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.
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Price was CA $1,588, price is now CA $987 per person
CA $987
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Boston (BOS)
9.2/10 Wonderful! (5 reviews)
We were in Boston for the Mammoth March in Hingham and needed a base for some sight seeing in Boston for the week. We did not have a rental car but the parking garage was easily accessible and secure. We were able to get ubers very easily from the location. The Chelsea train station was only a 5 min walk away and the trains were reliable and efficient. The support staff replied to all our messages in the chat option quickly and were very helpful. The kitchen was well stocked and set up. The apartment was clean and all the linens and towels were freshly laundred. Would recommend this place without hesitation.

Reviewed on Jun 15, 2026

Nantucket Inn

Nantucket Inn

3.5 out of 5
Price was CA $4,273, price is now CA $2,651 per person
CA $2,651
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (722 reviews)
Everything was amazing, my room the A/C wasn’t cooling properly but they fixed it quick,

Reviewed on Jul 10, 2026

Bluebird Dennisport

Bluebird Dennisport

3 out of 5
Price was CA $1,865, price is now CA $1,208 per person
CA $1,208
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very good! (223 reviews)
This was an amazing location! The entire staff was nice and helpful. It is just a 10 min walk to the beach and close to many great places to eat. I can’t wait to come back!!

Reviewed on Jul 9, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,469, price is now CA $1,614 per person
CA $1,614
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great 👍

Reviewed on Jul 11, 2026

Chatham Tides

Chatham Tides

2.5 out of 5
Price was CA $4,510, price is now CA $2,967 per person
CA $2,967
per person
Aug 12 - Aug 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (720 reviews)
Muy caro para lo que se recibe……..Aunque la habitación este literalmente sobre la playa. La cerradura de la habitación no funcionaba correctamente. Y la luz en la manana se entra por las cortinas

Reviewed on Jul 11, 2026

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Bolton Hotel Deals

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 $98 per night from Jul 13 to Jul 14
CA $98
CA $110 total
Jul 13 - Jul 14
includes taxes & fees
7/10 Good! (1,020 reviews)
"Tout est nul à parts staff"

Reviewed on Jul 10, 2026

Bedford Plaza Hotel - Boston
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
The price is CA $211 per night from Jul 29 to Jul 30
CA $211
CA $236 total
Jul 29 - Jul 30
includes taxes & fees
8.6/10 Excellent! (1,018 reviews)
"I like everything I stayed another night ."

Reviewed on Jul 8, 2026

Great Wolf Lodge Boston / Fitchburg, MA
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 $185 per night from Jul 26 to Jul 27
CA $185
CA $206 total
Jul 26 - Jul 27
includes taxes & fees
8/10 Very good! (2,932 reviews)
"We stayed on the second floor, and the room sometimes had the smell of cooking。 Some of the furniture and amenities were a little dated, but everything was clean. The breakfast offered a wide selection. The check-in process took a little longer than expected"

Reviewed on Jul 8, 2026

Embassy Suites by Hilton Boston Waltham
See all 581 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.
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Stay near popular Bolton attractions

Nashoba Valley Winery

8.8/10 (3 reviews)
You can enjoy a tasting or tour at Nashoba Valley Winery during your travels to Bolton. You can attend a sporting event while in the area.
See properties

Frequently asked questions

How much does a Bolton vacation package cost?
Offering excellent value package deals from CA $987 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.

Explore a world of travel with Expedia

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