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 $1,107, price is now $838 per person
$838
per person
Apr 5 - Apr 8
found 1 day ago
Roundtrip flight included
Miami (MIA) 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.
Yes, room was clean and well appointed/serviced. Staff was kind and helpful. Hotel is quite beautiful. Restaurant food was good.

Reviewed on Dec 3, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,335, price is now $1,422 per person
$1,422
per person
Apr 29 - May 2
found 3 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 Boston Common 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 Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
Save 100% on your flight
Price was $2,417, price is now $1,692 per person
$1,692
per person
May 3 - May 9
found 1 day ago
Roundtrip non-stop 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 Ocean Edge Golf Club and Linnell Landing Beach are located nearby.
Excellent; finally a resort that takes croquet seriously.

Reviewed on Jun 1, 2024

3 night Massachusetts Adventure vacation packages with airfare

Price found within the past 48 hours. Click for updated prices.
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
Bay Village
Price was $818, price is now $647 per person
$647
per person
Apr 29 - May 2
found 3 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Keys didn’t work properly to my room even after being reprogrammed. Bathroom was small, cold and had an odd layout. Didn’t feel like a 4 star hotel.

Reviewed on Feb 2, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,335, price is now $1,422 per person
$1,422
per person
Apr 29 - May 2
found 3 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 Boston Common 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

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was $1,107, price is now $838 per person
$838
per person
Apr 5 - Apr 8
found 1 day ago
Roundtrip flight included
Miami (MIA) 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.
Yes, room was clean and well appointed/serviced. Staff was kind and helpful. Hotel is quite beautiful. Restaurant food was good.

Reviewed on Dec 3, 2025

4 night Massachusetts Adventure vacation packages with flight

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
MIT
Save 100% on your flight
Price was $1,342, price is now $967 per person
$967
per person
Jun 3 - Jun 7
found 6 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Boston (BOS)
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Fenway Park and Copley Square are located nearby.
Great experience! Terrific front desk staff. Clean and quiet. Convenient restaurant overlooking the River. Excellent option for MIT or BU.

Reviewed on Feb 8, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,830, price is now $1,588 per person
$1,588
per person
Apr 29 - May 3
found 1 day ago
Roundtrip flight included
Denver (DEN) 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 Common 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

Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
Price was $1,352, price is now $994 per person
$994
per person
May 31 - Jun 4
found 15 hours ago
Roundtrip flight included
Pittsburgh (PIT) 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.
Front desk staff very helpful! Very clean property! Would have liked to see a few more options of food for the roof top bar. Would have spent more time there if more hearty options of food available.

Reviewed on Jul 1, 2025

5 night Massachusetts Adventure vacation packages with airfare included

Price found within the past 48 hours. Click for updated prices.
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
Price was $987, price is now $791 per person
$791
per person
Mar 31 - Apr 5
found 18 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) 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.
Excellent; finally a resort that takes croquet seriously.

Reviewed on Jun 1, 2024

The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Price was $1,917, price is now $1,492 per person
$1,492
per person
Mar 29 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Monroe (MLU) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
We stayed here for two nights and loved it! Perfect location and everyone was so kind! Definitely will be back!

Reviewed on Mar 8, 2026

Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
Bay Village
Price was $1,698, price is now $1,354 per person
$1,354
per person
Mar 29 - Apr 3
found 1 day ago
Roundtrip non-stop flight included
Monroe (MLU) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Keys didn’t work properly to my room even after being reprogrammed. Bathroom was small, cold and had an odd layout. Didn’t feel like a 4 star hotel.

Reviewed on Feb 2, 2026

Adventure vacation packages for 6-7 nights

Price found within the past 48 hours. Click for updated prices.
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4 out of 5
Save 100% on your flight
Price was $2,417, price is now $1,692 per person
$1,692
per person
May 3 - May 9
found 1 day ago
Roundtrip non-stop 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 Ocean Edge Golf Club and Linnell Landing Beach are located nearby.
Excellent; finally a resort that takes croquet seriously.

