Dogtown Vacation Deals: Dogtown, Gloucester Vacations

Dogtown vacation package deals

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

TownePlace Suites Boston Logan Airport/Chelsea

Save 100% on your flight

per person

Jan 22 - Jan 27

found 18 hours ago

Roundtrip flight included

Orlando (MCO) to Boston (BOS)

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the free buffet breakfast each morning.

Fairmont Copley Plaza, Boston

Back Bay

Save 100% on your flight

per person

Feb 27 - Mar 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a rooftop terrace on site, and laundry facilities and concierge services are also offered.

The Cove At Salem

Save 100% on your flight

per person

Mar 13 - Mar 19

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Boston (BOS)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A communal living room and barbecue grills are also provided.

Hilton Boston/Dedham

Save 100% on your flight

per person

Mar 13 - Mar 19

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Boston (BOS)

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a garden are also on offer.

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

per person

Jan 23 - Jan 26

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Boston (BOS)

A restaurant and a bar/lounge are featured at this hotel. A terrace, limo/town car service, and a snack bar/deli are also on offer.

Mandarin Oriental, Boston

Back Bay

Save 100% on your flight

per person

Feb 13 - Feb 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the sauna, bar/lounge, and limo/town car service.

Frequently asked questions

How much are vacation packages to Dogtown?

Grab an express ticket to an amazing deal with Travelocity’s $340 Dogtown vacation package. Not only will you save some serious bucks on your flights and hotel stay, you can also add on a couple more exciting local experiences or even a rental vehicle.

Where can I get the best vacation package deals for Dogtown?

For the best package deal to Dogtown, head straight to Travelocity. Pick from as many as 400 airlines and 1,000,000 properties around the world to create your dream adventure — it couldn’t be simpler.

Why should I book my Dogtown vacation bundle via Travelocity?

Because we believe in creating one-of-a-kind vacation experiences. From flights and hotels to car rentals and activities, our packages make it a breeze to save. Our support team is available 24/7 to ensure you’ll never wander alone. We also have an amazing Price Match Guarantee, so you can book your vacation knowing you’ve landed the best deal around. If you find a lower price, we’ll match it!

Top Dogtown hotel deals

Rockport Inn And Suites

183 Main Street, Rockport, MA

Free Cancellation

Reserve now, pay when you stay

$166

includes taxes & fees

$149 per night

Jan 13 - Jan 14, 2025

This bed & breakfast features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Free parking, a 24-hour business center, and a coffee shop are also offered.

Beauport Hotel Gloucester

55 Commercial Street, Gloucester, MA

$205

includes taxes & fees

$183 per night

Dec 29 - Dec 30

This hotel features a restaurant, a gym, and a bar/lounge. Take the free beach shuttle and relax with beach umbrellas. Enjoy the a rooftop terrace and perks like free WiFi and a free beach shuttle.

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

This vacation home includes a garden and barbecue grills.

Don't see what you're looking for?

See all available properties in Dogtown

View all properties

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.