Bolton Vacation Packages

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Your Bolton Vacation

Our vacation packages to Bolton give you the power to customize your own adventure. Tailor your getaway to your needs and interests and make the most of your time in this fantastic city. If taking in sights is part of the plan during your trip to Bolton, check out well-known attractions like The Silver Buffalo Gallery, Harvard Town Beach and Thurstons Beach. Check out Expedia's extensive range of travel options and begin planning your ideal vacation to Bolton today.

Top Bolton 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 $1,231, price is now CA $760 per person
CA $760
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)
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Price was CA $3,072, price is now CA $1,733 per person
CA $1,733
per person
Oct 10 - Oct 17
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
8.6/10 Excellent! (1,070 reviews)
The staff was friendly. Room was clean and met our needs. Expedia VIP allowed the resort fee to be waived which was wonderful.

Reviewed on Aug. 18, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $3,739, price is now CA $2,155 per person
CA $2,155
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on Aug. 20, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Price was CA $2,374, price is now CA $1,502 per person
CA $1,502
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,896, price is now CA $1,215 per person
CA $1,215
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
The beds are the main thing that keep me coming black, so comfortable, especially after a long day of walking around Boston. I will say we were disappointed that the inside of our coffee machine was very dirty.. something i think shouldn't be missed when cleaning since we love a good morning coffee in the room , but had to settle for going to a coffee shop. We tried ordering room service , but after waiting over 1hr we ended up calling to cancel it. For the amount of money we paid , i think they could step their game up when it comes to service and details.

Reviewed on Aug. 16, 2025

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Bolton Hotel Deals

Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
550 Winter Street, Waltham, MA
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Sep 4 to Sep 5
CA $172
CA $192 total
Sep 4 - Sep 5
includes taxes & fees
7.8/10 Good! (2,285 reviews)
"Everything was fine except for the housekeeping they never brought new towels and some other tjings we asked for!"

Reviewed on Aug. 18, 2025

Embassy Suites by Hilton Boston Waltham
Hampton Inn & Suites Boston/Waltham

Hampton Inn & Suites Boston/Waltham

2.5 out of 5
135 2nd Ave, Waltham, MA
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Sep 1 to Sep 2
CA $176
CA $196 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (1,334 reviews)
"This is a beautiful hotel. The parking was very full due to construction, but otherwise it was perfect for our stay (& Costco right next door!!)"

Reviewed on Aug. 19, 2025

Hampton Inn & Suites Boston/Waltham
Bedford Plaza Hotel - Boston

Bedford Plaza Hotel - Boston

3 out of 5
340 Great Road, Bedford, MA
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Aug 24 to Aug 25
CA $146
CA $163 total
Aug 24 - Aug 25
includes taxes & fees
7.2/10 Good! (410 reviews)
"This hotel has been on our to-stay list for years and it rarely disappoints, This time we were in need of emergency medical service and that went perfectly smoothly. Clean, comfortable, a little dated in its room style, but usually without any issues. When I have had issues, they have always been ..."

Reviewed on Aug. 13, 2025

Bedford Plaza Hotel - Boston
See all 535 properties in Bolton
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
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Frequently asked questions

How much does a Bolton vacation package cost?
Offering excellent value package deals from CA $760 on Expedia, you'll be surprised at how little a vacation to Bolton costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Bolton?
January, February and November are the best times to search for cheap Bolton vacation packages. Choosing to travel in less busy months means you can generally find reduced prices on flights and hotels.
How many days is enough for Bolton?
The ideal duration for your Bolton vacation depends on what you'd like to do. Usually, a few days to a week will give you plenty of time to hit all the top attractions and explore some hidden gems along the way.
How to find the best Bolton package deals?
Bagging a cheap Bolton package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can tailor your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most affordable Bolton package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Bolton vacation as a package?
You can enjoy significant savings on your Bolton retreat by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to view some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Bolton?
If you have your Bolton travel dates confirmed, book early to bag some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Bolton?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Bolton.
  2. Plan your budget wisely: As well as the price of your stay, you'll need to factor in other expenses too. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Bolton.
  3. Determine how many days away: Start by making a list of all the attractions and activities you'd like to experience in Bolton. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your airfare and accommodations: After you've nailed down your travel dates and duration, lock in the ideal Bolton vacation package for you.

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