Title: Dogtown in Gloucester - Tours and Activities | Expedia.ca

  

[Dogtown Hotels](https://expedia.ca/Dogtown-Hotels.0-l6092281-0.Travel-Guide-Filter-Hotels)[Flights to Gloucester](https://expedia.ca/Cheap-Flights-To-Gloucester.d8008.Travel-Guide-Flights)[Things to do in Gloucester](https://expedia.ca/Things-To-Do-In-Gloucester.d8008.Travel-Guide-Activities)[Dogtown Car Rentals](https://expedia.ca/Car-Rentals-In-Dogtown.d6092281.Car-Rental-Guide)[Gloucester Vacation Packages](https://expedia.ca/Gloucester.d8008.Destination-Travel-Guides)

# Dogtown Tours and Activities

## Visit Dogtown

Activities

[Gloucester travel guide](https://expedia.ca/Gloucester.dx8008)

* * *

* * *

## Plan a trip to see Dogtown

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

![The Inn at Hastings Park, Relais & Chateaux - Boston](https://images.trvl-media.com/lodging/8000000/7990000/7980700/7980601/8dcd0e80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Inn at Hastings Park, Relais & Chateaux - Boston

CA $1,171

per person

Dec 18 - Dec 21

found 6 hours ago

Roundtrip flight included

Ottawa (YOW) to Boston (BOS)

9.6/10 Exceptional! (245 reviews)

Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.

Reviewed on Oct 21, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-18/2025-12-21/?FromAirport=YOW&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=7980601&paandie=true&dealMarker=l-09JP4y2SstQM_eltz6VhTYF78dPLXtUt1ML4nJmScfH9conpoEtJXGSQtVczVG)

![Raffles Boston](https://images.trvl-media.com/lodging/1000000/920000/911500/911477/eebc417e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Raffles Boston

Back Bay

CA $2,179

per person

Dec 26 - Jan 2

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Boston (BOS)

9.6/10 Exceptional! (169 reviews)

Overall, my husband & I enjoyed our stay at the Raffles -- but we weren't thrilled with the level of service we received. Specifically: - We checked in late (~11pm) due to a train delay, and the front desk informed us that our "butler" would reach out the next morning to introduce various services, etc. That never happened, which was disappointing because butler service is a Raffles staple that we were looking forward to experiencing. - Upon getting to our room, which was otherwise lovely, it became clear that the touchscreen-enabled lighting system had malfunctioned. This meant we could only have ALL the lights in the room (+ bathroom) 100% on or 100% off -- no in-between (and no dimming, etc). I alerted the front desk immediately, who offered to send an engineer "within an hour or so" -- but at that point it was nearly 12am, and we were too exhausted to wait so we declined. No one ever followed up with us or offered a solution to the issue, which grew increasingly annoying throughout our stay (e.g., I had to use my phone light to use the bathroom at night because the only other option would have been to turn ALL of the lights on 100% (and wakeup my husband). The issue also extended to the "request service" vs. "privacy please" button, so we had no way of requesting (or denying) maid service. - My husband & I celebrated our anniversary on this trip, and I let the hotel know in advance (hoping for at least a card or little treat) -- but this went 100% unacknowleged.

Reviewed on Oct 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=YYC&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=911477&paandie=true&dealMarker=E6aOhOB7eLjgX7v_KXkOQZImehgWs6pSgevNnIUVloxRcc2ntaAEF7_I_dsFjroY)

![Maverick Suites at 245 Newbury St](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/2e7614de_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Maverick Suites at 245 Newbury St

Back Bay

CA $1,269

per person

Dec 20 - Dec 25

found 1 hour ago

Roundtrip flight included

Ottawa (YOW) to Boston (BOS)

8.2/10 Very Good! (149 reviews)

Clean. Bed super comfortable, easy walk to Fenway, restaurants, subway, shops, library

Reviewed on Oct 3, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-20/2025-12-25/?FromAirport=YOW&Destination=BOS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=89756238&paandie=true&dealMarker=MDpgdXxSRCrFDsbnfaVxDL3FR-FA8oqDbn13DPkSScyVT0bXJCdDKRb_t-P9_f22)

### Popular places to visit

![Cape Ann Museum](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531534-cape-ann-museum.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Cape Ann Museum

You can spend an afternoon exploring the galleries in Cape Ann Museum during your travels in Gloucester. Wander the beautiful beaches and seaside in this family-friendly area.

[](https://expedia.ca/Cape-Ann-Museum-Gloucester.d553248621532667408.Vacation-Attraction)

![Wingaersheek Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531659-wingaersheek-beach.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Wingaersheek Beach

Why not spend a carefree afternoon at Wingaersheek Beach during your travels in Gloucester? While you're in the area, stroll along the seaside.

[](https://expedia.ca/Wingaersheek-Beach-Gloucester.d553248621532667334.Vacation-Attraction)

![Maritime Gloucester](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531237-maritime-gloucester.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Maritime Gloucester

You can spend an afternoon studying the exhibits at Maritime Gloucester during your travels in Gloucester. Wander the beautiful beaches and seaside in this family-friendly area.

