Wellesley Vacation Packages 2026 from $670

Wellesley flight + hotel vacation packages

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

Meco Hotel - Hostel

West End

Save 100% on your flight

$670

per person

Aug 11 - Aug 14

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

A coffee shop, free WiFi in public areas, and a snack bar/deli are available at this hostel. Express check-in is also provided.

Boston Harbor Hotel

North End

$1,855

per person

Aug 19 - Aug 26

found 1 day ago

Roundtrip flight included

Charlotte (CLT) 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 Atlas Hotel

Allston

Save 100% on your flight

$982

per person

Aug 19 - Aug 26

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the laundry service and WiFi in public areas. A communal living room, luggage storage, and concierge services are also on offer.

Fairmont Copley Plaza, Boston

Back Bay

Save 100% on your flight

$1,278

per person

Aug 19 - Aug 26

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Boston (BOS)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a rooftop terrace on site, and laundry facilities and concierge services are also offered.

The Charles Hotel

West Cambridge

Save 100% on your flight

$1,473

per person

Aug 19 - Aug 26

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Boston (BOS)

A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.

Top Wellesley hotels deals

The Revolution Hotel

40 Berkeley Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$161 total

Jul 6 - Jul 7

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

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$238 nightly

$277 total

Jun 14 - Jun 15

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

$219 nightly

$254 total

Jul 5 - Jul 6

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

The Langham, Boston

250 Franklin St Boston MA

Free Cancellation

Reserve now, pay when you stay

$595 nightly

$693 total

Jun 20 - Jun 21

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

Pool

Pet friendly

The Godfrey Hotel Boston

505 Washington Street Boston MA

Free Cancellation

Reserve now, pay when you stay

$322 nightly

$375 total

Jul 5 - Jul 6

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Valet parking, a business center, and a coffee shop are also offered.

Pet friendly

Restaurant

Hyatt Regency Boston/Cambridge

575 Memorial Drive Cambridge MA

$176 nightly

$204 total

Jun 30 - Jul 1

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

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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

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

Boston Harbor

Adore Boston’s charming working harbor from the waterfront or head out by boat to get to know it more intimately.

Harvard University

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

Frequently asked questions

How much are vacation packages to Wellesley?

Your vacation fantasies can become a reality in Wellesley from as little as $670. Packages include flights and hotels, so organizing everything should be a piece of cake. The only thing you'll need to worry about is having a good time.

How long should my Wellesley vacation be?

Generally, 2 nights is what most tourists book for their Wellesley vacation. That's a good starting point, but there's loads more to uncover if you allow yourself a little more time.

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

Travelocity will be able to help you get a terrific Wellesley package deal. With 400 air carriers and 1,000,000 properties worldwide, you're sure to be able to craft the perfect itinerary.

Why should I book my Wellesley vacation package with Travelocity?

We offer round-the-clock support, top-notch service and a Price Match Guarantee. Life's a great big journey — and we have enticing destinations for you to journey to all across the globe. Travel with us and make your hip pocket happy.

Can I save on my Wellesley car rental if I combine it with my hotel or flight?

You sure can — bundle your flight, car and hotel into a Wellesley vacation package and you can save a tidy sum. With so much to discover in Wellesley, having your own wheels will come in handy. Once you're in the driver's seat, turn up the tunes and head toward Plymouth Rock, a must-see attraction roughly 40 mi from Wellesley.

Which airport is best for Wellesley?

Logan Intl. Airport (BOS) is one of the most popular airports in Wellesley. It's located 15 mi east of the downtown area. Other options open to you are T.F. Green Airport (PVD) (40 mi away from central Wellesley) and Manchester-Boston Regional Airport (MHT) (45 mi away from central Wellesley).

What is there to do in Wellesley?

Enjoy some great photo-ops at Wellesley College, one of the most well-known attractions in Wellesley. There's plenty more to discover in this exciting city, so make sure you have enough time to explore some off-the-beaten-path gems.

Where should I stay when visiting Wellesley?

Many travelers stay at the Wellesley Bed And Breakfast. It's a terrific base for your Wellesley escape.