Boston Vacation Packages

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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.

Top Boston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Leonardo Hotel and Conference Venue Hinckley Island

Leonardo Hotel and Conference Venue Hinckley Island

4 out of 5
Burbage
per person
Sep 12 - Sep 14
just found
Roundtrip non-stop flight included
Toronto (YYZ) to East Midlands (EMA)
8.2/10 Very Good! (1,000 reviews)
Breakfast was great,plenty of parking and the staff were excellent.

Reviewed on Jul. 31, 2025

The Peacock at Rowsley

The Peacock at Rowsley

4 out of 5
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to East Midlands (EMA)
9.4/10 Exceptional! (65 reviews)
Exactly what I wanted, what I have expected hearing from my family who have stayed there previously so it was great to have a relaxing time with great service and food

Reviewed on Jun. 29, 2025

The Beeley Inn

The Beeley Inn

5 out of 5
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to East Midlands (EMA)
9/10 Wonderful! (81 reviews)
Take yourself back in time to an era we all want to recreate away from this troubling world. I was hoping for a spitfire to zoom overhead at anytime. A beautiful location within the Chatsworth estate in old style properties with plenty of character. Just a few steps away is a lovely local pub The Beeley Inn serving delicious food (the ox cheek is to die for,) agreeably it’s not cheap but you get what you pay for. Ideal for a special treat.

Reviewed on Jul. 19, 2025

Best Western Plus Ullesthorpe Court Hotel & Golf Club

Best Western Plus Ullesthorpe Court Hotel & Golf Club

4 out of 5
per person
Sep 12 - Sep 14
just found
Roundtrip non-stop flight included
Toronto (YYZ) to East Midlands (EMA)
8.6/10 Excellent! (451 reviews)
Staff care and friendliness. Lovely breakfast. Brilliant facilities and in beautiful surroundings. There were two of us in a double room and We would have liked two towels. There was only one. Apart from that we would highly recommend.

Reviewed on Jul. 27, 2025

Premier Inn Matlock

Premier Inn Matlock

2 out of 5
per person
Sep 23 - Sep 29
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to East Midlands (EMA)
No reviews

Ready to book your vacation to Boston?

 

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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
The price is CA $62 per night from Aug 10 to Aug 11
CA $62
CA $74 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very Good! (651 reviews)
Nice little Hotel
"Nice superking bed. Small balcony with two chairs and a table looking onto a golf course. You do need your own transport. There is a railway station a few hundred yards walk away but the trains only stop there twice a day. Really nice helpful staff."

Reviewed on Aug. 2, 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
The price is CA $106 per night from Aug 31 to Sep 1
CA $106
CA $128 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (496 reviews)
"Upgraded so no complaints."

Reviewed on Jul. 30, 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
The price is CA $110 per night from Aug 10 to Aug 11
CA $110
CA $133 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (78 reviews)
Great getaway
"Good location, plenty of parking. Friendly staff. Great décor"

Reviewed on Aug. 7, 2025

The Quayside Hotel and Bar
See all 3,121 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.
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Frequently asked questions

How much does a Boston vacation package cost?
Offering great value package deals from CA $1,174 on Expedia, you'll be thrilled with how little a vacation to Boston costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Boston?
Plan your trip for the off-peak season and you're likely to get cheap Boston vacation packages. Bear in mind that public holidays and major events and festivals can impact prices, so do a little research before booking.
How many days is enough for Boston?
Usually, a handful of days is enough to explore the major attractions during your Boston vacation. However, if you'd like to have more time to rest or take day trips, consider extending your itinerary.
Is it worth booking a vacation package to Boston?
Boston has everything you need for a memorable break — watersports, nature and walking trails are just the start. Whether you want to check out sights such as St Botolph's Church and York Street, or take the road less travelled, there's plenty to do on your Boston vacation.
How to find the best Boston package deals?
Use Expedia's handy filters to help you find some great Boston package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Boston package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Boston vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays separately. Better still, you can tailor your Boston trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Boston?
Land incredible bargains by booking your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Boston vacation.
How to plan a trip to Boston?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Boston.
  2. Budget wisely: As well as the cost of your hotel, you'll need to factor in other expenses too. These include flights, food and transportation. Also, put aside a little extra for unexpected expenses that could crop up during your trip to Boston.
  3. Decide how long to go for: Now that you're more familiar with Boston, you can work out the ideal length of your vacation. Create a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized Boston vacation package.

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