Westwood Vacation Packages 2026 from $615

Westwood flight + hotel vacation packages

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

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

$615

per person

Jul 10 - Jul 12

found 1 day ago

Roundtrip flight included

Chicago (ORD) 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.

Life House, Nantucket

Nantucket Town

Save 100% on your flight

$1,700

per person

May 21 - May 28

found 8 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. A snack bar/deli, a communal living room, and a library are also on offer.

Lighthouse Inn

Save 100% on your flight

$763

per person

Jun 29 - Jul 3

found 10 hours ago

Roundtrip flight included

Chicago (ORD) 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.

Boston Harbor Hotel

North End

Save 100% on your flight

$1,543

per person

May 24 - May 27

found 13 hours ago

Roundtrip flight included

Dallas (DAL) 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.

The Mansion at Ocean Edge

Save 100% on your flight

$1,444

per person

Jun 29 - Jul 3

found 10 hours ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

This smoke-free hotel features a private beach, a golf course, and a full-service spa. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the 3 outdoor pools and get free self parking.

Top Westwood hotels deals

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$225 nightly

$262 total

May 10 - May 11

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

Seaport Hotel Boston

1 Seaport Lane Boston MA

Free Cancellation

Reserve now, pay when you stay

$199 nightly

$231 total

May 10 - May 11

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the steam room, bar/lounge, and concierge services.

Pool

Pet friendly

Hilton Boston Park Plaza

50 Park Plaza Boston MA

Free Cancellation

Reserve now, pay when you stay

$212 nightly

$247 total

May 10 - May 11

Total with taxes and fees

This luxury hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a 24-hour business center, and a coffee shop are also offered.

Pet friendly

Free WiFi

Harborside Inn Of Boston

185 State St Boston MA

$229 nightly

$267 total

Apr 26 - Apr 27

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A business center, express check-in, and express check-out are also on offer.

Free WiFi

Restaurant

Omni Parker House

60 School St Boston MA

Free Cancellation

Reserve now, pay when you stay

$306 nightly

$357 total

Apr 26 - Apr 27

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 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, express check-out, and a computer station are also on offer.

Pet friendly

Free WiFi

The Revolution Hotel

40 Berkeley Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$153 nightly

$178 total

Apr 26 - Apr 27

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

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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.

Popular places to visit

Fenway Park

4.5/5(2,543 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Harvard University

4.5/5(1,983 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Gillette Stadium

4.5/5(400 reviews)

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theater scene.

Frequently asked questions

How much are vacation packages to Westwood?

Adventures are calling in Westwood, with Travelocity vacation packages from as little as $615. Providing both hotels and flights, these amazing deals make it easy to see more of our beautiful planet.

How long should my Westwood vacation be?

There are no firm rules when it comes to how long your vacation in Westwood should be, but the majority of travelers choose to stay for around 2 nights. Got some flexibility with your departure date? Consider booking a few more nights. That way, you'll have enough time to explore the area's hidden treasures as well.

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

You can pick up unbeatable Westwood package deals with Travelocity. Mix and match from 400 partner airlines and 1,000,000 worldwide properties and turn those travel fantasies into reality.

Why should I book my Westwood vacation package with Travelocity?

Travel should be about making cherished new memories and leaving all your worries behind — which is why we have a team of customer service experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our broad range of package deals. So what are you waiting for? There's no time like the present to secure that vacation you've always dreamed of.

Will I save money on my Westwood car rental if I book it with my hotel or flight?

Bundling your hotel, flight and car into a Westwood vacation package is an excellent way to score an amazing deal. Plus, having your own car rental gives you freedom to get to all those amazing sights you can't wait to see. Located 35 mi from Westwood, Plymouth Rock is one place that should be on your can't-miss list. Turn up the tunes and make a day trip of it.

Which airport is best for Westwood?

Logan Intl. Airport (BOS) is one of the most popular airports in Westwood. It's located 15 mi northeast of the buzzing city center. Your other options are T.F. Green Airport (PVD) (35 mi away from central Westwood) and Manchester-Boston Regional Airport (MHT) (50 mi away from central Westwood).

Where should I stay when visiting Westwood?

The Courtyard by Marriott Boston Dedham/Westwood is the top choice of many visitors. Book soon before it's too late.