Reviewed on Jun 1, 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was $4,093, price is now $2,235 per person
$2,235
per person
Apr 29 - May 5
found 1 day ago
Roundtrip flight included
New York (NYC) 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 Common 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

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was $2,621, price is now $1,911 per person
$1,911
per person
Jun 5 - Jun 11
found 1 day ago
Roundtrip flight included
Tampa (TPA) 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.
Yes, room was clean and well appointed/serviced. Staff was kind and helpful. Hotel is quite beautiful. Restaurant food was good.

Reviewed on Dec 3, 2025

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
Mar 31 - Apr 1
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

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Free Cancellation
Reserve now, pay when you stay
$165 nightly
The price is $192 total per night
$192 total
Apr 5 - Apr 6
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, dry cleaning/laundry, 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
$182 nightly
The price is $212 total per night
$212 total
Apr 5 - Apr 6
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, tours or tickets, 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
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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, Apr 4 - Tue, May 5
MCO
Orlando Intl.
BOS
Logan Intl.
$105 Roundtrip, found 15 hours ago
$105
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sat, Apr 4 from Orlando Intl. to Logan Intl., returning Tue, May 5, priced at $105 found 15 hours ago
Sat, May 30 - Sat, Jun 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$109 Roundtrip, found 5 hours ago
$109
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sat, May 30 from Orlando Intl. to Bradley Intl., returning Sat, Jun 6, priced at $109 found 5 hours ago
Thu, Apr 9 - Sun, Apr 12
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$112 Roundtrip, found 6 hours ago
$112
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Thu, Apr 9 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sun, Apr 12, priced at $112 found 6 hours ago
Sat, Aug 29 - Sat, Sep 5
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$122 Roundtrip, found 4 days ago
$122
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Aug 29 from Southwest Florida Intl. to Manchester-Boston Regional, returning Sat, Sep 5, priced at $122 found 4 days ago
Sat, Aug 29 - Sat, Sep 5
RSW
Southwest Florida Intl.
ALB
Albany Intl.
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Aug 29 from Southwest Florida Intl. to Albany Intl., returning Sat, Sep 5, priced at $122 found 1 day ago
Wed, Apr 15 - Wed, Apr 29
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$122 Roundtrip, found 15 hours ago
$122
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Wed, Apr 15 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Apr 29, priced at $122 found 15 hours ago
Sat, Apr 18 - Tue, Apr 28
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$127 Roundtrip, found 5 days ago
$127
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Apr 18 from Orlando Intl. to Portsmouth Intl., returning Tue, Apr 28, priced at $127 found 5 days ago
Tue, Jun 2 - Tue, Jun 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$135 Roundtrip, found 2 days ago
$135
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Jun 2 from O'Hare Intl. to Logan Intl., returning Tue, Jun 9, priced at $135 found 2 days ago
Fri, Apr 10 - Sat, Apr 11
RSW
Southwest Florida Intl.
BOS
Logan Intl.
$140 Roundtrip, found 5 days ago
$140
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Fri, Apr 10 from Southwest Florida Intl. to Logan Intl., returning Sat, Apr 11, priced at $140 found 5 days ago
Thu, Apr 30 - Mon, May 4
ORD
O'Hare Intl.
BDL
Bradley Intl.
$144 Roundtrip, found 8 hours ago
$144
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Thu, Apr 30 from O'Hare Intl. to Bradley Intl., returning Mon, May 4, priced at $144 found 8 hours ago
Fri, Apr 17 - Tue, Apr 21
MCO
Orlando Intl.
ALB
Albany Intl.
$155 Roundtrip, found 4 days ago
$155
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Apr 17 from Orlando Intl. to Albany Intl., returning Tue, Apr 21, priced at $155 found 4 days ago
Wed, May 20 - Tue, May 26
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 20 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, May 26, priced at $161 found 1 day ago
Thu, Sep 3 - Sun, Sep 6
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$162 Roundtrip, found 3 days ago
$162
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 3 from Southwest Florida Intl. to Bradley Intl., returning Sun, Sep 6, priced at $162 found 3 days ago
Fri, Sep 11 - Mon, Sep 14
RSW
Southwest Florida Intl.
PVD
T.F. Green
$162 Roundtrip, found 8 hours ago
$162
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Fri, Sep 11 from Southwest Florida Intl. to T.F. Green, returning Mon, Sep 14, priced at $162 found 8 hours ago

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