Boylston Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was CA $1,077, price is now CA $764 per person
CA $764
per person
Jan 8 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9/10 Wonderful! (2,071 reviews)
The hotel grounds are extremely well maintained; the views of the water and benches to relax on are fantastic! We had a great stay with our two teenagers. It was out of the hustle and bustle of the city. A wonderful place!

Reviewed on Oct 26, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was CA $1,539, price is now CA $982 per person
CA $982
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Excellent as always.

Reviewed on Oct 27, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Save 100% on your flight
Price was CA $4,951, price is now CA $3,321 per person
CA $3,321
per person
Nov 26 - Dec 2
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was CA $4,902, price is now CA $3,408 per person
CA $3,408
per person
Nov 26 - Dec 2
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (465 reviews)

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was CA $1,334, price is now CA $935 per person
CA $935
per person
Jan 8 - Jan 10
found 15 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)
设施很新，SPA桑拿体验特别好，晚餐气氛很棒

Reviewed on Oct 20, 2026

Ready to book your vacation to Boylston?

 

Choose your dates

Boylston Hotel Deals

Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
10 Fortune Blvd Milford MA
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Nov 2 to Nov 3
CA $132
CA $147 total
Nov 2 - Nov 3
includes taxes & fees
7.6/10 Good! (1,011 reviews)
"The room was fine. The screen was not attached to the balcony. The latch to the door locked me out of the room twice. Maintenance had to come remove the latch. Overall, the state was fine. I would stay again."

Reviewed on Oct 26, 2026

Sonesta Select Boston Milford
The Verve Hotel Boston Natick, Tapestry Collection by Hilton

The Verve Hotel Boston Natick, Tapestry Collection by Hilton

3.5 out of 5
1360 Worcester St Natick MA
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Nov 12 to Nov 13
CA $183
CA $204 total
Nov 12 - Nov 13
includes taxes & fees
8.8/10 Excellent! (1,012 reviews)
"I go there all the time. Staff is really nice and helpful."

Reviewed on Oct 26, 2026

The Verve Hotel Boston Natick, Tapestry Collection by Hilton
Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd Framingham MA
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Nov 16 to Nov 17
CA $132
CA $150 total
Nov 16 - Nov 17
includes taxes & fees
Motel 6 Framingham, MA - Boston West
See all 443 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Boylston attractions

Tower Hill Botanic Garden

9.0/10 (8 reviews)
Explore the great outdoors at Tower Hill Botanic Garden, a lovely green space in Boylston. Attend a sporting event in this family-friendly area.
See properties

What to do in Boylston

1-Hour Axe Throwing in Worcester

1-Hour Axe Throwing in Worcester

CA $40
per adult
94% of travellers recommend
1-Hour Axe Throwing in Worcester
New England Botanic Garden Day Trip from Boston

New England Botanic Garden Day Trip from Boston

CA $102
per adult
New England Botanic Garden Day Trip from Boston
See all activities in Boylston

Frequently asked questions

How much does a Boylston vacation package cost?
You'll find cheap prices from CA $764 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.