Boston Vacations from $1,454

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Your Boston Vacation

Lock in a Boston vacation package and get set for a fantastic getaway. Well known for its rich history and cultural experiences, there's tons to love about this captivating city. Every trip to Boston needs a well-designed itinerary. Fill yours with attractions like St Botolphs Church, York Street and Maud Foster Windmill. A couple of clicks is all it takes to build your ideal Boston vacation on Expedia.

The Latest Boston vacation packages

Price found within the past 48 hours. Click for updated prices.
Kegworth Hotel & Conference Centre
Best Western Plus Ullesthorpe Court Hotel & Golf Club
Nottingham Belfry Hotel & Spa
Leonardo Hotel and Conference Venue Hinckley Island
Lace Market Hotel
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Boston Hotel Deals

Boston West Hotel

Boston West Hotel

3 out of 5
Hubbert's Bridge, Boston, England
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $74 total per night from Aug 31 to Sep 1
$74 total
Aug 31 - Sep 1
Total with taxes and fees
8.4/10 Very Good! (665 reviews)
"Nice super king size bed, good and comfortable. I found the pillows a bit hard, maybe one hard and one soft might be the answer! Lovely room but as my husband needs to plug in his breathing machine, we have to take extension leads for him to connect to, as there’s no plug by the side of the bed and ..."

Reviewed on Aug 18, 2025

Boston West Hotel
The White Hart Hotel, Boston, Lincolsnhire

The White Hart Hotel, Boston, Lincolsnhire

4 out of 5
1-5 High Street, Boston, England
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $87 total per night from Sep 7 to Sep 8
$87 total
Sep 7 - Sep 8
Total with taxes and fees
8.6/10 Excellent! (504 reviews)
"Really good team at the hotel, lively bar in the evening - this hotel is great choice. We stayed here and attended a music event at Sandringham"

Reviewed on Aug 21, 2025

The White Hart Hotel, Boston, Lincolsnhire
The Quayside Hotel and Bar

The Quayside Hotel and Bar

3 out of 5
6 London Road, Boston, England
$76 nightly
The price is $92 total per night from Aug 28 to Aug 29
$92 total
Aug 28 - Aug 29
Total with taxes and fees
8.4/10 Very Good! (84 reviews)
"Amazing room brilliant food great service"

Reviewed on Aug 22, 2025

The Quayside Hotel and Bar
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.

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Frequently asked questions

How much does a Boston vacation package cost?
Offering excellent value package deals from $1,454 on Expedia, you'll be pleasantly surprised at how much a vacation to Boston costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Boston?
You're likely to find reduced prices and greater availability in September, October and December. Browse our cheap Boston vacation packages and you could land some great off-season discounts.
How many days is enough for Boston?
With a well-organized itinerary, you can easily hit the top Boston sights in a handful of days. But if you prefer to explore off the beaten track or take day trips, consider booking your Boston vacation for longer.
Is it worth booking a vacation package to Boston?
Whether you want to visit top attractions such as St Botolph's Church and York Street on your Boston vacation, or coming for its excellent history, markets and walking trails, there's something for everyone here. With so many things to see and do, you'll quickly learn why so many visitors think Boston is a good vacation destination.
How to find the best Boston package deals?
Begin your search for a Boston package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Boston package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Boston adventure underway.
Is it cheaper to book a Boston vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations separately. Better still, you can customize your Boston getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Boston?
If you've got your Boston vacation dates finalized, book as early as you can to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Boston?

  1. Choose the perfect time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to travel to Boston.
  2. Set your budget: Consider costs such as transportation, flights and meals when working out how much to put aside for your trip to Boston. Then, select a hotel that works with your budget, whether that's an affordable option or a deluxe retreat.
  3. Organize your Boston escape with Expedia's trip planning tool: Search for and book accommodations and things to do all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Boston together.
  4. Work out your trip length: Think about how long you want to spend exploring Boston. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  5. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a tailored Boston vacation package.
  6. Book any day trips or activities: Now to the fun part — locking in everything you want to see and do. Browse some of the best things to do in Boston and book your tickets in advance to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Boston vacation packages?
Jet off on your dream trip to Boston with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait for your next paycheck — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to budget for your trip and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.