Dogtown Vacation Deals: Dogtown, Gloucester Vacations

Dogtown vacation package deals

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

Holly Tree Resort

Save 100% on your flight

per person

Jun 18 - Jun 22

just found

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

This aparthotel features an outdoor pool and an indoor pool. Enjoy the gym and perks like free self parking and free WiFi. There's a hot tub on site, and laundry facilities and barbecue grills are also offered.

The Charles Hotel

West Cambridge

Save 100% on your flight

per person

May 4 - May 10

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.

Riverview Resort

Bass River

Save 100% on your flight

per person

Jun 26 - Jul 1

found 6 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Boston (BOS)

This aparthotel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A 24-hour business center, a picnic area, and laundry facilities are also on offer.

Global Luxury Suites East Boston

East Boston

Save 100% on your flight

per person

Jun 10 - Jun 14

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Boston (BOS)

This aparthotel features an indoor pool and a gym. Families will appreciate the arcade/game room and barbecue grills. WiFi in public areas is free.

Lighthouse Inn

Save 100% on your flight

per person

Jun 18 - Jun 22

just found

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

A private beach and an outdoor tennis court are featured at this smoke-free hotel. Spend a day at the beach windsurfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities.

Sea Mist Resort

Save 100% on your flight

per person

Jun 18 - Jun 22

just found

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

This aparthotel features an outdoor pool and an indoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and perks like free self parking.

Frequently asked questions

How much are vacation packages to Dogtown?

Grab an express ticket to an amazing deal with Travelocity’s $587 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

Beauport Hotel Gloucester

55 Commercial Street, Gloucester, MA

$267

includes taxes & fees

$239 per night

Apr 13 - Apr 14

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.

Pool

Free WiFi

Evensong: Oceanview Retreat with Dock

This vacation home features barbecue grills.

Kitchen

Washer

Clean Waterfront Classic Cottage with Private Beach

This vacation home includes a garden and barbecue grills.

Kitchen

Pet friendly

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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.