
Windham Vacation Packages
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Your Windham Vacation
The vibrant city of Windham is calling. Discover its highlights and hidden gems with a Windham vacation package that's customized to you. If your trip to Windham includes some sightseeing, check out renowned attractions like Canobie Lake Park, The Mall at Rockingham Park and Tuscan Village Salem. Your perfect Windham vacation is just clicks away. Browse hotels, airfares and more on Expedia for a getaway that's tailored just for you.
Top Windham 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 15 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 15 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
Windham Hotel Deals

La Quinta Inn & Suites by Wyndham Boston-Andover
131 River Rd Andover MA
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from May 25 to May 26
CA $159
CA $177 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (2,075 reviews)
No housekeeping if your stay is more than 2 days. Dirty Towels in hallway and trash from rooms left in hallway. Front desk staff was very helpful and informative. Had to go to front desk to request towels and TP. Elevator floor was not cleaned in the five days we stayed there. OK for one night and ...
Reviewed on May 9, 2026

La Quinta Inn & Suites by Wyndham Salem NH
8 Keewaydin Dr Salem NH
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from May 31 to Jun 1
CA $129
CA $140 total
May 31 - Jun 1
includes taxes & fees
8.4/10 Very Good! (1,190 reviews)
Room was clean.
Reviewed on May 8, 2026

Hilton Garden Inn Tewksbury Andover
4 Highwood Drive Tewksbury MA
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from May 24 to May 25
CA $161
CA $180 total
May 24 - May 25
includes taxes & fees
8.8/10 Excellent! (1,029 reviews)
We didn't eat at the hotel, but the staff were very nice, the room was clean, and parking was easy.
Reviewed on May 9, 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.








