Shrewsbury Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Shrewsbury Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Chalet 239
Price was $1,073, price is now $875 per person
$875
per person
Oct 1 - Oct 7
found 19 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Springfield (VSF)
Stay at this motel in West Dover. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.
Quaint hotel. Very nice. My only complaint would be the overuse of fragrance in the linens and towels that overpowered the room.
Reviewed on Jul 23, 2026
Vikings Villages Resort
Price was $1,466, price is now $1,110 per person
$1,110
per person
Oct 1 - Oct 7
found 19 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Springfield (VSF)
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Sweet Pond State Park and Shattuck Brook Wildlife Management Area are located nearby.
One of the most unique and beautiful properties I’ve experienced in the US. I highly recommend it!
Reviewed on Jul 23, 2026
Okemo Mountain Lodging by Vail Resorts
Clock Tower Base Area
Price was $1,157, price is now $922 per person
$922
per person
Oct 1 - Oct 7
found 19 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Springfield (VSF)
Stay at this vacation home in Ludlow. Enjoy free parking, laundry facilities, and cable TV channels. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.
Stayed at this resort for 4 nights while biking in the Vermont area. At check I had reserved a condo without ac but it was in the 90’s and the person checking me in offered to move me to the Inn which had same room set up with Kitchen etc and AC - That was Great!!! After morning riding my husband spent a few hours working while I enjoyed the fitness center as well as indoor and outdoor pools. Very few people here during June.
Reviewed on Jun 26, 2025
Jackson Gore Village, A Vail Resorts Property
Jackson Gore Base Area
Price was $1,157, price is now $923 per person
$923
per person
Oct 1 - Oct 7
found 19 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Springfield (VSF)
Book a stay at this ski hotel in Ludlow. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Timber Ripper Mountain Coaster are located nearby.
Mountain Lodge at Okemo, A Vail Resorts Property
Clock Tower Base Area
Price was $1,114, price is now $892 per person
$892
per person
Oct 1 - Oct 7
found 19 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Springfield (VSF)
Book a stay at this ski hotel in Ludlow. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.
Staff was very helpful, the property is very clean, the room was clean with lots of space. The kitchen had a full size refrigerator and microwave. I was very happy overall
Reviewed on Jul 19, 2026
Grand Summit Resort, A Vail Resorts Property
Price was $1,118, price is now $896 per person
$896
per person
Oct 1 - Oct 7
found 19 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Springfield (VSF)
Book a stay at this spa resort in West Dover. Enjoy free WiFi, a full-service spa, and a free area shuttle. Popular attractions Mount Snow and Tumbleweed Ski Lift are located nearby.
Shrewsbury Vacation Packages
Trying to plan a way to bundle your flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® Shrewsbury vacation packages can help. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Shrewsbury perfect. Our Travel Center is a one-stop shop where you can put together the best Shrewsbury vacation package for you. AARP Travel Center has a huge list of accommodations and flight, and local endeavors to select from.
Hotels in Shrewsbury
You can choose from around 2867 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Shrewsbury hot spots, we have plenty of options available.
From Shrewsbury hotels with swimming pools and on-site restaurants, to boutique accommodations that add all the thoughtful touches, you'll find a hotel here that will make your trip amazing. With AARP Travel Center's Shrewsbury hotel packages, you not only get a great rate on your flight, but also a terrific place to stay.
Things to do in Shrewsbury
Shrewsbury is the ideal spot when you want to get away from it all. With only around 1,024 people in the area, this small town is good for a quite vacation.
Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.
Book Together and Save
With so much happening in Shrewsbury, you'll be wanting to focus on your itinerary, not devoting time to searching for the hotel with the lowest rate. The AARP Travel Center Powered by Expedia® allows you to quickly reserve everything you need, and save money. You can coordinate your entire trip, including activities in Shrewsbury from just one site. So what are you waiting for? Book now and save!
Top Hotel Deals
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
30.77 km from city center
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
14.65 km from city center
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
12.71 km from city center
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
On The River Inn
1653 West Woodstock Road Woodstock VT
27.87 km from city center
Book a stay at this family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
15.45 km from city center
Book a stay at this golf hotel in Killington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the ...
The Jackson
43 Senior Lane Woodstock VT
28.04 km from city center
Stay at this B&B in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast in our reviews. Popular attractions ...
The Shire Woodstock
46 Pleasant St. Woodstock VT
31.5 km from city center
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Mountain Meadows Lodge
285 Thundering Brook Road Killington VT
18.9 km from city center
Book a stay at this family-friendly hotel in Killington. Enjoy free breakfast, a sauna, and a 24-hour front desk. Our guests praise the helpful staff in our ...
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
485 Hotel Road Brownsville VT
32.29 km from city center
Stay at this resort in Brownsville. Enjoy a business center, a fireplace in the lobby, and laundry facilities. Our guests praise the helpful staff in our reviews. ...
Brandon Inn
20 Park Street Brandon VT
36.76 km from city center
Stay at this hotel in Brandon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Mountain Sports Inn
813 Killington Road Killington VT
17.7 km from city center
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
22.48 km from city center
Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Lake Bomoseen Lodge
2551 Vermont 30N Bomoseen VT
30.67 km from city center
Book a stay at this beach lodge in Bomoseen. Enjoy free parking, an outdoor pool, and a private beach. Our guests praise the restaurant and the helpful staff ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Fri, Aug 7 - Fri, Aug 14
BWI
Baltimore Washington Intl. Thurgood Marshall
LEB
Lebanon Municipal
$460 Roundtrip, found 7 hours ago
$460
Roundtrip
found 7 hours ago
Tue, Aug 4 - Wed, Aug 12
BWI
Baltimore Washington Intl. Thurgood Marshall
LEB
Lebanon Municipal
$489 Roundtrip, found 6 days ago
$489
Roundtrip
found 6 days ago
Tue, Aug 4 - Wed, Aug 12
BWI
Baltimore Washington Intl. Thurgood Marshall
LEB
Lebanon Municipal
$498 Roundtrip, found 4 days ago
$498
Roundtrip
found 4 days ago
Fri, Aug 7 - Thu, Aug 13
BWI
Baltimore Washington Intl. Thurgood Marshall
LEB
Lebanon Municipal
$501 Roundtrip, found 7 hours ago
$501
Roundtrip
found 7 hours ago