Westport Vacation Packages 2025/2026 from $395

Westport flight + hotel vacation packages

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

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$395

per person

Nov 8 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

The Cove At Salem

Save 100% on your flight

$660

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

Boston Harbor Hotel

North End

Save 100% on your flight

$1,987

per person

Oct 7 - Oct 10

found 1 day ago

Roundtrip non-stop 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 Hotel Salem

Save 100% on your flight

$911

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A terrace, luggage storage, and concierge services are also on offer.

Hotel 1620 Plymouth Harbor

Plymouth Downtown Waterfront District

$541

per person

Oct 18 - Oct 21

found 23 hours ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

Free water park access and an indoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the conference center and conference space on site. Enjoy the 24-hour gym and perks like free self parking.

Top Westport hotels deals

Hampton Inn Fall River/Westport

53 Old Bedford Rd, Westport, MA

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$158 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. A 24-hour business center, free WiFi in public areas, and a terrace are also on offer.

Pool

Hot Tub

The Newport Harbor Hotel & Marina

49 America's Cup Ave, Newport, RI

Free Cancellation

Reserve now, pay when you stay

$333 nightly

$377 total

Sep 14 - Sep 15

Total with taxes and fees

A marina and a restaurant are featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the indoor pool, bar/lounge, and coffee shop.

Pool

Free WiFi

Omni Providence Hotel

1 W Exchange St, Providence, RI

$158 nightly

$182 total

Sep 21 - Sep 22

Total with taxes and fees

This hotel features 2 restaurants and a 24-hour gym. Traveling on business? Take advantage of the 11 conference rooms and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.

Howard Johnson by Wyndham Middletown Newport Area

351 W Main Rd, Middletown, RI

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$182 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the arcade/game room, onsite laundry facilities, and babysitting. Enjoy the gym and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

Atlantic Beach Hotel Newport

28 Aquidneck Ave, Middletown, RI

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$168 total

Sep 29 - Sep 30

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.

The Pell - Part of JdV by Hyatt

425 E Main Rd, Middletown, RI

Free Cancellation

Reserve now, pay when you stay

$150 nightly

$170 total

Oct 6 - Oct 7

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 business center and free WiFi in public areas. Free parking, a coffee shop, and express check-out are also offered.

Pet friendly

Parking included

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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

Horseneck State Beach

If a restful vacation is part of your travel plans, Horseneck State Beach might be the perfect place to seek out during your trip to Westport. Wander the riverfront in this family-friendly area.

Horseneck Beach State Reservation

You can take time to visit Horseneck Beach State Reservation during your travels to Westport. Wander the riverfront in this family-friendly area.

Westport Rivers Vineyard & Winery

You can enjoy a tasting or tour at Westport Rivers Vineyard & Winery during your travels to Westport. Stroll along this family-friendly area's riverfront, or simply enjoy its wineries.

Frequently asked questions

How much are vacation packages to Westport?

With vacation packages being sold from as little as $395, there's no need to blow out the credit card for your getaway to Westport. Travelocity can help. Bundle your flights, hotels and experiences into a convenient package and receive some exciting discounts. The more you book, the more you save.

How long should my Westport vacation be?

Around 2 nights is the average time frame visitors vacation in Westport. But the perfect trip length depends on how many cherished memories you want to create. Why not stay a couple of extra days and discover some off-the-beaten-path gems?

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

You'll come across a terrific range of Westport package deals on Travelocity. With 400 partner airlines and 1,000,000 properties across the globe, putting together the ultimate getaway will be easy.

Why should I purchase my Westport vacation bundle with Travelocity?

By booking your flights, hotel, activities and car rental all in the one place, you'll save both time and money. We have an expert team of customer service specialists available 24/7, and you'll know that you're always getting the best deal in town with our Price Match Guarantee. So, what are you waiting for? Book your dream getaway today and get packing!

Will I save money on my Westport car rental if I book it with hotels and flights?

With a Westport vacation package, you can bundle your flight, hotel and car bookings and save loads. When you're ready to see the best of this fantastic area, why not start with Fenway Park? This famous sight is 55 mi from Westport. With your own wheels, you'll be there in no time.

Which airport is best for Westport?

For plenty of wanderers, a stay in Westport means a visit to Logan Intl. Airport (BOS). This bustling airport is 55 mi north of the downtown area. You could also jet into T.F. Green Airport (PVD) (20 mi away from central Westport) or Martha's Vineyard Airport (MVY) (25 mi away from central Westport).

What is there to do in Westport?

While venturing off the beaten track is rewarding, you really shouldn't miss the big-name attractions that make a place famous. Horseneck Beach State Reservation and Gooseberry Island are a couple of them in Westport.

Where should I stay when visiting Westport?

If you're looking for a place to base yourself, consider the Hampton Inn Fall River/Westport. It's the top choice for many visitors.