Massachusetts Adventure Vacation Packages

Best Massachusetts Adventure packages

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
Save 100% on your flight
Price was $1,235, price is now $830 per person
$830
per person
Sep 10 - Sep 13
found 5 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.

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,146, price is now $1,455 per person
$1,455
per person
Sep 10 - Sep 13
found 5 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.
This hotel is a dream to stay in. We love it and hope to stay again soon.

Reviewed on Aug 6, 2026

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was $1,135, price is now $875 per person
$875
per person
Sep 10 - Sep 13
found 5 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.
No refrigerator in room? Only available upon request…strange.

Reviewed on Aug 7, 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
Save 100% on your flight
Price was $1,235, price is now $830 per person
$830
per person
Sep 10 - Sep 13
found 5 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.

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,146, price is now $1,455 per person
$1,455
per person
Sep 10 - Sep 13
found 5 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.
This hotel is a dream to stay in. We love it and hope to stay again soon.

Reviewed on Aug 6, 2026

The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
Save 100% on your flight
Price was $1,398, price is now $1,045 per person
$1,045
per person
Oct 28 - Oct 31
found 1 day ago
Roundtrip flight included
Tampa (TPA) 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 Crosby Landing Beach are located nearby.
Less rules

Reviewed on Aug 7, 2026

4 night Massachusetts Adventure vacation packages with flight

Price found within the past 48 hours. Click for updated prices.
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,034, price is now $768 per person
$768
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.
Hotel was perfect location for my first real trip in Boston. Everything seemed at a walkable distance whether it’s food options, parks, subway access, or just fun city activities. Staff was amazing! Appreciate all the little details of individual toiletries, robes/slippers, and adequate amount of outlets. Would definitely recommend this hotel!

Reviewed on Aug 7, 2026

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was $1,567, price is now $1,101 per person
$1,101
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Fargo (FAR) 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.

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,543, price is now $1,880 per person
$1,880
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.
This hotel is a dream to stay in. We love it and hope to stay again soon.

Reviewed on Aug 6, 2026

5 night Massachusetts Adventure vacation packages with airfare included

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

Sea Crest Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $959, price is now $670 per person
$670
per person
Oct 17 - Oct 22
found 23 hours ago
Roundtrip flight included
Chicago (ORD) 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.

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $3,729, price is now $2,174 per person
$2,174
per person
Sep 11 - Sep 16
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.
This hotel is a dream to stay in. We love it and hope to stay again soon.

Reviewed on Aug 6, 2026

The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
Save 100% on your flight
Price was $5,506, price is now $3,624 per person
$3,624
per person
Aug 11 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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 Crosby Landing Beach are located nearby.
Less rules

Reviewed on Aug 7, 2026

Adventure vacation packages for 6-7 nights

Price found within the past 48 hours. Click for updated prices.
The Westin Waltham-Boston

The Westin Waltham-Boston

4 out of 5
Price was $1,477, price is now $1,121 per person
$1,121
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip flight included
St. Louis (STL) to Boston (BOS)
Book a stay at this business-friendly hotel in Waltham. Enjoy breakfast (surcharge), room service, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Walden Pond and Louisa May Alcott's Orchard House are located nearby.
Breakfast was great, room was large,quiet and clean Staff was 10

Reviewed on Aug 7, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $4,117, price is now $2,343 per person
$2,343
per person
Oct 11 - Oct 17
found 1 hour 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 Faneuil Hall Marketplace are located nearby.
This hotel is a dream to stay in. We love it and hope to stay again soon.

Reviewed on Aug 6, 2026

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was $2,181, price is now $1,567 per person
$1,567
per person
Oct 11 - Oct 17
just found
Roundtrip flight included
Kansas City (MCI) 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.
Hotel was perfect location for my first real trip in Boston. Everything seemed at a walkable distance whether it’s food options, parks, subway access, or just fun city activities. Staff was amazing! Appreciate all the little details of individual toiletries, robes/slippers, and adequate amount of outlets. Would definitely recommend this hotel!

Reviewed on Aug 7, 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
$170 nightly
The price is $198 total per night
$198 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 vending machine.
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$219 nightly
The price is $254 total per night
$254 total
Aug 30 - Aug 31
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 luggage storage, securing valuables, and concierge services. 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 16 - Aug 17
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 dry cleaning/laundry, concierge services, 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.

