Massachusetts Adventure Vacation Packages
Best Massachusetts Adventure packages
Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston
Back Bay
Save 100% on your flight
Price was $1,704, price is now $1,175 per person
$1,175
per person
Oct 25 - Oct 28
found 7 hours ago
Roundtrip flight included
Orlando (MCO) 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 staff, everybody, from the cleaning service to the front desk to the staff in the restaurant was excellent. The hotel is very well located. As with older hotels, the restroom is somewhat small when compared to more modern hotels however, overall I recommend staying at the Fairmont Copley in Boston.
Reviewed on Sep 21, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,391, price is now $1,453 per person
$1,453
per person
Oct 25 - Oct 28
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Faneuil Hall Marketplace are located nearby.
The Mansion at Ocean Edge
Save 100% on your flight
Price was $2,982, price is now $2,230 per person
$2,230
per person
Sep 24 - Sep 27
found 2 hours ago
Roundtrip 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 Brewster Historical Society Museum and Ocean Edge Golf Club are located nearby.
3 night Massachusetts Adventure vacation packages with airfare
Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston
Back Bay
Save 100% on your flight
Price was $1,704, price is now $1,175 per person
$1,175
per person
Oct 25 - Oct 28
found 7 hours ago
Roundtrip flight included
Orlando (MCO) 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 staff, everybody, from the cleaning service to the front desk to the staff in the restaurant was excellent. The hotel is very well located. As with older hotels, the restroom is somewhat small when compared to more modern hotels however, overall I recommend staying at the Fairmont Copley in Boston.
Reviewed on Sep 21, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,391, price is now $1,453 per person
$1,453
per person
Oct 25 - Oct 28
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Faneuil Hall Marketplace are located nearby.
The Mansion at Ocean Edge
Save 100% on your flight
Price was $2,982, price is now $2,230 per person
$2,230
per person
Sep 24 - Sep 27
found 2 hours ago
Roundtrip 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 Brewster Historical Society Museum and Ocean Edge Golf Club are located nearby.
4 night Massachusetts Adventure vacation packages with flight
Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront
North End
Price was $1,370, price is now $1,010 per person
$1,010
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby.
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,329, price is now $1,379 per person
$1,379
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Faneuil Hall Marketplace are located nearby.
The Mansion at Ocean Edge
Price was $2,940, price is now $2,230 per person
$2,230
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 Brewster Historical Society Museum and Ocean Edge Golf Club are located nearby.
5 night Massachusetts Adventure vacation packages with airfare included
Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront
North End
Save 100% on your flight
Price was $1,420, price is now $791 per person
$791
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby.
Boston Harbor Hotel
North End
Price was $2,540, price is now $1,208 per person
$1,208
per person
Nov 25 - Nov 30
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 Faneuil Hall Marketplace are located nearby.
The Colonnade Hotel Back Bay
Back Bay
Price was $1,141, price is now $845 per person
$845
per person
Dec 13 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Adventure vacation packages for 6-7 nights
Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront
North End
Save 100% on your flight
Price was $1,351, price is now $812 per person
$812
per person
Nov 25 - Dec 1
found 16 hours ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby.
Boston Harbor Hotel
North End
Price was $2,493, price is now $1,223 per person
$1,223
per person
Dec 9 - Dec 15
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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 Faneuil Hall Marketplace are located nearby.
The Colonnade Hotel Back Bay
Back Bay
Save 100% on your flight
Price was $1,398, price is now $938 per person
$938
per person
Dec 6 - Dec 12
found 19 hours ago
Roundtrip flight included
Miami (MIA) 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.
Adventure hotels in Massachusetts
HI Boston - Hostel
19 Stuart Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$253 nightly
The price is $295 total per night
$295 total
Oct 18 - Oct 19
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 fireplace in the lobby.
Free WiFi
Air conditioning
Seaport Hotel Boston
1 Seaport Lane Boston MA
Free Cancellation
Reserve now, pay when you stay
$299 nightly
The price is $347 total per night
$347 total
Oct 4 - Oct 5
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 dry cleaning/laundry, concierge services, and securing valuables. 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
$295 nightly
The price is $343 total per night
$343 total
Oct 11 - Oct 12
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, dry cleaning/laundry, and luggage storage. 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.
$269 Roundtrip, found 8 hours ago
$269
Roundtrip
found 8 hours ago
BOS
Logan Intl.
BDL
Bradley Intl.
$282 Roundtrip, found 4 days ago
$282
Roundtrip
found 4 days ago
BOS
Logan Intl.
PVD
T.F. Green
$283 Roundtrip, found 2 days ago
$283
Roundtrip
found 2 days ago
BOS
Logan Intl.
MHT
Manchester-Boston Regional
$308 Roundtrip, found 1 day ago
$308
Roundtrip
found 1 day ago
BOS
Logan Intl.
ACK
Nantucket Memorial
$311 Roundtrip, found 3 hours ago
$311
Roundtrip
found 3 hours ago
JFK
John F. Kennedy Intl.
PVD
T.F. Green
$317 Roundtrip, found 21 hours ago
$317
Roundtrip
found 21 hours ago
JFK
John F. Kennedy Intl.
BDL
Bradley Intl.
$317 Roundtrip, found 1 day ago
$317
Roundtrip
found 1 day ago
JFK
John F. Kennedy Intl.
ALB
Albany Intl.
$319 Roundtrip, found 1 day ago
$319
Roundtrip
found 1 day ago
JFK
John F. Kennedy Intl.
MVY
Martha's Vineyard
$336 Roundtrip, found 6 days ago
$336
Roundtrip
found 6 days ago
JFK
John F. Kennedy Intl.
ACK
Nantucket Memorial
$352 Roundtrip, found 2 days ago
$352
Roundtrip
found 2 days ago
JFK
John F. Kennedy Intl.
MHT
Manchester-Boston Regional
$465 Roundtrip, found 5 days ago
$465
Roundtrip
found 5 days ago
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