
Exclusive Pleasure Point Vacation Deals

Pleasure Point vacation package deals
Price found within the past 48 hours. Click for updated prices.

Hyatt Regency Boston/Cambridge
MIT
Save 100% on your flight
Price was $790, price is now $548 per person
$548
per person
May 5 - May 8
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,364, price is now $1,412 per person
$1,412
per person
Apr 22 - Apr 26
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.

The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $1,672, price is now $1,185 per person
$1,185
per person
May 5 - May 8
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

enVision Hotel Boston Everett
Save 100% on your flight
Price was $811, price is now $587 per person
$587
per person
Apr 19 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Boston (BOS)
A gym is featured at this hotel, along with self parking. WiFi in public areas is free. Traveling for business? Take advantage of the business center, express check-in, and conference center.

Raffles Boston
Back Bay
Save 100% on your flight
Price was $2,401, price is now $1,771 per person
$1,771
per person
May 5 - May 8
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.

Revere Hotel Boston Common
Bay Village
Save 100% on your flight
Price was $947, price is now $701 per person
$701
per person
May 5 - May 8
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.
Frequently asked questions
Top Pleasure Point hotel deals

The Verve Hotel Boston Natick, Tapestry Collection by Hilton
1360 Worcester St Natick MA
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $118 total per night
$118 total
Feb 22 - Feb 23
Total with taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a snack bar/deli, and express check-in are also offered.

Sheraton Boston Needham Hotel
100 Cabot St Needham MA
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $115 total per night
$115 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a garden are also offered.

Hampton Inn & Suites Boston/Waltham
135 2nd Ave Waltham MA
Free Cancellation
Reserve now, pay when you stay
$91 nightly
The price is $102 total per night
$102 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
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.