Massachusetts Adventure Vacation Packages

Best Massachusetts Adventure packages

Price found within the past 48 hours. Click for updated prices.
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Price was $1,083, price is now $823 per person
$823
per person
Sep 2 - Sep 5
found 8 hours ago
Roundtrip non-stop flight included
Houston (HOU) 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 Falmouth Heights Beach are located nearby.
The Beach was amazing, lunch cobb salad was delicious . Very expensive for the average rooms and lack of cleanness, we had a damage coffee machine and they never changed. We had emails confirming delivery and also went back and toward to the front desk. We find dry blood in our pillows descanting. Never go back here again.

Reviewed on Jul 28, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,674, price is now $1,136 per person
$1,136
per person
Sep 1 - Sep 4
found 19 hours ago
Roundtrip non-stop flight included
Houston (HOU) 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.
Neat, clean, and friendly staffing.

Reviewed on Jul 28, 2026

Green Harbor Resort

Green Harbor Resort

3 out of 5
Price was $1,121, price is now $908 per person
$908
per person
Sep 2 - Sep 5
found 20 hours ago
Roundtrip flight included
Washington (WAS) to Boston (BOS)
Book a stay at this beach hotel in West Yarmouth. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Hyannis Harbor and Main Street Hyannis are located nearby.
My family loved this resort.

Reviewed on Jul 24, 2026

3 night Massachusetts Adventure vacation packages with airfare

Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Price was $1,067, price is now $800 per person
$800
per person
Sep 2 - Sep 5
found 11 hours ago
Roundtrip flight included
Columbus (CMH) 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.
Not so good for the price

Reviewed on Jul 29, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,028, price is now $1,316 per person
$1,316
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Nashville (BNA) 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.
Neat, clean, and friendly staffing.

Reviewed on Jul 28, 2026

Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Price was $1,083, price is now $823 per person
$823
per person
Sep 2 - Sep 5
found 8 hours ago
Roundtrip non-stop flight included
Houston (HOU) 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 Falmouth Heights Beach are located nearby.
The Beach was amazing, lunch cobb salad was delicious . Very expensive for the average rooms and lack of cleanness, we had a damage coffee machine and they never changed. We had emails confirming delivery and also went back and toward to the front desk. We find dry blood in our pillows descanting. Never go back here again.

Reviewed on Jul 28, 2026

4 night Massachusetts Adventure vacation packages with flight

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $552, price is now $410 per person
$410
per person
Oct 15 - Oct 19
found 10 hours ago
Roundtrip flight included
Chicago (MDW) to Albany (ALB)
Book a stay at this family-friendly aparthotel 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.
The resort is great, this was my second time staying here one time in winter and one time in the summer. The mountain view is wonderful and the surrounding towns are beautiful. Plenty to do and shopping centers are close by. Recommend 100%

Reviewed on Jul 29, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,890, price is now $1,779 per person
$1,779
per person
Oct 2 - Oct 6
found 1 day 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.
Neat, clean, and friendly staffing.

Reviewed on Jul 28, 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,519, price is now $953 per person
$953
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 Faneuil Hall Marketplace are located nearby.
The hotel itself was great staff are also great however we had to wait more than 30 mins past our original check in time.

Reviewed on Jul 29, 2026

5 night Massachusetts Adventure vacation packages with airfare included

Price found within the past 48 hours. Click for updated prices.
Hotel Commonwealth

Hotel Commonwealth

4.5 out of 5
Fenway–Kenmore
Save 100% on your flight
Price was $1,527, price is now $1,149 per person
$1,149
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fenway Park and Copley Square are located nearby.
Great stay. Thanks for the hospitality & great service!!

Reviewed on Jul 29, 2026

Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
Price was $1,727, price is now $1,299 per person
$1,299
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Friendly staff and great location

Reviewed on Jul 28, 2026

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,507, price is now $1,183 per person
$1,183
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
Room was good…hotel location is excellent! Would definitely stay there again!

Reviewed on Jul 28, 2026

Adventure vacation packages for 6-7 nights

Price found within the past 48 hours. Click for updated prices.
Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
Price was $1,443, price is now $1,006 per person
$1,006
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
Portland (PDX) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Friendly staff and great location

Reviewed on Jul 28, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,856, price is now $1,603 per person
$1,603
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
Portland (PDX) 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.
Neat, clean, and friendly staffing.

Reviewed on Jul 28, 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,651, price is now $1,015 per person
$1,015
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
Portland (PDX) 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 Faneuil Hall Marketplace are located nearby.
The hotel itself was great staff are also great however we had to wait more than 30 mins past our original check in time.

