Massachusetts Adventure Vacation Packages
Best Massachusetts Adventure packages
Price found within the past 48 hours. Click for updated prices.
The Colonnade Hotel Back Bay
Back Bay
Price was $1,125, price is now $867 per person
$867
per person
May 20 - May 23
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
I loved that it was walking distances to Fenway Park. Andrew was very helpful and kind. Clean hotel. Highly recommend.
Reviewed on Aug 1, 2025
The Mansion at Ocean Edge
Save 100% on your flight
Price was $1,428, price is now $1,075 per person
$1,075
per person
Jun 20 - Jun 23
found 2 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Boston (BOS)
Book a stay at this luxury hotel in Brewster. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Ocean Edge Golf Club and Linnell Landing Beach are located nearby.
Great service and a very nice room. Winter time and no view
Reviewed on Mar 25, 2026
The Royal Sonesta Boston
East Cambridge
Price was $1,154, price is now $961 per person
$961
per person
Jun 19 - Jun 22
found 11 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
The room was really nice, we were able to upgrade so we had enough beds for everyone. The front desk was amazing, super helpful and kind! Kevwin was who we primarily worked with and was fantastic!
We needed to be at MIT early and was a great a location.
The only downside was the people next to us were loud, and the walls seemed thin. Other than great place!
Reviewed on Feb 16, 2026
3 night Massachusetts Adventure vacation packages with airfare
Price found within the past 48 hours. Click for updated prices.
The Mansion at Ocean Edge
Save 100% on your flight
Price was $1,428, price is now $1,075 per person
$1,075
per person
Jun 20 - Jun 23
found 2 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Boston (BOS)
Book a stay at this luxury hotel in Brewster. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Ocean Edge Golf Club and Linnell Landing Beach are located nearby.
Great service and a very nice room. Winter time and no view
Reviewed on Mar 25, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,096, price is now $1,182 per person
$1,182
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Miami (MIA) 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 Harbor are located nearby.
The staff is VERY attentive to all your needs. It just makes everything easy and more comfortable: room service to concierge to valet parking etc. etc.
Reviewed on Mar 24, 2024
Fairmont Copley Plaza, Boston
Back Bay
Save 100% on your flight
Price was $1,778, price is now $1,327 per person
$1,327
per person
Jul 20 - Jul 23
found 5 hours ago
Roundtrip flight included
Miami (MIA) 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.
The food and hospitality was amazing!
Reviewed on Mar 28, 2026
4 night Massachusetts Adventure vacation packages with flight
Price found within the past 48 hours. Click for updated prices.
Lakeside Inn
Price was $639, price is now $484 per person
$484
per person
May 20 - May 24
found 3 hours ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attraction MarketStreet Lynnfield is located nearby.
The property was nice. Staff was very nice and helpful. Room was clean and comfortable. Thanks for taking pride in your property!
Reviewed on Aug 28, 2025
Fairmont Copley Plaza, Boston
Back Bay
Price was $1,363, price is now $1,028 per person
$1,028
per person
May 20 - May 24
found 1 day ago
Roundtrip flight included
Charleston (CHS) 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.
The food and hospitality was amazing!
Reviewed on Mar 28, 2026
The Mansion at Ocean Edge
Save 100% on your flight
Price was $4,114, price is now $3,164 per person
$3,164
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Boston (BOS)
Book a stay at this luxury hotel in Brewster. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Ocean Edge Golf Club and Linnell Landing Beach are located nearby.
Great service and a very nice room. Winter time and no view
Reviewed on Mar 25, 2026
5 night Massachusetts Adventure vacation packages with airfare included
Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston
Back Bay
Save 100% on your flight
Price was $1,733, price is now $1,061 per person
$1,061
per person
Jul 24 - Jul 29
found 16 hours ago
Roundtrip non-stop flight included
Greensboro (GSO) 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.
The food and hospitality was amazing!
Reviewed on Mar 28, 2026
Boston Harbor Hotel
North End
Price was $3,159, price is now $1,576 per person
$1,576
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 Harbor are located nearby.
The staff is VERY attentive to all your needs. It just makes everything easy and more comfortable: room service to concierge to valet parking etc. etc.
