Bolton Vacations from $546
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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.
The Latest Bolton vacation packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
$746
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more.
We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of.
Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.
Reviewed on Oct 17, 2026
Battery Wharf Hotel, Boston Waterfront
North End
$547
per person
Jan 11 - Jan 14
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Boston (BOS)
9/10 Wonderful! (2,041 reviews)
The room and property met my expectations. Given the angle of the building to the water I didn't think there would be much of a view but we got lucky and even from the SE facing side of building 3 we could watch sailboats coming and going from the Boston channel.
Reviewed on Oct 22, 2026
Four Seasons Hotel Boston
Bay Village
$1,261
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
For the most high end hotel in Boston, lacked updated amenities that other newer hotels have. Rooms were severely dated.
Reviewed on Oct 20, 2026
Stay near popular Bolton attractions
Nashoba Valley Winery
8.8/10 (3 reviews)
This countryside estate crafts award-winning wines, spirits, and beers amid rolling orchards. Savor farm-fresh cuisine at J's Restaurant while overlooking the vineyards—reservations recommended for weekend visits.
Bolton Hotel Deals
Bedford Plaza Hotel - Boston
340 Great Road Bedford MA
Fully refundableReserve now, pay when you stay
$72 nightly
$81 total
Nov 2 - Nov 3
Total with taxes and fees
The Westin Waltham-Boston
70 Third Avenue Waltham MA
Fully refundableReserve now, pay when you stay
$149 nightly
$167 total
Nov 7 - Nov 8
Total with taxes and fees
9/10 Wonderful! (1,130 reviews)
"Great and accommodating staff! Very clean!"
Reviewed on Oct 20, 2026
Embassy Suites by Hilton Boston Waltham
550 Winter Street Waltham MA
Fully refundableReserve now, pay when you stay
$111 nightly
$124 total
Nov 8 - Nov 9
Total with taxes and fees
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.
Find the Best Bolton Vacation Packages
Bolton Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Worcester Regional Airport (ORH) |
Population | 4,200 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Harvard Town Beach, Thurstons Beach and Lake Chauncy Public Beach |
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Frequently asked questions
How much does a Bolton vacation package cost?
Offering great value package deals from $546 on Expedia, you'll be pleasantly surprised at how much a vacation to Bolton costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Bolton?
December, January and February are the best times to look for cheap Bolton vacation packages. Traveling in quieter months means you can usually find reduced prices on flights and hotels.
How many days is enough for Bolton?
Typically, a handful of days is enough to see the top sights during your Bolton vacation. However, if you want to have time to relax or go on day trips, think about extending your trip.
How to find the best Bolton package deals?
Use Expedia's filters to help you find some great Bolton package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Bolton package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Bolton vacation as a package?
You can enjoy significant savings on your next Bolton break by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Bolton?
If you have your Bolton vacation dates confirmed, book as early as you can to bag some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Bolton vacation packages?
Your Bolton trip should be a relaxing escape from your daily routine, not a source of money-related stress. So to allow you that extra flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.