[](https://expedia.ca/Maritime-Gloucester-Gloucester.d553248621532667406.Vacation-Attraction)

![Fishermen's Memorial Monument](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531073-fishermens-memorial-monument.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Fishermen's Memorial Monument

Learn about the local history of Gloucester with a stop at Fishermen's Memorial Monument. Wander the beautiful beaches and seaside in this family-friendly area.

[](https://expedia.ca/Fishermens-Memorial-Monument-Gloucester.d553248621532667320.Vacation-Attraction)

![Pavilion Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/530000/530780-pavilion-beach.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Pavilion Beach

Why not spend a lazy afternoon at Pavilion Beach during your trip to Gloucester? While you're in the area, stroll along the seaside.

[](https://expedia.ca/Pavilion-Beach-Gloucester.d553248635983990416.Vacation-Attraction)

![Good Harbor Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531388-gloucester.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Good Harbor Beach

If a restful vacation is part of your travel plans, Good Harbor Beach might be the perfect place to seek out during your trip to Gloucester. While you're in the area, stroll along the seaside.

[](https://expedia.ca/Good-Harbor-Beach-Gloucester.d553248621532667409.Vacation-Attraction)

* * *

## Best Lodging Options Near Dogtown

## Check availability on hotels close to Dogtown

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6092281&startDate=2025-10-26&endDate=2025-10-27)

[Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6092281&startDate=2025-10-26&endDate=2025-10-27)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6092281&startDate=2025-10-26&endDate=2025-10-27)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6092281&startDate=2025-10-26&endDate=2025-10-27)[Oct 26 - Oct 27](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6092281&startDate=2025-10-26&endDate=2025-10-27)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6092281&startDate=2025-10-27&endDate=2025-10-28)

[Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6092281&startDate=2025-10-27&endDate=2025-10-28)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6092281&startDate=2025-10-27&endDate=2025-10-28)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6092281&startDate=2025-10-27&endDate=2025-10-28)[Oct 27 - Oct 28](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6092281&startDate=2025-10-27&endDate=2025-10-28)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6092281&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025)

[Next weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6092281&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6092281&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025)

[](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6092281&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025)[Oct 31 - Nov 2](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true&regionId=6092281&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025)

![Rockport Inn And Suites](https://images.trvl-media.com/lodging/3000000/2810000/2803800/2803719/1c83e728_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Rockport Inn And Suites

183 Main Street, Rockport, MA

[](https://expedia.ca/Rockport-Hotels-Rockport-Inn-And-Suites.h2803719.Hotel-Information)

![Castle Manor Inn](https://images.trvl-media.com/lodging/12000000/11680000/11678300/11678212/08fc8a74_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Castle Manor Inn

141 Essex Avenue, Gloucester, MA

[](https://expedia.ca/Gloucester-Hotels-Castle-Manor-Inn.h11678212.Hotel-Information)

![Sea Lion Motel and Cottages](https://images.trvl-media.com/lodging/12000000/11240000/11236600/11236549/f51f1751_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Sea Lion Motel and Cottages

138 Eastern Avenue, Gloucester, MA

[](https://expedia.ca/Gloucester-Hotels-Sea-Lion-Motel-And-Cottages.h11236549.Hotel-Information)

![River Watch: Waterfront home with river views and a private dock.](https://images.trvl-media.com/lodging/64000000/63550000/63549300/63549251/21d67fd7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

River Watch: Waterfront home with river views and a private dock.

Gloucester

[](https://expedia.ca/Gloucester-Hotels-River-Watch-Waterfront-Home-With-River-Views-And-A-Private-Dock.h63549251.Hotel-Information)

![Evensong: Oceanview Retreat with Dock](https://images.trvl-media.com/lodging/60000000/59080000/59079900/59079830/276f197c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Evensong: Oceanview Retreat with Dock

Gloucester

[](https://expedia.ca/Gloucester-Hotels-Evensong-Oceanview-Retreat-With-Dock.h59079830.Hotel-Information)

![The Vista](https://images.trvl-media.com/lodging/10000000/9480000/9480000/9479946/1d8ac3d9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Vista

22 Thatcher Rd., Gloucester, MA

[](https://expedia.ca/Gloucester-Hotels-The-Vista.h9479946.Hotel-Information)

![Sunset Cove: Waterfront at Goose Cove](https://images.trvl-media.com/lodging/45000000/44380000/44370100/44370056/0adb3817_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Sunset Cove: Waterfront at Goose Cove

Gloucester

[](https://expedia.ca/Gloucester-Hotels-Sunset-Cove-Waterfront-Home-In-Goose-Cove-Section-Of-Gloucester.h44370056.Hotel-Information)

![WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT ](https://images.trvl-media.com/lodging/76000000/75730000/75726700/75726621/8a0eada1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT

Gloucester

[](https://expedia.ca/Gloucester-Hotels-WATERFRONT-1BDRM-SPACIOUS-STUDIO-APARTMENT.h75726621.Hotel-Information)

![Clean Waterfront Classic Cottage with Private Beach](https://images.trvl-media.com/lodging/47000000/46130000/46121300/46121218/614dd755_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Clean Waterfront Classic Cottage with Private Beach

Gloucester

[](https://expedia.ca/Gloucester-Hotels-Clean-Waterfront-Classic-Cottage-With-Private-Beach.h46121218.Hotel-Information)

[See all 512 properties in Dogtown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=6092281)

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.