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.
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,434, price is now CA $963 per person
CA $963
per person
Jul 20 - Jul 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!
Reviewed on Sep 20, 2025
Hotel Ivy Boston Common
Bay Village
Price was CA $3,050, price is now CA $1,926 per person
CA $1,926
per person
Jun 18 - Jun 21
found 16 hours ago
Roundtrip flight included
Edmonton (YEG) to Boston (BOS)
8.4/10 Very Good! (1,430 reviews)
The area is very good for walking and getting the sense of Boston. The rooms are clean and most importantly the staff is excellent.
Reviewed on May 8, 2026
The Langham, Boston
Downtown Boston
Price was CA $2,923, price is now CA $1,964 per person
CA $1,964
per person
Jun 18 - Jun 21
found 16 hours ago
Roundtrip flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (1,007 reviews)
Service both at the hotel and restaurants was the one of the best experiences I’ve had
Reviewed on May 2, 2026
Nantucket Inn
Price was CA $2,846, price is now CA $1,925 per person
CA $1,925
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9/10 Wonderful! (670 reviews)
Room was clean upon arrival, but there was no "service" daily .... No bed making, no clean towels, no kleenex, etc. We've stayed at Nantucket Inn several time and always like it. We were very disappointed with the daily service this time.
Reviewed on May 8, 2026
Ashland Hotel Deals
The Midtown Hotel MOD Collection by Sonesta
220 Huntington Avenue Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $286 per night from May 25 to May 26
CA $286
CA $333 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (314 reviews)
On-site parking in a garage under the hotel was very convenient. FYI clearance is listed as 6’ high so be mindful of that. I drive an suv and it fit fine. Very friendly, helpful staff. Room was a decent size for in a bigger city. It was a 16 minute walk to Fenway park, which is why we went there. ...
Reviewed on May 9, 2026
Hilton Boston Back Bay
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $300 per night from May 21 to May 22
CA $300
CA $397 total
May 21 - May 22
includes taxes & fees
8.4/10 Very Good! (1,344 reviews)
Easy parking, great location, comfortable and spacious room.
Reviewed on May 9, 2026
citizenM Boston Back Bay
408 Newbury street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $245 per night from May 25 to May 26
CA $245
CA $285 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (2,646 reviews)
Great location - fairly easy to get to from Logan Airport by public transportation. T and bus stop right across the street. Easy access to Newbury Street and easy walk to the Boston Commons, Chinatown, North End (1-2 mile walk). Love the lobby, cute rooms (but only can accommodate up to 2 people). ...
Reviewed on May 10, 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.
