Guilford Vacation Packages
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Your Guilford Vacation
Skip the hassle of planning your next amazing adventure with a Guilford vacation package. Whether you're in town for its landmarks, food or something else, there's a never-ending supply of new experiences to be had. Fill up your itinerary with tours of The Stone Church, Brattleboro Common and Tasha Tudor Museum, some of the attractions you should see during your trip to Guilford. Whoever you're traveling with and whatever your bank balance, your dream Guilford vacation is just clicks away with Expedia.
Top Guilford Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Chalet 239
Price was CA $1,370, price is now CA $1,106 per person
CA $1,106
per person
Jul 14 - Jul 20
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
9.4/10 Exceptional! (124 reviews)
Only issue is there was nowhere to hang anything and the room was very small. Room was clean, comfortable and bathroom was well-appointed. Breakfast was good and staff friendly and helpful. Close to restaurants and super easy access to Mt. Snow. Would definitely stay here again.
Reviewed on Mar 28, 2026
Latchis Hotel
Price was CA $1,502, price is now CA $1,191 per person
CA $1,191
per person
Jul 14 - Jul 20
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
8.6/10 Excellent! (871 reviews)
Very well run hotel, conveniently located in the heart of Brattleboro. Free parking in a lot next to the hotel was a nice touch. My only gripe would be that my room (104) had no view as the windows were made of some kind of stained glass that you can't see through and couldn't open. Also they could not be closed all the way and allowed a cold draft to come through on a chilly night. I had to stuff towels in the open gaps to keep the chill out. A little strange I thought, but was manageable.
Reviewed on May 4, 2026
Vikings Villages Resort
Price was CA $2,094, price is now CA $1,705 per person
CA $1,705
per person
Jul 14 - Jul 20
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
10/10 Exceptional! (184 reviews)
Viking village is one of the most unique experiences we have had with being the most authentic and amazing Norse village in the United States. Attention to comfort and period detail along with an outdoor fire pit with Soay goats was unmatched. We didn’t want to leave. Paul and Christine were fabulous hosts and we will be back to the Viking village!
Reviewed on May 2, 2026
Hampton Inn Brattleboro
Price was CA $1,461, price is now CA $1,193 per person
CA $1,193
per person
Jul 14 - Jul 20
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
8.2/10 Very Good! (967 reviews)
Had a great stay, staff friendly. Breakfast, lots of options - simple but great for our family. Everything we needed, we will be back.
Reviewed on May 5, 2026
Grand Summit Resort, A Vail Resorts Property
Price was CA $1,435, price is now CA $1,192 per person
CA $1,192
per person
Jul 14 - Jul 20
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
8.6/10 Excellent! (267 reviews)
Rooms were very clean, great coffee in the room. The resort(the actual area in general )is in “mud month”. Very few restaurants and stores were open. Not the fault of the resort. Refrigerator needed to be requested. The views were spectacular and the lobby was beautiful
Reviewed on May 2, 2026
Guilford Hotel Deals
Vikings Villages Resort
360 Viking Village Drive Guilford VT
The price is CA $276 per night from May 14 to May 15
CA $276
CA $322 total
May 14 - May 15
includes taxes & fees
10/10 Exceptional! (187 reviews)
Viking village is one of the most unique experiences we have had with being the most authentic and amazing Norse village in the United States. Attention to comfort and period detail along with an outdoor fire pit with Soay goats was unmatched. We didn’t want to leave. Paul and Christine were fabulous ...
Reviewed on May 2, 2026
The Jelly Mill-A Peaceful River Retreat
Guilford VT
10/10 Exceptional! (67 reviews)
This is a very comfy, very secluded place that’s not too far from anything but far enough to feel the nature. I recommend the Meadow and Acorn Beach down River Rd, and heading up Jelly Mill Rd to see the lake ls mill foundations.Noela and Mike are great and their place is as well. Not sure how comfy ...
Reviewed on Apr 21, 2026
Red Roof Inn PLUS+ South Deerfield – Amherst
9 Greenfield Rd South Deerfield MA
The price is CA $146 per night from May 18 to May 19
CA $146
CA $163 total
May 18 - May 19
includes taxes & fees
7.2/10 Good! (1,002 reviews)
Okay
Reviewed on May 1, 2026
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.
What to do in Guilford
Vermont RT 100 App-Guided Driving Audio Tour
CA $23
per traveller
Mindful Forest Escape: Rebalance, reflect and connect
CA $131
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
