Southeast Massachusetts Vacation Packages
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Top Southeast Massachusetts vacation package deals
Price found within the past 48 hours. Click for updated prices.
2.0-star property
Sunbird ANNEX Resort
7.8/10 Good! (726 reviews)
Oct 12 - Oct 16
4 night stay
Chicago (ORD) to Boston (BOS)
American Airlines • Roundtrip • Coach
per person
found 9 hours ago
Cottage had great sitting space out back. Continental breakfast was great. Pool was clean with plenty of comfortable seating. Lots of fun games around the property that were all well maintained.
Reviewed on Jul 27, 2025
3.0-star property
Hotel 1620 Plymouth Harbor
Plymouth Downtown Waterfront District
8.2/10 Very Good! (1,002 reviews)
Sep 26 - Sep 29
3 night stay
Houston (IAH) to Boston (BOS)
Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 2 days ago
Very friendly staff, clean room, nice view.
100% recommend to stay in this hotel.
Reviewed on Jul 21, 2025
3.0-star property
Sesuit Harbor House
9.6/10 Exceptional! (146 reviews)
Oct 15 - Oct 19
4 night stay
Dallas (DFW) to Boston (BOS)
United • Non-stop • Coach
Boston (BOS) to Dallas (DFW)
Spirit Airlines • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
Excellent stay. Everything you could want in a Cape Cod vacation. Beautiful pool, close to the beach, lovely breakfast, fire pit for s'mores, and even on site GOATS! The owners are great and super accommodating. Will be back!
Reviewed on Aug 9, 2022
3.0-star property
Sea Mist Resort
8.8/10 Excellent! (127 reviews)
Oct 15 - Oct 19
4 night stay
Dallas (DFW) to Boston (BOS)
United • Non-stop • Coach
Boston (BOS) to Dallas (DFW)
Spirit Airlines • Non-stop • Coach
per person
found 1 day ago
I liked having 2 floors as it was a townhouse. Having an equipped kitchen and 2 baths was really a nice convenience for a family of 4. Plenty of closet space and a slider out to the back area where you can sit outside and also use their grills. The place does need updating. It is clearly showing wear. The furnishings and amenities like the TV's are out of date. Regardless, we enjoyed our stay and would stay again.
Reviewed on Dec 12, 2024
Top rated hotels for your Southeast Massachusetts vacation package
Hyannis Plaza Hotel
662 Main Street, Hyannis, MA
Free Cancellation
Reserve now, pay when you stay
15.21 mi from city center
$106 nightly
The price is $121 total per night
$121 total
Sep 1 - Sep 2
Total includes taxes and fees
Hyannis Plaza Hotel offers an outdoor pool, a seasonal outdoor pool, and coffee in a common area. Free parking is included with your stay. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Other amenities at this luxury hotel include a microwave in a common area, a vending machine, and a garden.
Pool
Parking included
Bayside Resort Hotel
225 Route 28, West Yarmouth, MA
Free Cancellation
Reserve now, pay when you stay
16.71 mi from city center
$190 nightly
The price is $217 total per night
$217 total
Sep 1 - Sep 2
Total includes taxes and fees
At Bayside Resort Hotel, guests enjoy an indoor pool, a gym, and a sauna. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help secure valuables, and answer any questions about the area. Other amenities at this beach hotel include free WiFi in public areas, a hot tub, and conference space.
Pool
Hot Tub
Margaritaville Resort Cape Cod
1225 Iyannough Rd, Hyannis, MA
Free Cancellation
Reserve now, pay when you stay
13.63 mi from city center
$233 nightly
The price is $267 total per night
$267 total
Aug 24 - Aug 25
Total includes taxes and fees
Guests of Margaritaville Resort Cape Cod have access to a full-service spa, a water park, and an outdoor pool. Free parking is available if you drive. The 24-hour front desk has staff standing by to help with access to locker space, dry cleaning/laundry, and concierge services. Other amenities at this spa resort include a lazy river, a children's pool, and a gym.
Pool
Hot Tub
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View all propertiesLowest 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.
