Ashland Vacation Packages
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Your Ashland Vacation
Take the stress out of planning your next amazing adventure with a Ashland vacation package. Whether you're interested in its history, food or something else, this city offers countless exciting experiences to delve into. If your trip to Ashland includes a little sightseeing, visit popular attractions like Framingham State University, Shoppers World and Natick Collection. That dream Ashland vacation is a couple of clicks away. Search hotels, airfares and more on Expedia for a trip that's tailored to suit your style.
Top Ashland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
North End
Price was CA $2,396, price is now CA $1,416 per person
CA $1,416
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on Jun 15, 2026
Good Hotels Boston
South End
Price was CA $2,426, price is now CA $1,501 per person
CA $1,501
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.
Reviewed on May 23, 2026
The Charles Hotel
West Cambridge
Price was CA $2,476, price is now CA $1,763 per person
CA $1,763
per person
Aug 5 - Aug 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (1,002 reviews)
had a delicious muffin and coffee. Parking was safe and convenient.
Reviewed on Jun 22, 2026
Luxury Apartments by Hyatus at Boston Everett
Price was CA $2,697, price is now CA $1,935 per person
CA $1,935
per person
Aug 2 - Aug 8
found 2 hours ago
Roundtrip flight included
Toronto (YTO) 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
Ashland Hotel Deals
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Jul 1 to Jul 2
CA $215
CA $291 total
Jul 1 - Jul 2
includes taxes & fees
9/10 Wonderful! (2,398 reviews)
"The room smelled really bad. There’s no ventilation in the bathroom and you can’t open the windows to get fresh air. I should have complained and switched rooms but they struggled to get us our room in the first place. With the WC and Yankees vs Red Rox series, the hotel was fully booked. I paid ..."
Reviewed on Jun 28, 2026
The Midtown Hotel MOD Collection by Sonesta
220 Huntington Avenue Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from Jul 5 to Jul 6
CA $230
CA $268 total
Jul 5 - Jul 6
includes taxes & fees
8.2/10 Very good! (521 reviews)
"Location is good…we had a king room and it was tight but to be expected in a city. Hotel is pet friendly…and our room smelled like a litter box had been there recently. Not sure if the room actually had A/C or it was just air circulation but can confirm, not cool…definitely will not stay here ..."
Reviewed on Jun 28, 2026
Sheraton Boston, a Marriott Hotel
39 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $297 per night from Jul 5 to Jul 6
CA $297
CA $345 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (1,833 reviews)
"Inside it’s looks way better then outside :))) completely renovated"
Reviewed on Jun 28, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