Reviewed on Jul 29, 2026

Adventure hotels in Massachusetts

HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$176 nightly
The price is $204 total per night
$204 total
Aug 16 - Aug 17
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

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Free Cancellation
Reserve now, pay when you stay
$219 nightly
The price is $254 total per night
$254 total
Aug 9 - Aug 10
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 tours or tickets, luggage storage, and securing valuables. Additional amenities include free WiFi in public areas, meeting rooms, and a conference center.
Pool
Pet friendly
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Free Cancellation
Reserve now, pay when you stay
$206 nightly
The price is $240 total per night
$240 total
Aug 9 - Aug 10
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 luggage storage, dry cleaning/laundry, and concierge services. Other amenities at this luxury hotel include conference space, a 24-hour business center, and a computer station.
Pet friendly
Free WiFi
Don't see what you're looking for?
See all available properties in Massachusetts
View all properties
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.

Sat, Jan 16 - Sat, Jan 23
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jan 16 from Orlando Intl. to Portsmouth Intl., returning Sat, Jan 23, priced at $117 found 1 day ago
Fri, Sep 11 - Mon, Sep 14
MCO
Orlando Intl.
BDL
Bradley Intl.
$130 Roundtrip, just found
$130
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Sep 11 from Orlando Intl. to Bradley Intl., returning Mon, Sep 14, priced at $130 just found
Sat, Jan 23 - Sat, Jan 30
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jan 23 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Jan 30, priced at $150 found 1 day ago
Sat, Nov 7 - Sat, Nov 7
MCO
Orlando Intl.
BOS
Logan Intl.
$150 Roundtrip, found 3 days ago
$150
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Nov 7 from Orlando Intl. to Logan Intl., returning Sat, Nov 7, priced at $150 found 3 days ago
Thu, Sep 24 - Sat, Oct 3
MCO
Orlando Intl.
PVD
T.F. Green
$178 Roundtrip, found 1 hour ago
$178
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Sep 24 from Orlando Intl. to T.F. Green, returning Sat, Oct 3, priced at $178 found 1 hour ago
Sun, Aug 30 - Mon, Aug 31
MCO
Orlando Intl.
ALB
Albany Intl.
$213 Roundtrip, found 2 days ago
$213
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, Aug 30 from Orlando Intl. to Albany Intl., returning Mon, Aug 31, priced at $213 found 2 days ago
Mon, Aug 31 - Sun, Sep 6
SFO
San Francisco Intl.
BOS
Logan Intl.
$250 Roundtrip, found 7 hours ago
$250
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Mon, Aug 31 from San Francisco Intl. to Logan Intl., returning Sun, Sep 6, priced at $250 found 7 hours ago
Thu, Sep 10 - Mon, Sep 14
MCO
Orlando Intl.
ORH
Worcester Regional
$279 Roundtrip, found 6 days ago
$279
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Thu, Sep 10 from Orlando Intl. to Worcester Regional, returning Mon, Sep 14, priced at $279 found 6 days ago
Sun, Aug 23 - Thu, Aug 27
SFO
San Francisco Intl.
MVY
Martha's Vineyard
$290 Roundtrip, found 1 day ago
$290
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Aug 23 from San Francisco Intl. to Martha's Vineyard, returning Thu, Aug 27, priced at $290 found 1 day ago
Thu, Oct 29 - Wed, Nov 4
SFO
San Francisco Intl.
BDL
Bradley Intl.
$300 Roundtrip, found 2 days ago
$300
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Oct 29 from San Francisco Intl. to Bradley Intl., returning Wed, Nov 4, priced at $300 found 2 days ago
Tue, Sep 22 - Sat, Sep 26
SFO
San Francisco Intl.
ACK
Nantucket Memorial
$319 Roundtrip, found 1 day ago
$319
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Sep 22 from San Francisco Intl. to Nantucket Memorial, returning Sat, Sep 26, priced at $319 found 1 day ago
Thu, Oct 22 - Wed, Oct 28
SFO
San Francisco Intl.
PVD
T.F. Green
$338 Roundtrip, found 6 days ago
$338
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Thu, Oct 22 from San Francisco Intl. to T.F. Green, returning Wed, Oct 28, priced at $338 found 6 days ago
Mon, Aug 31 - Wed, Sep 2
SFO
San Francisco Intl.
MHT
Manchester-Boston Regional
$355 Roundtrip, found 6 days ago
$355
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Mon, Aug 31 from San Francisco Intl. to Manchester-Boston Regional, returning Wed, Sep 2, priced at $355 found 6 days ago
Wed, Oct 14 - Thu, Oct 15
SFO
San Francisco Intl.
ALB
Albany Intl.
$355 Roundtrip, found 1 day ago
$355
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Oct 14 from San Francisco Intl. to Albany Intl., returning Thu, Oct 15, priced at $355 found 1 day ago

More to Explore