Boylston Vacation Packages

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Your Boylston Vacation

Our vacation packages to Boylston provide endless opportunities to uncover new sights, sounds and tastes. And with all the planning taken care of, you can chill out and enjoy your city escape without a worry in the world. You'll want to take in the sights during your trip to Boylston. Don't miss leading attractions such as New England Sports Center, Tower Hill Botanic Garden and Solomon Pond Mall. Whatever your travel plans or budget, putting together a tailored Boylston vacation is a walk in the park with Expedia.

Top Boylston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,008, price is now CA $536 per person
CA $536
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St

2 out of 5
Back Bay
Price was CA $2,417, price is now CA $1,572 per person
CA $1,572
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very Good! (139 reviews)
Clean. Great location.

Reviewed on Jul. 31, 2025

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave

2 out of 5
South End
Price was CA $2,281, price is now CA $1,491 per person
CA $1,491
per person
Oct 25 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
7.4/10 Good! (118 reviews)
Property is located in a very nice area. No frill, what they advertise, you get.

Reviewed on May 23, 2025

Maverick Suites at 89 Marion

Maverick Suites at 89 Marion

2 out of 5
Coolidge Corner South Side
Price was CA $1,950, price is now CA $1,289 per person
CA $1,289
per person
Oct 25 - Nov 1
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very Good! (247 reviews)
We stayed here for a few days while visiting Boston, once at the beginning of our trip and once at the end and found it very convenient to hop on the train and walk to lots of shops and restaurants. The first room was on the third floor and was very small but was fine for two people. It was clean and had everything we needed. Our second room was in the basement and much larger and again, very clean and well-appointed. We did have some noise from the room above us but it wasn't a big issue. They provide earplugs in each room which was great. I will plan to stay here again the next time I am in town visiting and would recommend this location for anyone staying in Brookline.

Reviewed on Jul. 16, 2025

Sesuit Harbor House

Sesuit Harbor House

3 out of 5
Price was CA $1,563, price is now CA $1,038 per person
CA $1,038
per person
Oct 5 - Oct 10
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (162 reviews)
Phil’s property is immaculate and the rooms are very clean and will all required amenities. Phil’s hospitality is also top notch and it will be my place to stay in my future cape cod visits!!

Reviewed on Aug. 20, 2025

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Boylston Hotel Deals

Beautiful Lakefront Home with Private Beach

Beautiful Lakefront Home with Private Beach

Shrewsbury
9.2/10 Wonderful! (172 reviews)
Perfect Spit
"3 generation family a dog. While the pond was a bit muddy (this its nickname) the kids and dog swam from sun up to down. The beach, seating area, dock, fire pits were all perfect.The house fit our needs. The family bedroom was a plus for extra space and bedrooms were huge. We asked for access to ..."

Reviewed on Aug. 6, 2025

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Beautiful Lakefront Home with Private Beach
Courtyard by Marriott Boston Natick

Courtyard by Marriott Boston Natick

3 out of 5
342 Speen St, Natick, MA
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Aug 31 to Sep 1
CA $143
CA $159 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
"Was a very quiet stay"

Reviewed on Aug. 17, 2025

Courtyard by Marriott Boston Natick
Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

3 out of 5
75 Felton St, Marlborough, MA
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Aug 28 to Aug 29
CA $176
CA $196 total
Aug 28 - Aug 29
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Had a good stay"

Reviewed on Aug. 18, 2025

Courtyard by Marriott Boston Marlborough
See all 374 properties in Boylston
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 Boylston vacation package cost?
You'll find cheap prices from CA $536 on Expedia for your Boylston break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Boylston costs.
What are the cheapest months to go to Boylston?
You're likely to find lower prices and greater availability in January, February and November. Browse our cheap Boylston vacation packages and you could score some excellent off-season deals.
How many days is enough for Boylston?
The ideal length of your Boylston vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you time to hit all the leading attractions and discover some hidden gems along the way.
How to find the best Boylston package deals?
Use Expedia's filter tool to help you find some great Boylston package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Boylston package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Boylston vacation as a package?
You can enjoy significant savings on your Boylston break by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Boylston?
Score amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Boylston adventure.
How to plan a trip to Boylston?

  1. Pick your dates: What you want to do in Boylston and your favourite season will help you decide when to travel.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and food to experiences and flights. Your hotel will likely be the largest expense during your trip to Boylston.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you'd like to get to in Boylston. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a customized Boylston vacation package.

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