Reviewed on Mar 24, 2024
The Mansion at Ocean Edge
Save 100% on your flight
Price was $5,335, price is now $3,738 per person
$3,738
per person
Jun 24 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Grand Rapids (GRR) to Boston (BOS)
Book a stay at this luxury hotel in Brewster. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Ocean Edge Golf Club and Linnell Landing Beach are located nearby.
Great service and a very nice room. Winter time and no view
Reviewed on Mar 25, 2026
Adventure vacation packages for 6-7 nights
Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston
Back Bay
Save 100% on your flight
Price was $1,878, price is now $1,282 per person
$1,282
per person
May 21 - May 27
found 7 hours ago
Roundtrip flight included
Minneapolis (MSP) 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.
The food and hospitality was amazing!
Reviewed on Mar 28, 2026
Boston Harbor Hotel
North End
Price was $3,694, price is now $1,885 per person
$1,885
per person
Jul 21 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Wichita (ICT) 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 Harbor are located nearby.
The staff is VERY attentive to all your needs. It just makes everything easy and more comfortable: room service to concierge to valet parking etc. etc.
Reviewed on Mar 24, 2024
Sea Crest Beach Resort
Save 100% on your flight
Price was $2,179, price is now $1,407 per person
$1,407
per person
Jul 25 - Jul 31
found 1 hour ago
Roundtrip flight included
Chicago (MDW) to Boston (BOS)
Book a stay at this beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Silver Beach and Cataumet Arts Center are located nearby.
5pm check in- ridiculous
18$ pool cocktails-ridiculous
Dirty beaches- extremely ridiculous
Mold in bathroom
25$ per night super uncomfortable rollaway bed- ridiculous
Reviewed on Aug 9, 2025
Adventure hotels in Massachusetts
HI Boston - Hostel
19 Stuart Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$229 nightly
The price is $266 total per night
$266 total
May 25 - May 26
Total with taxes and fees
Guests of HI Boston - Hostel enjoy free WiFi in public areas, meeting rooms, and a library. Offsite parking is offered for a fee. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Additional amenities include express check-out, laundry facilities, and a water dispenser.
Free WiFi
Air conditioning
Seaport Hotel Boston
1 Seaport Lane Boston MA
Free Cancellation
Reserve now, pay when you stay
$261 nightly
The price is $304 total per night
$304 total
May 25 - May 26
Total with taxes and fees
Guests of Seaport Hotel Boston have access to an indoor pool, a gym, and a steam room. Valet parking is available for USD 59 per night. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, concierge services, and luggage storage. Additional amenities include free WiFi in public areas, meeting rooms, and a conference center.
Pool
Pet friendly
Hilton Boston Park Plaza
50 Park Plaza Boston MA
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $220 total per night
$220 total
May 25 - May 26
Total with taxes and fees
Guests of Hilton Boston Park Plaza enjoy a gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 70 per day. The front desk has multilingual staff on hand 24/7 to help with concierge services, luggage storage, and dry cleaning/laundry. Other amenities at this luxury hotel include conference space, a 24-hour business center, and a computer station.
Pet friendly
Free WiFi
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.
How much does it cost to fly to Massachusetts?
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
JFK
John F. Kennedy Intl.
BOS
Logan Intl.
$162 Roundtrip, found 6 hours ago
$162
Roundtrip
found 6 hours ago
JFK
John F. Kennedy Intl.
PVD
T.F. Green
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
JFK
John F. Kennedy Intl.
BDL
Bradley Intl.
$192 Roundtrip, found 14 hours ago
$192
Roundtrip
found 14 hours ago
JFK
John F. Kennedy Intl.
ACK
Nantucket Memorial
$201 Roundtrip, found 3 days ago
$201
Roundtrip
found 3 days ago
JFK
John F. Kennedy Intl.
MVY
Martha's Vineyard
$241 Roundtrip, found 5 days ago
$241
Roundtrip
found 5 days ago
JFK
John F. Kennedy Intl.
HYA
Barnstable Municipal
$256 Roundtrip, found 12 hours ago
$256
Roundtrip
found 12 hours ago
JFK
John F. Kennedy Intl.
ALB
Albany Intl.
$339 Roundtrip, found 2 days ago
$339
Roundtrip
found 2 days ago
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