Deals on vacations and trips to Rockland

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Rockland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

3 out of 5
Save 100% on your flight
Price was $1,025, price is now $671 per person
$671
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free aparthotel. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,676, price is now $702 per person
$702
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Boston (BOS)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $2,890, price is now $1,826 per person
$1,826
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
Furnished Apartment Near Longwood

Furnished Apartment Near Longwood

3 out of 5
North Brookline
Save 100% on your flight
Price was $1,788, price is now $1,175 per person
$1,175
per person
Aug 30 - Sep 5
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
This apartment features a virtual front desk. Take advantage of the self parking.
The Hotel Portsmouth

The Hotel Portsmouth

3 out of 5
Downtown
Save 100% on your flight
Price was $1,236, price is now $816 per person
$816
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 4 onsite conference rooms. A snack bar/deli and concierge services are also provided.

Top Rockland hotels deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$274 nightly
The price is $319 total per night
$319 total
Jul 31 - Aug 1
Total with taxes and fees
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, poolside bar, and snack bar/deli.
Pool
Hot Tub
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
$159 nightly
The price is $185 total per night
$185 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.
Pet friendly
Free WiFi
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
$164 nightly
The price is $190 total per night
$190 total
Aug 16 - Aug 17
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Self parking, a coffee shop, and a terrace are also offered.
Pet friendly
Free WiFi
The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

3 out of 5
220 Huntington Avenue Boston MA
Free Cancellation
Reserve now, pay when you stay
$166 nightly
The price is $193 total per night
$193 total
Aug 9 - Aug 10
Total with taxes and fees
A gym is featured at this hotel, along with self parking. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. There's a fireplace in the lobby and multilingual staff can provide around-the-clock assistance.
Breakfast included
Pet friendly
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Free Cancellation
Reserve now, pay when you stay
$279 nightly
The price is $312 total per night
$312 total
Aug 23 - Aug 24
Total with taxes and fees
This luxury hotel features a casino, a full-service spa, and a nightclub. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Free self parking is free for guests, and you can enjoy a meal in one of the 15 restaurants.
Spa
Parking included
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$212 nightly
The price is $247 total per night
$247 total
Aug 27 - Aug 28
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A coffee shop, a communal living room, and a library are also on offer.
Pet friendly
Free WiFi
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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.

Stay near popular Rockland attractions

Rockland Ice Rink

8.6/10 (12 reviews)
Enjoy an outing to Rockland Ice Rink during your stay in Rockland. Stroll along the area's beautiful beaches, or simply savor its top-notch restaurants.
See properties

Frequently asked questions

How much are vacation packages to Rockland?
With vacation packages available from as low as $671, it's not necessary to wipe out your bank balance to travel to Rockland. Travelocity is here to help. Bundle up experiences, flights and hotels into a convenient package and land serious discounts. The more you book, the more you save.
How long should my Rockland vacation be?
On average, travelers spend 2 nights in Rockland. However, that might not be enough time for you. If you aim to see some of the area's hidden gems, why not add a few more nights to your itinerary?
Where can I get the best vacation package deals for Rockland?
No matter your adventure, Travelocity can help you get an unbeatable Rockland package deal. The only thing you need to do is mix and match from our 400 air carriers and 1,000,000 properties worldwide.
Why should I book my Rockland vacation bundle via Travelocity?
From enticing destinations to fun experiences, we have everything you need to satisfy your travel desires. Our friendly 24/7 customer support will also ensure you're being well taken care of while you're on your getaway. And don't panic if you spot a better price on your reservation, we'll match it. That's our Price Match Guarantee.
Can I save on my Rockland car rental if I combine it with a hotel or flight?
Combining your car, flight and hotel into a Rockland vacation package is a surefire way to score the best deal. Plus, having your own set of wheels gives you absolute freedom to make your way to all those big sights you're hoping to check out. Located 120 mi from Rockland, Yale University is one attraction that should be on your must-do list. Buckle up and make a day trip of it.
Which airport is best for Rockland?
For many travelers, heading to Rockland means going through Logan Intl. Airport (BOS). This popular airport sits 17 mi north of the city center. You could also fly into T.F. Green Airport (PVD) (40 mi away from central Rockland) or Manchester-Boston Regional Airport (MHT) (60 mi away from central Rockland).
What is there to do in Rockland?
You'll notice a particular magic in the air as you stroll the streets of Rockland. Rockland Ice Rink and Rockland Golf Course are just a couple of renowned sights that make this city so popular, so add them to your travel itinerary.
Where should I stay when visiting Rockland?
If you're looking for a place to lay your head, consider the Comfort Inn Rockland - Boston. It's the top pick for many travelers.

Photos of local treasures

Browse Rockland vacation photos for more inspiration

A calm sea with multiple sailboats anchored, a distant ship, and a hazy shoreline.
A stone building with a red roof and a large red water wheel.
A stone building with a red water wheel and a waterfall, surrounded by autumn-colored trees.
A weathered boat with a rope and a wooden oar.