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.
By the Sea Guests Bed & Breakfast & Suites
3.5-star property

By the Sea Guests Bed & Breakfast & Suites

9.4/10 Exceptional! (193 reviews)

Aug 20 - Aug 23

3 night stay

Austin (AUS) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,056, price is now $772 per person
$772
per person
found 1 day ago
Loved it here! Everyone was friendly and helpful.

Reviewed on Jul 1, 2026

Sea Meadow Inn
4.0-star property

Sea Meadow Inn

10/10 Exceptional! (16 reviews)

Sep 10 - Sep 15

5 night stay

Chicago (ORD) to Boston (BOS)

JetBlue Airways • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,165, price is now $798 per person
$798
per person
found 11 hours ago
The breakfast was great! Rooms with old country home feeling, clean and innkeeper just makes you feel like you are at home. Short distance to beaches.

Reviewed on Jul 1, 2026

Sesuit Harbor House
3.0-star property

Sesuit Harbor House

9.6/10 Exceptional! (181 reviews)

Sep 10 - Sep 15

5 night stay

Chicago (ORD) to Boston (BOS)

JetBlue Airways • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,329, price is now $912 per person
$912
per person
found 11 hours ago
I’ve been staying here for our annual cape cod trip for over 10 years. It’s in a great location; great staff, clean and quiet. Family friendly place. I highly recommend

Reviewed on Jul 1, 2026

Top rated hotels for your Southeast Massachusetts vacation package

Marriott Boston Quincy

Marriott Boston Quincy

3.5 out of 5
1000 Marriot Dr Quincy MA
Free Cancellation
Reserve now, pay when you stay
41.06 mi from city center
$119 nightly
The price is $133 total per night
$133 total
Jul 5 - Jul 6
Total with taxes and fees
Guests staying at Marriott Boston Quincy enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is offered for USD 20 per day. The 24-hour front desk has multilingual staff ready to assist with concierge services and dry cleaning/laundry. Additional amenities include conference space, a business center, and a computer station.
Pool
Pet friendly
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd Falmouth MA
Free Cancellation
Reserve now, pay when you stay
12.92 mi from city center
$200 nightly
The price is $229 total per night
$229 total
Jul 5 - Jul 6
Total with taxes and fees
At Iris Hotel Cape Cod , guests enjoy an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has staff standing by to help with luggage storage and securing valuables. Additional amenities include conference space, a business center, and coffee/tea in a common area.
Pool
Parking included
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Free Cancellation
Reserve now, pay when you stay
13.63 mi from city center
$333 nightly
The price is $381 total per night
$381 total
Jul 27 - Jul 28
Total with 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.
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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.

Things to do

Moby Dick's New Bedford Smartphone Guided Walking Tour

Moby Dick's New Bedford Smartphone Guided Walking Tour

$8
per adult
Moby Dick's New Bedford Smartphone Guided Walking Tour
See all activities in Southeast Massachusetts
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