Title: Fishing Vacations in Massachusetts 2026 | Expedia.ca

![](https://images.trvl-media.com/place/223/15b716aa-7bcd-4985-a9a4-b76daf9495af.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Massachusetts Fishing Vacations

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## Flight and Fishing hotel deals in Massachusetts

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

![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Seaport Hotel Boston

Seaport District

CA $1,022

per person

Jun 4 - Jun 6

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

9.6/10 Exceptional! (4,054 reviews)

I enjoyed the comfort of my room, the bar and evening meal, and my breakfast in the morning.

Reviewed on Apr 2, 2026

![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/13fe4b58_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Chatham Bars Inn

CA $2,961

per person

May 14 - May 18

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Boston (BOS)

9.2/10 Wonderful! (816 reviews)

The room was very clean, linens were so comfortable and cozy. It was a good thing because we couldn't grt the heat to work, the room stayed between 59-61 degrees. Our second room we also had the water faucet in the shower fell off, took maintenance 15plus minutes to shut off. Upon check in,we were told 1 room was ready and the second was almost ready. We opted.to wait for both. An hour passed and still no.word. A different front desk person then said neither room were ready. Then told had to wait until 4pm. This was not the experience i would have expected from such an exclusive property, especially during off season.

Reviewed on Feb 16, 2026

![Renaissance® Boston Seaport District](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778190/961b4e76_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Renaissance® Boston Seaport District

Seaport District

CA $2,662

per person

May 2 - May 6

found 24 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Boston (BOS)

9/10 Wonderful! (1,012 reviews)

Place was amazing and very clean. Starbucks in there was quit a long wait but isn't it everywhere? Restaurant in hotel was very good. Valet was fantastic

Reviewed on Mar 20, 2026

Don't see what you're looking for?

See all available trips from Columbus to Massachusetts

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-02/2026-05-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Fishing holidays in Massachusetts

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

![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/13fe4b58_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Chatham Bars Inn

CA $2,961

per person

May 14 - May 18

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Boston (BOS)

9.2/10 Wonderful! (816 reviews)

The room was very clean, linens were so comfortable and cozy. It was a good thing because we couldn't grt the heat to work, the room stayed between 59-61 degrees. Our second room we also had the water faucet in the shower fell off, took maintenance 15plus minutes to shut off. Upon check in,we were told 1 room was ready and the second was almost ready. We opted.to wait for both. An hour passed and still no.word. A different front desk person then said neither room were ready. Then told had to wait until 4pm. This was not the experience i would have expected from such an exclusive property, especially during off season.

Reviewed on Feb 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Massachusetts

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-02/2026-05-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Fishing holidays in Massachusetts

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

![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Seaport Hotel Boston

Seaport District

CA $1,582

per person

Jun 10 - Jun 12

found 16 hours ago

Roundtrip flight included

Kamloops (YKA) to Boston (BOS)

9.6/10 Exceptional! (4,054 reviews)

I enjoyed the comfort of my room, the bar and evening meal, and my breakfast in the morning.

Reviewed on Apr 2, 2026

![Renaissance® Boston Seaport District](https://images.trvl-media.com/lodging/2000000/1780000/1778200/1778190/961b4e76_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Renaissance® Boston Seaport District

Seaport District

CA $1,768

per person

Jun 14 - Jun 17

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Boston (BOS)

9/10 Wonderful! (1,012 reviews)

Place was amazing and very clean. Starbucks in there was quit a long wait but isn't it everywhere? Restaurant in hotel was very good. Valet was fantastic

Reviewed on Mar 20, 2026

Don't see what you're looking for?

See all available trips from Columbus to Massachusetts

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-02/2026-05-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Fishing holidays in Massachusetts

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

![Red Jacket Beach Resort](https://images.trvl-media.com/lodging/1000000/60000/55000/54939/36198ab8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Red Jacket Beach Resort

Bass River

CA $1,222

per person

May 14 - May 18

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Boston (BOS)

9/10 Wonderful! (264 reviews)

Great room, nice view, perfect location. Power did go out one night, coffee machine never worked and they had no fix, and the breakfast is obscenely expensive.

