Chartley Vacation Packages
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Your Chartley Vacation
A great way to experience this vibrant city is with a tailor-made Chartley vacation package. Base yourself in the neighborhood of Wayland, which is good for cycling, cafes and families or go someplace else — our package deals are all about you. If your trip to Chartley includes some sightseeing, visit popular attractions like Xfinity Center, Plainridge Park Casino and Wheaton College. Whatever your travel plans or budget, putting together the ultimate tailored Chartley vacation is a piece of cake with Expedia.
Top Chartley Vacation Deals
Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,765, price is now CA $1,147 per person
CA $1,147
per person
Jul 1 - Jul 5
found 8 hours 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
Hilton Boston Park Plaza
Bay Village
Price was CA $2,544, price is now CA $1,522 per person
CA $1,522
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very Good! (3,127 reviews)
Everything was great except for the shower, which is too small.
Reviewed on Apr 29, 2026
The Inn at Hastings Park, Relais & Chateaux - Boston
Price was CA $2,579, price is now CA $1,584 per person
CA $1,584
per person
Jul 19 - Jul 24
found 3 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (254 reviews)
Splendid bed and breakfast
Reviewed on Apr 29, 2026
Staypineapple, A Delightful Hotel, South End
South End
Price was CA $2,001, price is now CA $1,303 per person
CA $1,303
per person
Jul 12 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9/10 Wonderful! (1,003 reviews)
I had a great experience staying at Staypineapple in the South End. The hotel has a really fun, unique vibe while still feeling clean and well put together. The rooms were cozy but thoughtfully designed, and the bed was honestly one of the most comfortable I’ve slept in.
The staff was friendly and welcoming, and the location made it easy to get around Boston and explore nearby restaurants and shops. Small touches like the complimentary coffee and overall atmosphere made the stay feel a little more special.
Would definitely stay here again and recommend it to anyone looking for something a bit different from a typical hotel.
Reviewed on Apr 30, 2026
Chatham Tides
Price was CA $2,902, price is now CA $1,982 per person
CA $1,982
per person
Jul 1 - Jul 5
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (682 reviews)
Excellent
Such a great surprise
Amazing view.
Great staff, very helpful with restaurant recommendations
We loved it
Reviewed on Apr 23, 2026
Chartley Hotel Deals
Omni Providence Hotel
1 W Exchange St Providence RI
Fully refundableReserve now, pay when you stay
The price is CA $259 per night from May 7 to May 8
CA $259
CA $300 total
May 7 - May 8
includes taxes & fees
9/10 Wonderful! (3,016 reviews)
Great experience ! So convenient for the convention center and mall! Customer Service was great at the hotel!
Reviewed on Apr 30, 2026
Garner Hotel Brockton - Boston by IHG
405 Westgate Dr. Brockton MA
Fully refundable
The price is CA $156 per night from May 3 to May 4
CA $156
CA $174 total
May 3 - May 4
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
Mid at best hotel.
Reviewed on Apr 27, 2026
Neptune, an Ash Hotel
122 Fountain Street Providence RI
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from May 7 to May 8
CA $147
CA $171 total
May 7 - May 8
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
Nicee
Reviewed on Apr 29, 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.
