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 $1,220, price is now $932 per person
$932
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
New York (NYC) 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.
It’s ok, but not modernized !

Reviewed on Sep 21, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,567, price is now $1,616 per person
$1,616
per person
Oct 26 - Oct 29
found 17 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.

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was $1,872, price is now $1,302 per person
$1,302
per person
Oct 26 - Oct 29
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

3 night Massachusetts Adventure vacation packages with airfare

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was $1,073, price is now $753 per person
$753
per person
Nov 26 - Nov 29
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) 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

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,887, price is now $1,152 per person
$1,152
per person
Nov 26 - Nov 29
found 4 hours ago
Roundtrip non-stop flight included
Burbank (BUR) 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.

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was $1,872, price is now $1,302 per person
$1,302
per person
Oct 26 - Oct 29
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

4 night Massachusetts Adventure vacation packages with flight

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was $1,154, price is now $740 per person
$740
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Richmond (RIC) 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

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,049, price is now $1,106 per person
$1,106
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Richmond (RIC) 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.

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was $2,154, price is now $1,367 per person
$1,367
per person
Oct 26 - Oct 30
found 15 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.

5 night Massachusetts Adventure vacation packages with airfare included

Price found within the past 48 hours. Click for updated prices.
Lakeside Inn

Lakeside Inn

2 out of 5
Price was $1,325, price is now $1,025 per person
$1,025
per person
Sep 25 - Sep 30
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
This is a no frills hotel in a low key area but it is lakeside and does have a restaurant/bar. We door dashed after looking at the restaurant menu because it’s rather limited to fried foods and burger. It is an older hotel but pretty well maintained. They have a breakfast buffet.

Reviewed on Sep 21, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,454, price is now $1,515 per person
$1,515
per person
Nov 26 - Dec 1
found 12 hours ago
Roundtrip non-stop flight included
San Juan (SJU) 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.

Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
Price was $1,852, price is now $1,445 per person
$1,445
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Columbia (CAE) 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.

Adventure vacation packages for 6-7 nights

Price found within the past 48 hours. Click for updated prices.
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Save 100% on your flight
Price was $1,570, price is now $1,116 per person
$1,116
per person
Dec 2 - Dec 8
found 7 hours ago
Roundtrip flight included
Los Angeles (LAX) 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.

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $3,002, price is now $1,513 per person
$1,513
per person
Nov 27 - Dec 3
found 6 hours 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.

Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,922, price is now $1,436 per person
$1,436
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
It’s ok, but not modernized !

Reviewed on Sep 21, 2026

Adventure hotels in Massachusetts

HI Boston - Hostel

HI Boston - Hostel

2 out of 5
19 Stuart Street Boston MA
$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.
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Free Cancellation
Reserve now, pay when you stay
$272 nightly
The price is $316 total per night
$316 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.
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
$310 nightly
The price is $361 total per night
$361 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.
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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, Oct 31 - Sat, Nov 7
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Oct 31 from Orlando Intl. to Portsmouth Intl., returning Sat, Nov 7, priced at $117 found 1 day ago
Sun, Nov 22 - Tue, Dec 1
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$117 Roundtrip, just found
$117
Roundtrip
just found
Select JetBlue Airways flight, departing Sun, Nov 22 from Ronald Reagan Washington National to Logan Intl., returning Tue, Dec 1, priced at $117 just found
Sat, Oct 17 - Sat, Oct 31
MCO
Orlando Intl.
BOS
Logan Intl.
$126 Roundtrip, found 8 hours ago
$126
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Sat, Oct 17 from Orlando Intl. to Logan Intl., returning Sat, Oct 31, priced at $126 found 8 hours ago
Fri, Oct 30 - Mon, Nov 2
MCO
Orlando Intl.
BDL
Bradley Intl.
$140 Roundtrip, found 4 hours ago
$140
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Fri, Oct 30 from Orlando Intl. to Bradley Intl., returning Mon, Nov 2, priced at $140 found 4 hours ago
Sat, Oct 24 - Sat, Oct 31
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$149 Roundtrip, found 2 days ago
$149
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Oct 24 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Oct 31, priced at $149 found 2 days ago
Tue, Oct 27 - Sat, Oct 31
DCA
Ronald Reagan Washington National
PVD
T.F. Green
$163 Roundtrip, found 5 days ago
$163
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Oct 27 from Ronald Reagan Washington National to T.F. Green, returning Sat, Oct 31, priced at $163 found 5 days ago
Thu, Jan 7 - Sat, Jan 9
MCO
Orlando Intl.
PVD
T.F. Green
$166 Roundtrip, found 2 days ago
$166
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jan 7 from Orlando Intl. to T.F. Green, returning Sat, Jan 9, priced at $166 found 2 days ago
Thu, Nov 12 - Sat, Nov 14
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$174 Roundtrip, found 16 hours ago
$174
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Thu, Nov 12 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, Nov 14, priced at $174 found 16 hours ago
Thu, Dec 3 - Sat, Dec 12
DCA
Ronald Reagan Washington National
ALB
Albany Intl.
$181 Roundtrip, found 2 hours ago
$181
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Thu, Dec 3 from Ronald Reagan Washington National to Albany Intl., returning Sat, Dec 12, priced at $181 found 2 hours ago
Wed, Jan 13 - Sun, Jan 17
MCO
Orlando Intl.
ALB
Albany Intl.
$195 Roundtrip, found 6 days ago
$195
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Jan 13 from Orlando Intl. to Albany Intl., returning Sun, Jan 17, priced at $195 found 6 days ago
Fri, Nov 6 - Sat, Nov 7
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$214 Roundtrip, found 5 hours ago
$214
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Fri, Nov 6 from Ronald Reagan Washington National to Bradley Intl., returning Sat, Nov 7, priced at $214 found 5 hours ago
Sat, Oct 3 - Tue, Oct 6
DCA
Ronald Reagan Washington National
ACK
Nantucket Memorial
$301 Roundtrip, found 2 days ago
$301
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Oct 3 from Ronald Reagan Washington National to Nantucket Memorial, returning Tue, Oct 6, priced at $301 found 2 days ago
Wed, Oct 7 - Thu, Oct 8
DCA
Ronald Reagan Washington National
ORH
Worcester Regional
$378 Roundtrip, found 8 hours ago
$378
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, Oct 7 from Ronald Reagan Washington National to Worcester Regional, returning Thu, Oct 8, priced at $378 found 8 hours ago
Thu, Oct 15 - Mon, Oct 19
MCO
Orlando Intl.
ORH
Worcester Regional
$395 Roundtrip, found 1 day ago
$395
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Oct 15 from Orlando Intl. to Worcester Regional, returning Mon, Oct 19, priced at $395 found 1 day ago

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