Reviewed on Nov 8, 2025

![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Seaport Hotel Boston

Seaport District

CA $2,168

per person

Jun 11 - Jun 15

found 1 day ago

Roundtrip flight included

Buffalo (BUF) to Boston (BOS)

9.6/10 Exceptional! (4,054 reviews)

I enjoyed the comfort of my room, the bar and evening meal, and my breakfast in the morning.

Reviewed on Apr 2, 2026

![Chatham Bars Inn](https://images.trvl-media.com/lodging/1000000/20000/19200/19139/13fe4b58_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Chatham Bars Inn

CA $2,961

per person

May 14 - May 18

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Boston (BOS)

9.2/10 Wonderful! (816 reviews)

The room was very clean, linens were so comfortable and cozy. It was a good thing because we couldn't grt the heat to work, the room stayed between 59-61 degrees. Our second room we also had the water faucet in the shower fell off, took maintenance 15plus minutes to shut off. Upon check in,we were told 1 room was ready and the second was almost ready. We opted.to wait for both. An hour passed and still no.word. A different front desk person then said neither room were ready. Then told had to wait until 4pm. This was not the experience i would have expected from such an exclusive property, especially during off season.

Reviewed on Feb 16, 2026

Don't see what you're looking for?

See all available trips from Columbus to Massachusetts

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-05-02/2026-05-09/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=HFD&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Fishing Hotels in Massachusetts

![Bluegreen Vacations The Soundings, an Ascend Collection Resort](https://images.trvl-media.com/lodging/3000000/2160000/2150400/2150374/56a3b4da_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Bluegreen Vacations The Soundings, an Ascend Collection Resort

79 Chase Avenue Dennis Port MA

- 2 hours drive from Fenway Park

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

8.8/10 Excellent! (368 reviews)

Room was clean, staff was very friendly and helpful, great view. I plan on staying again

Reviewed on Mar 26, 2026

[Get rates](https://expedia.ca/Dennis-Port-Hotels-Bluegreen-Vacations-The-Soundings.h2150374.Hotel-Information)

[](https://expedia.ca/Dennis-Port-Hotels-Bluegreen-Vacations-The-Soundings.h2150374.Hotel-Information)

![Chatham Seafarer Inn](https://images.trvl-media.com/lodging/3000000/2040000/2034800/2034734/d50e3e61_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Chatham Seafarer Inn

2079 Main St Chatham MA

- 2 hours drive from Fenway Park

CA $214

CA $245 total

Apr 14 - Apr 15

includes taxes & fees

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! (319 reviews)

We had a very nice room at a reasonable price. It was close enough to downtown Chatham to be convenient, but far enough that there weren't traffic problems. The staff were friendly and helpful, and most importantly, our room was spotless! It even smelled clean. Would definitely stay there again.

Reviewed on Oct 20, 2025

[](https://expedia.ca/Chatham-Hotels-Chatham-Seafarer-Inn.h2034734.Hotel-Information)

![Crescent Suites Hotel](https://images.trvl-media.com/lodging/3000000/2680000/2673500/2673422/df58d6c1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Crescent Suites Hotel

287 Crescent Street Waltham MA

- 26 min walk from Fenway Park

CA $199

CA $222 total

Apr 3 - Apr 4

includes taxes & fees

Book a stay at this business-friendly aparthotel in Waltham. Enjoy a fitness center, a business center, and a garden. Our guests praise the helpful staff and ...

9.6/10 Exceptional! (1,163 reviews)

The double room with full kitchen was large and very clean, beds comfortable and area quiet

Reviewed on Mar 30, 2026

[](https://expedia.ca/Boston-Hotels-Crescent-Suites-Hotel.h2673422.Hotel-Information)

[See all 17,968 properties in Massachusetts](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=223)

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.

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