Boston Vacations from $1,852

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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.
Nottingham City Centre by Sunday

Nottingham City Centre by Sunday

4 out of 5
Nottingham City Centre
Price was $1,866, price is now $1,852 per person
$1,852
per person
Aug 17 - Aug 18
found 15 hours ago
Roundtrip flight included
Chicago (CHI) to East Midlands (EMA)
7.8/10 Good! (1,004 reviews)
The hotel was old and in need of a good clean and paint. Our room was everything but clean, old carpet and worse still stained mattress. Never again.

Reviewed on Jun 7, 2026

Quorn Grange Hotel

Quorn Grange Hotel

3 out of 5
Price was $1,886, price is now $1,864 per person
$1,864
per person
Aug 17 - Aug 18
found 15 hours ago
Roundtrip flight included
Chicago (CHI) to East Midlands (EMA)
8.2/10 Very Good! (409 reviews)
free parking and great location for business trip working in loughborough

Reviewed on Jun 19, 2026

Burleigh Court Hotel

Burleigh Court Hotel

4 out of 5
Price was $1,888, price is now $1,868 per person
$1,868
per person
Aug 17 - Aug 18
found 15 hours ago
Roundtrip flight included
Chicago (CHI) to East Midlands (EMA)
8.6/10 Excellent! (1,000 reviews)
So much better than I expected. The bar area, restaurant and huddle areas were all so beautifully done and the food and drink lprices were very reasonable. Plenty of electric car charging available. All staff we encountered were helpful, polite and friendly. Rooms very comfortable and modern. Will definitely book again next time we stay in Loughborough.

Reviewed on May 6, 2026

Winstanley House

Winstanley House

4 out of 5
Price was $1,921, price is now $1,905 per person
$1,905
per person
Aug 17 - Aug 18
found 10 hours ago
Roundtrip flight included
Chicago (CHI) to East Midlands (EMA)
9/10 Wonderful! (345 reviews)
Booked a junior suite for my son and his girlfriend as a treat on Christmas Day as they were visiting from another city. They loved the room and the breakfast too! They sent me videos of both, and the room looked clean and fresh and the breakfast was Full English and eggs Benedict with cups of tea in cute teacups. You drive through a park to get to this hotel. If you are driving at night or low visibility, beware of the speed humps! The markings have worn away and they are brutal! Drive extra slowly.

Reviewed on Jan 4, 2026

Leicester Marriott Hotel

Leicester Marriott Hotel

4 out of 5
Price was $1,905, price is now $1,891 per person
$1,891
per person
Aug 17 - Aug 18
found 10 hours ago
Roundtrip flight included
Chicago (CHI) to East Midlands (EMA)
8.8/10 Excellent! (1,001 reviews)
The property is clean, well appointed and quiet.

Reviewed on May 13, 2026

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Discover the most popular places to visit in Boston

St Botolph's Church

St Botolph's Church

Climb the tower of this large 14th-century church for superb views across the small port town of Boston and beyond.

St Botolph's Church

Lincolnshire Wildlife Park

Why not visit the native and exotic animals who live at Lincolnshire Wildlife Park during your vacation in Friskney? Stroll along the area's beautiful beaches, or simply savor its lively bars.

Lincolnshire Wildlife Park

Pilgrim Fathers Memorial

Find out about the history of Fishtoft when you spend time at Pilgrim Fathers Memorial. While in this family-friendly area, you can savor the bars and coffeehouses.

Pilgrim Fathers Memorial

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
$42 nightly
The price is $50 total per night from Jun 21 to Jun 22
$50 total
Jun 21 - Jun 22
Total with taxes and fees
8.4/10 Very Good! (779 reviews)
"For the price I paid, and never mind the price, it was amazing value and great stay - clean, tidy, quiet, free parking & really helpful staff, comfortable bed, good shower and quick wifi. Everything you could need. You can here next door guests but it's ok. Defintely recommend, thank you team"

Reviewed on Jun 15, 2026

Boston West Hotel
The White Hart Hotel, Boston, Lincolnshire

The White Hart Hotel, Boston, Lincolnshire

4 out of 5
1-5 High Street Boston England
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $102 total per night from Jun 28 to Jun 29
$102 total
Jun 28 - Jun 29
Total with taxes and fees
8.6/10 Excellent! (564 reviews)
"Very good central location. Only snag was no lift to first and second floor but if you can manage without a lift excellent value for money in town centre. Lots of parking."

Reviewed on Jun 17, 2026

The White Hart Hotel, Boston, Lincolnshire
The Arundell Hotel

The Arundell Hotel

3 out of 5
1 Church Close Boston England
$94 nightly
The price is $112 total per night from Jun 21 to Jun 22
$112 total
Jun 21 - Jun 22
Total with taxes and fees
8.8/10 Excellent! (146 reviews)
"As usual it was a very nice stay."

Reviewed on Jun 18, 2026

The Arundell Hotel
See all 3,554 properties in Boston
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.

Find the Best Boston Vacation Packages

Boston Essential Information

Language
English
Currency
British pounds sterling
Population
41,300
Max Temp Winter
45ºF
Max Temp Summer
70ºF
Top Sights
Lincolnshire Aviation Heritage Centre, Tattershall Castle and Lincolnshire Wildlife Park

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Frequently asked questions

How much does a Boston vacation package cost?
Offering excellent value package deals from $1,852 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.

Explore a world of travel with Expedia

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