Weston Vacation Packages 2026 from $718

Weston flight + hotel vacation packages

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

Lincoln Inn & Gallery

$718

per person

Dec 17 - Dec 21

found 18 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Springfield (VSF)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A fireplace in the lobby and a picnic area are also provided.

Vikings Villages Resort

$1,241

per person

Dec 30 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Springfield (VSF)

A rooftop terrace is featured at this hotel, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and a picnic area are also on offer.

Latchis Hotel

$770

per person

Dec 30 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Springfield (VSF)

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking and luggage storage are also offered on site.

Deerfield Valley Inn

$820

per person

Dec 30 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Springfield (VSF)

This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. A free bus station shuttle is offered as well. A 24-hour business center, a garden, and a lobby fireplace are also on offer.

1846 Inn and Tavern

$810

per person

Dec 17 - Dec 21

found 18 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to Springfield (VSF)

A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A garden is also provided.

Top Weston hotels deals

The Weston

630 Main St Weston VT

$379 nightly

$413 total

Nov 19 - Nov 20

Total with taxes and fees

This luxury guesthouse features a full-service spa and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.

Spa

Pet friendly

Comfort Inn Rutland - Killington

19 Allen St Rutland VT

Free Cancellation

$126 nightly

$138 total

Dec 9 - Dec 10

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.

Pool

Hot Tub

The Mountain Inn at Killington

47 Old Mill Rd Killington VT

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$158 total

Nov 17 - Nov 18

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and free perks like continental breakfast and free self parking.

Pool

Breakfast included

Killington Mountain Lodge, Tapestry Collection by Hilton

2617 Killington Rd Killington VT

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$130 total

Nov 18 - Nov 19

Total with taxes and fees

This hotel features a 24-hour gym, a hot tub, and a restaurant. Traveling on business? Take advantage of the 2 conference rooms, along with free WiFi in public areas. Self parking, a terrace, and a lobby fireplace are also offered.

Hot Tub

Pet friendly

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

485 Hotel Road Brownsville VT

Free Cancellation

$144 nightly

$157 total

Nov 17 - Nov 18

Total with taxes and fees

This resort features a restaurant, an outdoor tennis court, and a bar/lounge. A business center, a lobby fireplace, and a picnic area are also on offer.

Restaurant

Air conditioning

The Equinox Golf Resort And Spa

3567 Main Street Manchester VT

Free Cancellation

Reserve now, pay when you stay

$166 nightly

$182 total

Nov 23 - Nov 24

Total with taxes and fees

This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.

Pool

Hot Tub

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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 Weston attractions

Weston Priory

9.0/10 (2 reviews)

You can find out about the history of Weston when you stop by Weston Priory. Discover the mountain views in this romantic area, or enjoy its ski slopes.

See properties

Frequently asked questions

How much are vacation packages to Weston?

You'll be surprised — you can find yourself in Weston for only $718. Here at Travelocity, we save you time and money with our awesome vacation package deals. With flights, hotels and experiences all ready to be snapped up, why wait any longer?

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

Your dream vacation can be booked through Travelocity. With access to 400 air carriers and an incredible 1,000,000 properties around the world, finding the perfect Weston package deal couldn't be simpler.

Why should I purchase my Weston vacation package via Travelocity?

We have experiences and destinations to suit every type of traveler, excellent service and 24/7 customer support. To top that off, we'll match any lower price you find with our Price Match Guarantee.

Can I save on my Weston car rental if I bundle it with my hotel or flight?

You certainly can — bundle your hotel, flight and car into a Weston vacation package and you'll save loads. With so much to uncover in the Weston area, that set of wheels will come in handy. Once you've slid into the driver's seat, hit the wide open road and cruise toward Fenway Park, a well-known attraction around 110 mi from Weston.

Which airport is best for Weston?

Lebanon Municipal Airport (LEB) is one place you can kick off your Weston adventure. Sitting 35 mi northeast of Weston, it welcomes travelers from all over every day. Another fantastic option is Rutland Southern Vermont Regional Airport (RUT), 18 mi away from central Weston.

What is there to do in Weston?

Weston Playhouse is just one of the memorable sights that make Weston such a great place to visit. But allow yourself enough time to roam its lesser-known attractions too. This is often where the best memories are created.

Where should I stay when visiting Weston?

If you're looking for a place to lay your head, have a look at the Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly. It's the top pick for many visitors.