Westborough Vacation Packages 2026 from $515

Westborough flight + hotel vacation packages

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

D. Hotel Suites & Spa

$515

per person

Nov 20 - Nov 25

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Enjoy the gym and free buffet breakfast each morning. You'll appreciate the hot tub, bar/lounge, and laundry facilities.

Four Seasons Hotel Boston

Bay Village

Save 100% on your flight

$1,304

per person

Nov 6 - Nov 9

found 24 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

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

Mandarin Oriental, Boston

Back Bay

Save 100% on your flight

$1,065

per person

Nov 6 - Nov 9

found 24 hours ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the sauna and perks like free WiFi.

The Coach House

Save 100% on your flight

$2,577

per person

Oct 30 - Nov 1

found 10 hours ago

Roundtrip non-stop flight included

Dallas (DAL) to Boston (BOS)

This hotel features free self parking and free WiFi in public areas. Enjoy the free on-the-go breakfast each morning.

Furnished Apartment Near Longwood

North Brookline

$1,338

per person

Oct 11 - Oct 16

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Boston (BOS)

This apartment features a virtual front desk. Take advantage of the self parking.

Top Westborough hotels deals

Extended Stay America Suites Boston Westborough Computer Dr

1800 Computer Dr Westborough MA

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$100 total

Sep 10 - Sep 11

Total with taxes and fees

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. A picnic area and a safe deposit box are also provided.

Breakfast included

Pet friendly

DoubleTree by Hilton Hotel Boston - Westborough

5400 Computer Dr Westborough MA

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$137 total

Sep 8 - Sep 9

Total with taxes and fees

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Pool

Parking included

Westborough Inn

4 Boardman St Westborough MA

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$113 total

Sep 3 - Sep 4

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. A terrace, a picnic area, and concierge services are also on offer.

Parking included

Free WiFi

Hampton Inn Boston - Westborough

15 Connector Road Westborough MA

Free Cancellation

Reserve now, pay when you stay

$142 nightly

$158 total

Sep 20 - Sep 21

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Extended Stay America Suites Boston Westborough East Main St

180 E Main St Westborough MA

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$103 total

Sep 27 - Sep 28

Total with taxes and fees

A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A picnic area and a safe deposit box are also provided.

Breakfast included

Pet friendly

Extended Stay America Suites Boston Westborough Connector Rd

19 Connector Rd Westborough MA

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$103 total

Sep 11 - Sep 12

Total with taxes and fees

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.

Breakfast included

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.

Stay near popular Westborough attractions

Westborough Country Club

7.6/10 (29 reviews)

Enjoy a round of golf in Westborough at Westborough Country Club. Experience the great live music or attend a sporting event in this family-friendly area.

See properties

Frequently asked questions

How much are vacation packages to Westborough?

With offers starting from as little as $515, hotel and flight packages are an ideal way to stretch your vacation budget. Get ready Westborough — here you come!

How long should my Westborough vacation be?

Usually, 3 nights is how long most people spend exploring Westborough. Wondering if that'll be sufficient time to do everything on your to-do list? Stay a few more nights so you don't miss a thing.

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

For the perfect package deal to Westborough, head straight to Travelocity. Take your pick from as many as 400 airlines and 1,000,000 worldwide properties to create the ideal trip — it couldn't be easier than that.

Why should I book my Westborough vacation bundle with Travelocity?

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

Can I save money on my Westborough car rental if I book it with a hotel or flight?

You most certainly can — combine your car, flight and hotel into a Westborough vacation package and you'll save a tidy sum. With so much to discover in Westborough, having your own ride will come in handy. Once you've settled into the driver's seat, get out on the wide open road and head toward Plymouth Rock, a renowned sight roughly 55 mi from Westborough.

Which airport is best for Westborough?

Logan Intl. Airport (BOS) (30 mi away from downtown), Bradley Intl. Airport (BDL) (60 mi away from central Westborough) and T.F. Green Airport (PVD) (40 mi away from central Westborough) are the top options for Westborough.

What is there to do in Westborough?

While getting off the beaten track is rewarding, you shouldn't miss the well-known sights that make a destination famous. Westborough Country Club and Lake Chauncy Public Beach are a couple of them in Westborough.

Where should I stay when visiting Westborough?

The Hampton Inn Boston - Westborough is the number one choice of many travelers. Book now before it's too late.