Exclusive Pleasure Point Vacation Deals

Pleasure Point vacation package deals

Price found within the past 48 hours. Click for updated prices.
Holly Tree Resort by VRI Americas

Holly Tree Resort by VRI Americas

3 out of 5
per person
Jul. 7 - Jul. 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 3-star aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Cape Cod Inflatable Park and Hyannis Harbor are located nearby.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 1 - Aug. 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy a full-service spa, breakfast (surcharge), and 24-hour room service. Our guests praise the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 12 - Aug. 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Popular attractions Copley Square and Boston Common are located nearby.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 7 - Aug. 11
found 24 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
Book a stay at this eco-certified hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the restaurant and the bar in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Save 100% on your flight
per person
Aug. 7 - Aug. 11
found 24 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
Stay at this 4-star historic hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4.5 out of 5
Seaport District
per person
Aug. 12 - Aug. 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

Frequently asked questions

How much are vacation packages to Pleasure Point?
Save on your Pleasure Point visit by combining your hotel and return flights into a CA $602 package deal. With all that extra money in your pocket, why not stay for a few more nights and explore even more?
Where can I get the best vacation package deals for Pleasure Point?
There’s no need to look any further than Travelocity. With no less than 400 air carriers and 665,000 worldwide properties, it’s easy to craft a Pleasure Point package deal that suits your needs.
Why should I purchase my Pleasure Point vacation bundle via Travelocity?
We’ve got destinations for every kind of globetrotter, superb service and round-the-clock customer support. To top that off, we’ll match any lower price you come across with our Price Match Guarantee.
Can I go on vacation to Pleasure Point at this time?
Don’t fly off to Pleasure Point without up-to-date facts about travel restrictions and quarantine policies. Travelocity’s Covid-19 Travel Advisor will fill you in. Our travel experts have pulled together all the info you need to make your vacation plans as hassle-free as possible.

Top Pleasure Point hotel deals

Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
320 Washington Street, Newton, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $179 per night
CA $179
per night
May 27 - May 28
Book a stay at this business-friendly hotel in Newton. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
Pet-friendly
Pool
Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
550 Winter Street, Waltham, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $179 per night
CA $179
per night
May 27 - May 28
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Moody Street Historic District and Lexington Battle Green are located nearby.
Pet-friendly
Pool
The Westin Waltham-Boston

The Westin Waltham-Boston

4 out of 5
70 Third Avenue, Waltham, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $221 per night
CA $221
per night
May 31 - Jun. 1
Book a stay at this business-friendly hotel in Waltham. Enjoy breakfast (surcharge), room service, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lexington Battle Green and Walden Pond are located nearby.
Pet-friendly
Pool
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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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