Exclusive Shepherd Island Vacation Deals
Shepherd Island vacation package deals
Price found within the past 48 hours. Click for updated prices.
The Boston Hotel
Brighton
Price was CA $1,620, price is now CA $1,140 per person
CA $1,140
per person
May 29 - Jun 3
found 16 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Copley Square are located nearby.
The Langham, Boston
Downtown Boston
Price was CA $2,687, price is now CA $1,570 per person
CA $1,570
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
Boston Harbor Hotel
North End
Price was CA $3,373, price is now CA $2,196 per person
CA $2,196
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Allston
Price was CA $2,949, price is now CA $2,100 per person
CA $2,100
per person
May 28 - Jun 3
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fenway Park and Copley Square are located nearby.
Fairmont Copley Plaza, Boston
Back Bay
Price was CA $2,520, price is now CA $1,795 per person
CA $1,795
per person
Jun 5 - Jun 9
found 7 hours ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Raffles Boston
Back Bay
Price was CA $3,116, price is now CA $2,239 per person
CA $2,239
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Top Shepherd Island hotel deals
Peaceful Lakefront Retreat with Views
Newfield ME
Stay at this cabin in West Newfield. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Shepherd Island and Balch Pond are located nearby.
Kitchen
Washer
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location
Wakefield NH
Stay at this vacation home in Wakefield. Enjoy a beach locale, laundry facilities, and patios. Popular attractions Lake Ivanhoe and Lake Ivanhoe Beach are located nearby.
Kitchen
Washer
Lake Wentworth Inn
427 Center St Wolfeboro NH
Free cancellation
Reserve now, pay when you stay
The price is CA $160 per night
CA $160
CA $174 total
Mar 29 - Mar 30
includes taxes & fees
Stay at this hotel in Wolfeboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions New Hampshire Boat Museum and Allen Albee Beach are located nearby.
Pool
Pet-friendly
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See all available properties in Shepherd Island
View all propertiesLowest 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.