Fishing Vacations in Southeast Massachusetts 2026

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Flight and Fishing hotel deals in Southeast Massachusetts

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

Uncommoner Hotel by Reverie Boutique Collection

CA $1,158

per person

Sep 26 - Oct 2

found 22 hours ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

9.2/10 Wonderful! (274 reviews)

Gorgeous rooms, both pools are lovely, the dinner and drinks were phenomenal, and the outdoor seating/fire pits were a lovely touch. Did not take advantage of the outdoor games or bike rentals but I would love to stay here again!

Reviewed on Aug 23, 2026

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4 Night Fishing holidays in Southeast Massachusetts

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

Best Western Rockland

CA $945

per person

Oct 17 - Oct 21

found 13 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Boston (BOS)

8.2/10 Very good! (1,009 reviews)

Clean spacious room with comfortable beds and additional seating - desk with chair, fridge, microwave. Breakfast was excellent. Several options, something for everyone.

Reviewed on Aug 23, 2026

Bluegreen Vacations The Soundings, an Ascend Collection Resort

CA $1,183

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Boston (BOS)

8.8/10 Excellent! (402 reviews)

We loved the beach view and access to the beach! The pool was great too. Having a 2 bedroom suite with a kitchenette was ideal. Room could use some updates but was very clean!

Reviewed on Aug 7, 2026

Red Jacket Beach Resort

Bass River

CA $1,317

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Boston (BOS)

8.8/10 Excellent! (332 reviews)

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Fishing Hotels in Southeast Massachusetts

Bluegreen Vacations The Soundings, an Ascend Collection Resort

79 Chase Avenue Dennis Port MA

2 hours drive from Gillette Stadium

Book a stay at this beach aparthotel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Pleasant Road Beach and Cape Cod ...

8.8/10 Excellent! (402 reviews)

"We loved the beach view and access to the beach! The pool was great too. Having a 2 bedroom suite with a kitchenette was ideal. Room could use some updates but was very clean!"

Reviewed on Aug 7, 2026

Chatham Seafarer Inn

2079 Main St Chatham MA

2 hours drive from Gillette Stadium

Stay at this hotel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cockle Cove Beach and Ridgevale Beach are located ...

9/10 Wonderful! (336 reviews)

"We checked in on Friday, August 14, 2026 for a wedding. John checked us in. He was so helpful, full of knowledge about the Inn and the surrounding area and great suggestions for places to eat. The grounds were beautiful, very well maintained. The rooms were clean, modern, included a mini fridge, ..."

Reviewed on Aug 23, 2026

Gateway to Cape Cod RV Resort

90 Stevens Road Rochester MA

1 hour drive from Gillette Stadium

Book a stay at this family-friendly holiday park in Rochester. Enjoy free parking, an outdoor pool, and a marina. Popular attractions East Over Reservation and ...

6.8/10 (8 reviews)

"It was comfortable. I had go again. I wish the store had more stuff"

Reviewed on Sep 12, 2019

See all 11,451 properties in Southeast Massachusetts

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.