Deals on vacations and trips to Shrewsbury

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Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $575, price is now $446 per person
$446
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $745, price is now $539 per person
$539
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Rutland (RUT)
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.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $658, price is now $509 per person
$509
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Rutland (RUT)
A private beach and a restaurant are featured at this smoke-free lodge. Enjoy the seasonal outdoor pool and perks like free self parking. There's a bar/lounge on site, and a terrace and barbecue grills are also provided.
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was $779, price is now $605 per person
$605
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Rutland (RUT)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. A grocery/convenience store, a computer station, and laundry facilities are also on offer.
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was $601, price is now $491 per person
$491
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Springfield (VSF)
Ski-in/ski-out access, 2 restaurants, and 3 hot tubs are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski passes and ski storage are available on site. Bring the family and enjoy the mini golf, playground, and arcade/game room.

Top Shrewsbury hotels deals

The Buckmaster Inn

The Buckmaster Inn

3 out of 5
20 Lottery Rd Shrewsbury VT
Get rates
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A garden is also provided.
Breakfast included
Parking included
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$449 nightly
The price is $494 total per night
$494 total
Sep 7 - Sep 8
Total with taxes and fees
This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free WiFi. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 hot tubs and indoor pool.
Pool
Hot Tub
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
Free Cancellation
Reserve now, pay when you stay
$156 nightly
The price is $172 total per night
$172 total
Sep 6 - Sep 7
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

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $152 total per night
$152 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features a 24-hour gym and a hot tub. 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
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Free Cancellation
$113 nightly
The price is $124 total per night
$124 total
Aug 30 - Aug 31
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
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
1246 Franklin Street Brandon VT
$185 nightly
The price is $203 total per night
$203 total
Aug 25 - Aug 26
Total with taxes and fees
This hotel's 8 hot tubs and 24-hour gym are among the featured amenities. Families will appreciate the arcade/game room and picnic area. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.
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 Shrewsbury attractions

Shrewsbury Free Library

After visiting Shrewsbury Free Library, make a plan to see the other sights and activities in Cuttingsville.
See properties

Frequently asked questions

How much are vacation packages to Shrewsbury?
Your travel fantasies can become a reality in Shrewsbury from an impressive $446. Our package deals include flights and hotels, so you'll find booking is a breeze. The only thing you'll need to worry about is what amazing attraction you'll head to first.
How long should my Shrewsbury vacation be?
Generally, 3 nights is how long the majority of people spend checking out the sights of Shrewsbury. Worried that won't be enough time to squeeze in everything on your itinerary? Stay a few extra nights and experience everything this place has to offer.
Where can I get the best vacation package deals for Shrewsbury?
Travelocity has everything you need to score a great Shrewsbury package deal. Take your pick of 400 airlines and 1,000,000 properties around the globe and create a travel itinerary that's right for you. With this amount of choice at your fingertips, it's time to start booking your next big adventure.
Why should I book my Shrewsbury vacation bundle via Travelocity?
You'll not only enjoy huge savings, but you'll also have access to our 24/7 support, quality service and a Price Match Guarantee. Explore every nook-and-cranny across the world, discover hidden gems and create unforgettable memories — we'll take care of the important details.
Can I save money on my Shrewsbury car rental if I bundle it with a hotel or flight?
Combining your car, hotel and flight into a Shrewsbury vacation package is an easy way to score an incredible deal. Plus, having your own set of wheels gives you total freedom to make your way to all those amazing sights you'd like to check out. Sitting 120 mi away from Shrewsbury, Fenway Park is one attraction that should be on your itinerary. Put together a driving playlist and make a day trip of it.
Which airport is best for Shrewsbury?
There are two options for flying to Shrewsbury, starting with Lebanon Municipal Airport (LEB). It's roughly 30 mi from the center of the city, while Rutland Southern Vermont Regional Airport (RUT) is 4 mi away from central Shrewsbury.
Where should I stay when visiting Shrewsbury?
The The Buckmaster Inn is the first choice of many visitors. Book soon before it's too late.

Photos of local treasures

Browse Shrewsbury vacation photos for more inspiration

A wooden covered bridge with a wooden roof, surrounded by autumn-colored trees and a rocky stream.