Westwood Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Westwood Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Iris Hotel Boston
Coolidge Corner
Save 100% on your flight
Price was $1,999, price is now $1,117 per person
$1,117
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Boston (BOS)
Book a stay at this business-friendly hotel in Brookline. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Fenway Park and Harvard Square are located nearby.
Great place to stay, very clean and the staff was great. Nice restaurant too
Reviewed on Aug 4, 2026
Good Hotels Boston
South End
Save 100% on your flight
Price was $2,039, price is now $1,397 per person
$1,397
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, laundry facilities, and bathrobes. Popular attractions Copley Square and Fenway Park are located nearby.
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.
Reviewed on May 23, 2026
The Charles Hotel
West Cambridge
Save 100% on your flight
Price was $1,761, price is now $1,226 per person
$1,226
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
Book a stay at this luxury hotel in Cambridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
The room was very clean and nicely appointed. Staff very friendly and accommodating.
Reviewed on Aug 4, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $3,477, price is now $2,683 per person
$2,683
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
The location is great and amenities are great
Reviewed on Aug 3, 2026
Eurostars The Boxer
West End
Save 100% on your flight
Price was $1,910, price is now $1,513 per person
$1,513
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip flight included
Columbus (CMH) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
What a nice surprise! We booked a room the night before an early flight and the hotel was great. We were upgraded to a junior suite and the room was spacious and comfortable. The location is super convenient and I’d definitely stay here again the next time I’m in Boston.
Reviewed on Aug 3, 2026
Maverick Suites at 28 Fenway
Fenway–Kenmore
Save 100% on your flight
Price was $1,549, price is now $1,250 per person
$1,250
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Boston (BOS)
Stay at this apartment in Boston. Enjoy free WiFi, laundry facilities, and concierge services. Popular attractions Fenway Park and Copley Square are located nearby.
This property is extremely secure. You need a security code to not enter one, but two access doors. The place is immaculate and the space is more than enough. There was a mini kitchenette with a small fridge, microwave, and every utensil and glass you could think of. It also comes with a spacious closet, large updated bathroom, and amenities to make your stay perfect. The best part? It is a quick 10 minute walk to Fenway Park!
Reviewed on Jul 31, 2026
Westwood Vacation Packages
Hoping to save money and time on your next vacation to Westwood? The AARP Travel Center Powered by Expedia® can help you do both. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Westwood the best one yet. Our Travel Center is a one-stop shop where you can put together the best Westwood vacation package for you. We have an amazing selection of flights and hotels, as well as Westwood endeavors to choose from.
Hotel Deals in Westwood
You can choose from around 3965 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Westwood hot spots, we have plenty of options available.
From Westwood hotels with pools and on-site restaurants, to boutique accommodations that add all the extra touches, you'll get a hotel here that will make your trip astounding. With AARP Travel Center's Westwood hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.
Things to do in Westwood
Westwood has about 16,055 people that make this city their home. If you wanted to take a break from the hustle and bustle of a big city, then you chose the perfect place. With Westwood's burgeoning art scene and plenty of interest for history buffs you may have a hard time fitting everything into one trip.
Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.
Package Your Westwood Vacation and Save
As an AARP Member, you can cash in on all the great deals. You'll save on select hotels worldwide, flights, and rental cars. No matter what Westwood vacation bundle you pick, you can rest easy knowing that you already saved on your trip. The hardest packing you'll have to do is for your suitcase. Book today and get ready for your Westwood vacation.
Top Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
21.28 km from city center
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
The Revolution Hotel
40 Berkeley Street Boston MA
19.36 km from city center
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
21.05 km from city center
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
The Dagny Boston
89 Broad Street Boston MA
21.28 km from city center
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our ...
The Midtown Hotel MOD Collection by Sonesta
220 Huntington Avenue Boston MA
18.52 km from city center
Stay at this hotel in Boston. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Copley Square and Fenway Park are located nearby.
Hilton Boston Park Plaza
50 Park Plaza Boston MA
19.86 km from city center
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Harborside Inn Of Boston
185 State St Boston MA
21.45 km from city center
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. ...
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
18.38 km from city center
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the restaurant ...
Encore Boston Harbor
1 Broadway Everett MA
23.84 km from city center
Book a stay at this luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
The Godfrey Hotel Boston
505 Washington Street Boston MA
20.61 km from city center
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the ...
The Westin Boston Seaport District
425 Summer St Boston MA
20.94 km from city center
Book a stay at this business-friendly hotel in Boston. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the breakfast and the ...
Omni Parker House
60 School St Boston MA
20.93 km from city center
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff ...
citizenM Boston Back Bay
408 Newbury street Boston MA
18.62 km from city center
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square are located ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Fri, Sep 25 - Fri, Oct 2
LAX
Los Angeles Intl.
BOS
Logan Intl.
$259 Roundtrip, found 16 hours ago
$259
Roundtrip
found 16 hours ago
Fri, Sep 25 - Fri, Oct 2
LAX
Los Angeles Intl.
BOS
Logan Intl.
$277 Roundtrip, found 16 hours ago
$277
Roundtrip
found 16 hours ago
Sat, Sep 12 - Wed, Sep 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$287 Roundtrip, found 16 hours ago
$287
Roundtrip
found 16 hours ago
Fri, Sep 25 - Fri, Oct 2
LAX
Los Angeles Intl.
BOS
Logan Intl.
$287 Roundtrip, found 16 hours ago
$287
Roundtrip
found 16 hours ago
Sat, Sep 12 - Wed, Sep 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$297 Roundtrip, found 16 hours ago
$297
Roundtrip
found 16 hours ago