Randolph Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Randolph Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Black Bear Lodge at Stratton Mountain Resort
Price was $966, price is now $895 per person
$895
per person
Oct 1 - Oct 7
found 7 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Rutland (RUT)
Book a stay at this ski resort in Stratton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stratton Mountain Resort and Villager Ski Lift are located nearby.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Price was $1,401, price is now $1,217 per person
$1,217
per person
Oct 1 - Oct 7
found 7 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Rutland (RUT)
Book a stay at this ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage I are located nearby.
Very quiet location secluded and peaceful.
Location is not identified, no road sign or driveway entrance address. I booked within 3 days of check-in, instructions did not get emailed until after check in time, host did answer phone when called but email was received 30 minutes later.
It's a unique place, space is good, lots of amenities to cook and eat. Two bathrooms. Two showers. Lots of hot water and strong water pressure. Most of the unit is updated and modern. However it's tired, worn and dirty. The sofa was covered in dog hair, not just a little bit. It was all over our socks, clothing and floating around. The bathroom shower needed cleaning, walls needed wiping, carpet on stairs all stained and dirty. It you are used to hotels this will disappoint you.
Reviewed on May 10, 2026
The Mountain Inn at Killington
Price was $1,425, price is now $1,244 per person
$1,244
per person
Oct 1 - Oct 7
found 7 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Rutland (RUT)
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. Popular attractions Killington Resort and Black Dog Sports are located nearby.
This property is liking being home. Everyone was very helpful and welcoming. I needed to call the desk twice for something and they were at my room with what I needed in minutes. The one thing I would let others know is it is an older building so no elevator. It was a bit of a struggle for this 68 year old to lug my bags up three flights of steps especially since I was exhausted from my seven hour drive to get here from Pennsylvania. E still very much enjoyed our stay and the morning continental breakfast and readily available free bottles of water.
Reviewed on Jul 23, 2026
North Star Lodge and Resort
Price was $1,393, price is now $1,238 per person
$1,238
per person
Oct 1 - Oct 7
found 7 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Rutland (RUT)
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Killington Resort and Killington School for Tennis are located nearby.
Absence de personnel au desk lors de notre départ à 7h le matin. Restaurant ouvert seulement les vendredis et samedis.
Reviewed on Jul 22, 2026
Long Trail House at Stratton Mountain Resort
Price was $1,667, price is now $1,526 per person
$1,526
per person
Oct 1 - Oct 7
found 7 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Rutland (RUT)
Book a stay at this ski aparthotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager Ski Lift are located nearby.
Great location - the room was very clean and spacious. You don't check in at the property but at another one nearby. Hot tub was nicely maintained
Reviewed on Jan 31, 2026
Vantage Point Villas at Stratton Mountain Resort
Price was $1,392, price is now $1,311 per person
$1,311
per person
Oct 1 - Oct 7
found 7 hours ago
Roundtrip non-stop flight included
Des Moines (DSM) to Rutland (RUT)
Book a stay at this ski hotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Tamarack Ski Lift are located nearby.
Beautiful, secluded little area up in the mountain. It was so nice that there was firewood and a wood burning fireplace inside the property.
Reviewed on Jun 26, 2026
Randolph Vacation Packages
Hoping to save time and money on your upcoming vacation to Randolph? The AARP Travel Center Powered by Expedia® can help you do both. 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 Randolph perfect. In just a few clicks, you can pick the best vacation package for you. AARP Travel Center has an incredible selection of flights and lodgings, and Randolph things to do to pick from.
Randolph Hotel Deals
You can choose from around 2059 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Randolph hot spots, we have plenty of options available.
From Randolph hotels with pools and on-site restaurants, to boutique accommodations that add all the thoughtful touches, you'll get a hotel here that will make your trip amazing. With AARP Travel Center's Randolph hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.
Things to do in Randolph
Randolph is the perfect spot when you want to get away from it all. With only around 4,786 people living here year-round, this hidden-gem is just right for a quite vacation.
If you are looking for more, then head over to our "Things to Do" page for more inspiration or to reserve an activity in Randolph.
Book Together and Save
With so much to see and do in Randolph, you'll be wanting to plan your itinerary, not devoting time to searching for the hotel with the lowest rate. The AARP Travel Center Powered by Expedia® allows you to easily book everything you need, and save some cash at the same time. You can coordinate your whole vacation, including things to do in Randolph from just one place. The hardest packing you'll have to do is for your suitcase. Bundle now and save!
Top Hotel Deals
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
35.54 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
34.36 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 & Suites Montpelier-Berlin
213 Paine Turnpike N Montpelier VT
32.87 km from city center
Book a stay at this business-friendly hotel in Montpelier. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
33.6 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 ...
My Place Hotel-Randolph VT
2440 Vermont 66 Randolph Center VT
4.49 km from city center
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whale Dance Sculpture ...
The Shire Woodstock
46 Pleasant St. Woodstock VT
35.38 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
30.1 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 ...
Brandon Inn
20 Park Street Brandon VT
36.58 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 ...
Courtyard Middlebury
309 Court Street Middlebury VT
39.98 km from city center
Book a stay at this business-friendly hotel in Middlebury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Capitol Plaza Hotel Montpelier Tapestry Collection by Hilton
100 State St Montpelier VT
37.99 km from city center
Book a stay at this business-friendly hotel in Montpelier. Enjoy a fitness center, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
Mountain Sports Inn
813 Killington Road Killington VT
31.27 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 ...
New World Inn
278 S Main St Barre VT
31.51 km from city center
Book a stay at this business-friendly hotel in Barre. Enjoy free WiFi, free parking, and a business center. Popular attractions Thunder Road International Speedbowl ...
North Star Lodge and Resort
78 Weathervane Dr Killington VT
31.36 km from city center
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool 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.
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
Tue, Aug 4 - Wed, Aug 12
BWI
Baltimore Washington Intl. Thurgood Marshall
LEB
Lebanon Municipal
$508 Roundtrip, found 4 days ago
$508
Roundtrip
found 4 days ago
Tue, Aug 4 - Wed, Aug 12
BWI
Baltimore Washington Intl. Thurgood Marshall
LEB
Lebanon Municipal
$519 Roundtrip, found 4 days ago
$519
Roundtrip
found 4 days ago