Fri, Nov 6 - Mon, Nov 9
PIE
St. Petersburg-Clearwater Intl.
ALB
Albany Intl.
$84 Roundtrip, found 5 days ago
$84
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Fri, Nov 6 from St. Petersburg-Clearwater Intl. to Albany Intl., returning Mon, Nov 9, priced at $84 found 5 days ago
Fri, Oct 23 - Mon, Oct 26
MCO
Orlando Intl.
BDL
Bradley Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Oct 23 from Orlando Intl. to Bradley Intl., returning Mon, Oct 26, priced at $98 just found
Sat, Jan 16 - Sat, Jan 23
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Jan 16 from Orlando Intl. to Portsmouth Intl., returning Sat, Jan 23, priced at $117 found 3 days ago
Sat, Sep 19 - Sat, Oct 10
MCO
Orlando Intl.
BOS
Logan Intl.
$127 Roundtrip, found 5 days ago
$127
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Sep 19 from Orlando Intl. to Logan Intl., returning Sat, Oct 10, priced at $127 found 5 days ago
Wed, Sep 16 - Sat, Sep 19
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$129 Roundtrip, found 2 days ago
$129
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Sep 16 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Sep 19, priced at $129 found 2 days ago
Fri, Jan 22 - Mon, Jan 25
TPA
Tampa Intl.
PVD
T.F. Green
$132 Roundtrip, found 3 days ago
$132
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jan 22 from Tampa Intl. to T.F. Green, returning Mon, Jan 25, priced at $132 found 3 days ago
Sat, Sep 5 - Thu, Sep 17
TPA
Tampa Intl.
BDL
Bradley Intl.
$144 Roundtrip, found 1 day ago
$144
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Sep 5 from Tampa Intl. to Bradley Intl., returning Thu, Sep 17, priced at $144 found 1 day ago
Sat, Sep 5 - Sat, Sep 26
JFK
John F. Kennedy Intl.
BOS
Logan Intl.
$204 Roundtrip, found 2 days ago
$204
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Sep 5 from John F. Kennedy Intl. to Logan Intl., returning Sat, Sep 26, priced at $204 found 2 days ago
Wed, Oct 7 - Fri, Oct 9
JFK
John F. Kennedy Intl.
ACK
Nantucket Memorial
$242 Roundtrip, found 22 hours ago
$242
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Wed, Oct 7 from John F. Kennedy Intl. to Nantucket Memorial, returning Fri, Oct 9, priced at $242 found 22 hours ago
Wed, Nov 11 - Wed, Nov 18
JFK
John F. Kennedy Intl.
BDL
Bradley Intl.
$242 Roundtrip, found 22 hours ago
$242
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Wed, Nov 11 from John F. Kennedy Intl. to Bradley Intl., returning Wed, Nov 18, priced at $242 found 22 hours ago
Wed, Sep 30 - Wed, Oct 7
JFK
John F. Kennedy Intl.
MVY
Martha's Vineyard
$250 Roundtrip, found 23 hours ago
$250
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Wed, Sep 30 from John F. Kennedy Intl. to Martha's Vineyard, returning Wed, Oct 7, priced at $250 found 23 hours ago
Tue, Sep 15 - Tue, Sep 22
JFK
John F. Kennedy Intl.
PVD
T.F. Green
$261 Roundtrip, found 2 days ago
$261
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Sep 15 from John F. Kennedy Intl. to T.F. Green, returning Tue, Sep 22, priced at $261 found 2 days ago
Fri, Sep 11 - Sun, Sep 13
JFK
John F. Kennedy Intl.
ALB
Albany Intl.
$290 Roundtrip, found 4 days ago
$290
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Sep 11 from John F. Kennedy Intl. to Albany Intl., returning Sun, Sep 13, priced at $290 found 4 days ago
Wed, Sep 2 - Fri, Sep 4
JFK
John F. Kennedy Intl.
HYA
Barnstable Municipal
$300 Roundtrip, found 4 days ago
$300
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Sep 2 from John F. Kennedy Intl. to Barnstable Municipal, returning Fri, Sep 4, priced at $300 found 4 days ago

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