
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.

The Boston Hotel
Brighton
Price was CA $714, price is now CA $549 per person
CA $549
per person
Mar 14 - Mar 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7.4/10 Good! (802 reviews)
Everyone was nice, the room was decent size and there were options. Water was HOT! I loved it
Reviewed on Feb 3, 2026

Boston Harbor Hotel
North End
Price was CA $2,201, price is now CA $1,490 per person
CA $1,490
per person
Apr 3 - Apr 6
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.
Reviewed on Jan 25, 2026

The Charles Hotel
West Cambridge
Price was CA $2,104, price is now CA $1,566 per person
CA $1,566
per person
Mar 12 - Mar 16
found 20 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Room very well appointed and gym was the stand out
Reviewed on Jan 25, 2026

Raffles Boston
Back Bay
Price was CA $3,163, price is now CA $2,384 per person
CA $2,384
per person
Apr 23 - Apr 26
found 24 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (181 reviews)
Everything was great — room was immaculate, hotel was very nice. Would return!
Reviewed on Feb 1, 2026

The Langham, Boston
Downtown Boston
Price was CA $1,572, price is now CA $1,194 per person
CA $1,194
per person
Apr 3 - Apr 6
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Perfect service, quite classic luxury hotel. We had a perfect stay and look forward to our next stay. Thank you
Reviewed on Feb 3, 2026
Ashland Hotel Deals

The Lenox Hotel Boston
61 Exeter Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $216 per night from Feb 8 to Feb 9
CA $216
CA $251 total
Feb 8 - Feb 9
includes taxes & fees
9.6/10 Exceptional! (1,360 reviews)
Room was great. Nice view and quiet as well. Food was excellent at their restaurants as was the bourbon! Staff were very helpful and quick to accommodate any request we had. Highly recommend this hotel as it is within walking distance of most attractions shops and restaurants and was clean and comfortable. ...
Reviewed on Feb 1, 2026

citizenM Boston Back Bay
408 Newbury street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Feb 17 to Feb 18
CA $147
CA $171 total
Feb 17 - Feb 18
includes taxes & fees
9.2/10 Wonderful! (2,289 reviews)
Clean room. Great staff!
Reviewed on Feb 3, 2026

Copley Square Hotel, a FOUND Hotel
47 Huntington Ave Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Feb 18 to Feb 19
CA $109
CA $127 total
Feb 18 - Feb 19
includes taxes & fees
8.4/10 Very Good! (3,931 reviews)
Clean and charming, nice staff
Reviewed on Feb 1, 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.







