Massachusetts Adventure Vacation Packages
Best Massachusetts Adventure packages
Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires
Save 100% on your flight
Price was $1,008, price is now $671 per person
$671
per person
Jul 3 - Jul 9
found 12 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Nice staff, nice room and facilities. Having stayed there several times happily and will be back again in June. Thanks.
Reviewed on May 22, 2026
Fairmont Copley Plaza, Boston
Back Bay
Price was $1,124, price is now $820 per person
$820
per person
Jun 30 - Jul 3
found 12 hours ago
Roundtrip flight included
Dallas (DAL) 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
Sea Crest Beach Resort
Price was $986, price is now $746 per person
$746
per person
Jun 1 - Jun 4
found 2 hours ago
Roundtrip flight included
Detroit (DTT) to Boston (BOS)
Book a stay at this beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Silver Beach and Cataumet Arts Center are located nearby.
5pm check in- ridiculous
18$ pool cocktails-ridiculous
Dirty beaches- extremely ridiculous
Mold in bathroom
25$ per night super uncomfortable rollaway bed- ridiculous
Reviewed on Aug 9, 2025
3 night Massachusetts Adventure vacation packages with airfare
Price found within the past 48 hours. Click for updated prices.
Sea Crest Beach Resort
Price was $986, price is now $746 per person
$746
per person
Jun 1 - Jun 4
found 2 hours ago
Roundtrip flight included
Detroit (DTT) to Boston (BOS)
Book a stay at this beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Silver Beach and Cataumet Arts Center are located nearby.
5pm check in- ridiculous
18$ pool cocktails-ridiculous
Dirty beaches- extremely ridiculous
Mold in bathroom
25$ per night super uncomfortable rollaway bed- ridiculous
Reviewed on Aug 9, 2025
Fairmont Copley Plaza, Boston
Back Bay
Price was $1,124, price is now $820 per person
$820
per person
Jun 30 - Jul 3
found 12 hours ago
Roundtrip flight included
Dallas (DAL) 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
Price was $1,013, price is now $783 per person
$783
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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
4 night Massachusetts Adventure vacation packages with flight
Price found within the past 48 hours. Click for updated prices.
Bayside Resort Hotel
Save 100% on your flight
Price was $1,095, price is now $827 per person
$827
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Milwaukee (MKE) to Boston (BOS)
Book a stay at this beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Hyannis Harbor and Main Street Hyannis are located nearby.
We have stayed before. This time we upgraded to a balcony room. I was glad we did because I was able to sit outside for coffee in the morning and cocktails in the evening. The room was clean and had everything we needed. Seems bigger than the regular 2 queen rooms.
Reviewed on Apr 26, 2026
Sea Crest Beach Resort
Save 100% on your flight
Price was $1,556, price is now $1,074 per person
$1,074
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Boston (BOS)
Book a stay at this beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Silver Beach and Cataumet Arts Center are located nearby.
5pm check in- ridiculous
18$ pool cocktails-ridiculous
Dirty beaches- extremely ridiculous
Mold in bathroom
25$ per night super uncomfortable rollaway bed- ridiculous
Reviewed on Aug 9, 2025
Fairmont Copley Plaza, Boston
Back Bay
Save 100% on your flight
Price was $1,705, price is now $1,243 per person
$1,243
per person
Jul 5 - Jul 9
found 14 hours ago
Roundtrip flight included
Denver (DEN) 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
5 night Massachusetts Adventure vacation packages with airfare included
Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires
Save 100% on your flight
Price was $781, price is now $498 per person
$498
per person
Jul 7 - Jul 12
found 6 hours ago
Roundtrip flight included
Cleveland (CLE) to Albany (ALB)
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Nice staff, nice room and facilities. Having stayed there several times happily and will be back again in June. Thanks.
Reviewed on May 22, 2026
Boston Harbor Hotel
North End
Price was $2,663, price is now $1,314 per person
$1,314
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 Godfrey Hotel Boston
Downtown Boston
Save 100% on your flight
Price was $1,232, price is now $831 per person
$831
per person
Jul 3 - Jul 8
found 17 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Boston Common and New England Aquarium are located nearby.
Great place we always use when visiting Boston. Opens up next to George Howell Coffee which is always a treat. The staff are responsive, the rooms clean, and the location is excellent (next to Emerson, china town, the commons, newbury street, etc.).
Reviewed on May 15, 2026
Adventure vacation packages for 6-7 nights
Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires
Save 100% on your flight
Price was $1,008, price is now $671 per person
$671
per person
Jul 3 - Jul 9
found 12 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Albany (ALB)
Book a stay at this family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.
Nice staff, nice room and facilities. Having stayed there several times happily and will be back again in June. Thanks.
Reviewed on May 22, 2026
The Godfrey Hotel Boston
Downtown Boston
Save 100% on your flight
Price was $1,483, price is now $962 per person
$962
per person
Jul 3 - Jul 9
found 12 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Boston Common and New England Aquarium are located nearby.
Great place we always use when visiting Boston. Opens up next to George Howell Coffee which is always a treat. The staff are responsive, the rooms clean, and the location is excellent (next to Emerson, china town, the commons, newbury street, etc.).
