's House and Old North Church stand as reminders of America's revolutionary past. Follow the Freedom Trail markers along cobblestone streets to discover hidden trattorias and small bakeries. The area opens to Boston Harbour views where waterfront paths offer peaceful escapes. Everything feels accessible by foot, creating a European village atmosphere right in the heart of Boston.

Discover the most popular places to visit in Boston

What to do in Boston

Boston Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

How much does a Boston holiday package cost?

You'll find cheap prices on Expedia for your Boston escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your holiday to Boston costs.

What are the cheapest months to go to Boston?

If you're hoping to snag a cheap Boston holiday package, consider planning a trip in December, January and February. You'll usually find better prices on accommodation and flights during these months — ideal for budget-conscious travellers.

How many days is enough for Boston?

Boston holidays come in many shapes and sizes, but to get a real feel for this destination, we'd say 2 days is a good ballpark. With this timeframe, you can visit major attractions like Boston Museum of Fine Arts and Museum of Science as well as lesser-known gems. Don't skip neighbourhoods such as South Boston and D Street - West Broadway either. If you plan wisely, you may even be able to take a day trip from Boston too.

Is it worth booking a holiday package to Boston?

Whether you're planning to explore attractions like Fenway Park and TD Garden, or eager to experience its terrific dining and culture, a Boston holiday is sure to exceed your expectations. Book your trip with Expedia and discover why Boston is such a good holiday destination.

How to find the best Boston package deals?

Begin your search for a Boston package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Boston package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Boston adventure off to a flying start.

Is it cheaper to book a Boston holiday as a package?

Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still get the freedom to create a personalised Boston holiday by choosing your preferred type of stay, airline and car class.

When to book a holiday package to Boston?

If you're planning a spontaneous Boston adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking well in advance.

How to plan a trip to Boston?

  1. Choose when to go: Check your schedule and get your bags packed. Your favourite time of year and the activities available will also help you decide when to escape to Boston.
  2. Set your budget: Factor in costs like flights, transportation and food when working out how much to put aside for your trip to Boston. Then, pick a hotel that suits your budget, whether that's an economical stay or a more upscale retreat.
  3. Work out your trip length: Think about how much time you want to spend exploring Boston. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your accommodation and airfare: After you've nailed down your travel dates and duration, lock in the ideal Boston holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.