Bolton Vacations from $311

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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.
The Cove At Yarmouth

The Cove At Yarmouth

3 out of 5
Save 100% on your flight
Price was $472, price is now $311 per person
$311
per person
Apr 8 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (243 reviews)
The staff are amazing! Love the amenities - the pool, recreation center, activities for the kids such as windchime arts and crafts. The arcade is always a hit. The Loft makes it so easy to not have to stress about a place to go to for dinner. The Cove is a great place for everyone!

Reviewed on Dec 28, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,144, price is now $454 per person
$454
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $1,990, price is now $1,151 per person
$1,151
per person
Mar 16 - Mar 21
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
I had a blast at Raffles

Reviewed on Jan 12, 2026

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
Price was $662, price is now $392 per person
$392
per person
Feb 26 - Mar 3
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (2,242 reviews)
Nice room with separate living room. We enjoyed the gym, pool and hot tub. We stayed on second floor and there is only one elevator, so you have to wait sometime. I wish there is stairs to walk down.

Reviewed on Jan 6, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was $1,653, price is now $1,072 per person
$1,072
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (247 reviews)
Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.

Reviewed on Oct 21, 2025

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Discover the most popular places to visit in Bolton

Nashoba Valley Winery

4.5/5(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.

Nashoba Valley Winery

Bolton Hotel Deals

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
$98 nightly
The price is $109 total per night from Jan 22 to Jan 23
$109 total
Jan 22 - Jan 23
Total with taxes and fees
9.2/10 Wonderful! (1,614 reviews)
Every thing from Hotel room, location, cleanliness, Staff and the morning breakfast was great great great ❤️❤️❤️

Reviewed on Jan 12, 2026

Hampton Inn & Suites Boston/Waltham
Red Roof Inn Boston - Southborough/ Worcester

Red Roof Inn Boston - Southborough/ Worcester

2 out of 5
367 Turnpike Rd Southborough MA
Fully refundableReserve now, pay when you stay
$52 nightly
The price is $58 total per night from Feb 1 to Feb 2
$58 total
Feb 1 - Feb 2
Total with taxes and fees
7/10 Good! (1,004 reviews)
Yes, specially Maria

Reviewed on Jan 3, 2026

Red Roof Inn Boston - Southborough/ Worcester
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
$179 nightly
The price is $200 total per night from Jan 20 to Jan 21
$200 total
Jan 20 - Jan 21
Total with taxes and fees
8.4/10 Very Good! (1,019 reviews)
Room was clean. Hotel was wonderful. Great activities. The staff was so friendly!!

Reviewed on Jan 11, 2026

Great Wolf Lodge Boston / Fitchburg, MA
See all 588 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.

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 $311 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.