Reviewed on May 15, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $4,225, price is now $2,818 per person
$2,818
per person
Jun 1 - Jun 7
found 6 hours ago
Roundtrip flight included
Los Angeles (LAX) 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
Adventure hotels in Massachusetts
HI Boston - Hostel
19 Stuart Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$224 nightly
The price is $261 total per night
$261 total
Jun 7 - Jun 8
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
$236 nightly
The price is $274 total per night
$274 total
May 29 - May 30
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
$255 nightly
The price is $297 total per night
$297 total
Jun 7 - Jun 8
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.
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$132 Roundtrip, found 3 days ago
$132
Roundtrip
found 3 days ago
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
MCO
Orlando Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 12 hours ago
$137
Roundtrip
found 12 hours ago
DCA
Ronald Reagan Washington National
PVD
T.F. Green
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
JFK
John F. Kennedy Intl.
BOS
Logan Intl.
$162 Roundtrip, found 3 hours ago
$162
Roundtrip
found 3 hours ago
MCO
Orlando Intl.
BOS
Logan Intl.
$168 Roundtrip, found 6 hours ago
$168
Roundtrip
found 6 hours ago
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$171 Roundtrip, found 2 days ago
$171
Roundtrip
found 2 days ago
MCO
Orlando Intl.
PVD
T.F. Green
$175 Roundtrip, found 10 hours ago
$175
Roundtrip
found 10 hours ago
MCO
Orlando Intl.
ALB
Albany Intl.
$182 Roundtrip, found 1 day ago
$182
Roundtrip
found 1 day ago
DCA
Ronald Reagan Washington National
ACK
Nantucket Memorial
$197 Roundtrip, found 22 hours ago
$197
Roundtrip
found 22 hours ago
JFK
John F. Kennedy Intl.
PVD
T.F. Green
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago
JFK
John F. Kennedy Intl.
BDL
Bradley Intl.
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
JFK
John F. Kennedy Intl.
ACK
Nantucket Memorial
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
MCO
Orlando Intl.
ORH
Worcester Regional
$243 Roundtrip, found 2 days ago
$243
Roundtrip
found 2 days ago
More to Explore
- Hotels near Jam Time
- Apartments in Lincoln Station
- Hotels near DeCordova Sculpture Park and Museum
- Hotels near Walden Pond
- Apartments in Concord
- B&B in Concord
- Cabin Rentals in Concord
- Condo Rentals in Concord
- Guest Houses in Concord
- Hostels in Concord
- Boutique Hotels in Concord
- Cheap Hotels in Concord
- Kid Friendly Hotels in Concord
- Historic Hotels in Concord
- Hotels with Pool in Concord
- Hotels with Free Parking in Concord
- Concord Hotels
- Inns in Concord
- Motels in Concord
- Vacation Homes in Concord
- B&B in Concord Station
- 5 Star Hotels in Wayland
- B&B in Wayland
- Cottages in Wayland
- Extended Stay Hotels in Wayland
- Guest Houses in Wayland
- Hotels with Pool in Wayland
- Wayland Hotels
- Motels in Wayland
- Hotels near 1776 Plaza Shopping Center
- Hotels near Drumlin Farm Wildlife Sanctuary
- 5 Star Hotels in West Concord
- B&B in West Concord
- Apartments in Sudbury
- B&B in Sudbury
- Cabin Rentals in Sudbury
- Extended Stay Hotels in Sudbury
- Hostels in Sudbury
- Kid Friendly Hotels in Sudbury
- Hotels with Hot Tubs in Sudbury
- Sudbury Hotels
- Motels in Sudbury
- Vacation Homes in Sudbury
- Hotels near Ralph Waldo Emerson Memorial House
- Hotels near Concord Visitors Center
- Flights to Concord
- Flights from Elmira to Concord
- Flights from Wilmington to Concord
- Flights from Cleveland to Concord
- Flights from Columbus to Concord
- Flights from Denver to Concord
- Flights from Dublin to Concord
- Flights from Houston to Concord
- Flights from Kansas City to Concord
- Flights from London to Concord
- Flights from Minneapolis - St. Paul to Concord
- Flights from New Orleans to Concord
- Flights from New York to Concord
- Flights from Philadelphia to Concord
- Flights from Phoenix to Concord
- Flights from Raleigh to Concord
- Flights from San Francisco to Concord
- Flights from Seattle to Concord
- Flights from St. Louis to Concord
- Flights from Toronto to Concord
- Flights from Montego Bay to Concord
- Flights from Lynchburg to Concord
- Flights from Roanoke to Concord
- Flights from Hilton Head Island to Concord
- Flights from Newark to Concord
- Flights from Oakland to Concord
- Flights from Syracuse to Concord
- Flights from Punta Cana to Concord
- Flights from Daytona Beach to Concord
- Flights from Bentonville - Fayetteville to Concord
- Flights from Medford to Concord
- Flights from Sarasota to Concord
- Flights from Greensboro to Concord
- Flights from Oklahoma City to Concord
- Flights from Allentown to Concord
- Flights from Huntsville to Concord
- Flights from Fresno to Concord
- Flights from Baton Rouge to Concord
- Flights from Grand Rapids to Concord
- Flights from Princeton to Concord
- Flights from Savannah to Concord
- Flights from Greenville - Spartanburg to Concord
- Flights from Bend to Concord
- Flights from Alexandria to Concord
- Flights to Boston
- Flights from Sudbury
