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.
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
8/10 Very Good! (2,039 reviews)
While the property was clean and the staff knowledgeable and kind, the marketing including representation of a pool and arcade. While a pool is on site, it’s run by a fitness club. The hours provided by the hotel are meaningless as the fitness club will close the pool to hotel guests allowing their members pool access. The pool restrictions are those of the fitness club. Our adult daughter could not swim with our 10 year old as their specifications of an adult are age 21. The arcade was not open during our two day stay. While a nice hotel, not recommended with children. They do offer a water park for $30/person per day. This is open Fri-Sun.

Reviewed on Jul. 25, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Oct 9 - Oct 13
found 19 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I made a mistake on my room type when I made the reservation, they hotel was extremely helpful in helping me get it corrected. The hotel is beautiful, the location/views are amazing, and the food at the hotel restaurant was outstanding.

Reviewed on Jul. 23, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Oct 16 - Oct 19
found 14 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul. 14, 2025

Lakeside Inn

Lakeside Inn

2 out of 5
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
7.4/10 Good! (2,188 reviews)
Pleasantly surprised. A little older but staff made up for that. staff was excellent very attentive.

Reviewed on Jul. 21, 2025

The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
Downtown Boston
per person
Oct 9 - Oct 13
found 19 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
8.8/10 Excellent! (374 reviews)
Excellent stay, exceptional service, very close to Boston commons, Harbor, ChinaTown, Beacon Hill, etc. Rooms are roomy. Beds are comfortable, housekeeping staff very accommodating. The gym was excellent, top notch. Ate breakfast room service and at in house restaurant-great meals. Highly recommend.

Reviewed on Jul. 5, 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! (170 reviews)
Vacation
"Great vacation week at this house. The beds were comfortable. The kitchen is huge. It was great having air conditioning. The property was beautiful, nice and shady, and we were able to do a lot of fishing, kayaking and swimming by the dock."

Reviewed on Jul. 19, 2025

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Beautiful Lakefront Home with Private Beach
Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd, Framingham, MA
Fully refundable
The price is CA $130 per night from Jul 27 to Jul 28
CA $130
CA $140 total
Jul 27 - Jul 28
includes taxes & fees
6.8/10 (1,013 reviews)
"Close to highway."

Reviewed on Jul. 23, 2025

Motel 6 Framingham, MA - Boston West
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr, Westborough, MA
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Aug 3 to Aug 4
CA $163
CA $182 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (1,018 reviews)
"Great stay, location and breakfast!"

Reviewed on Jul. 22, 2025

DoubleTree by Hilton Hotel Boston - Westborough
See all 375 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
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Frequently asked questions

How much does a Boylston vacation package cost?
You'll find cheap prices from CA $387 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.