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 $1,374, price is now CA $1,250 per person
CA $1,250
per person
Jun 22 - Jun 26
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
9.4/10 Exceptional! (125 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 $1,501, price is now CA $1,334 per person
CA $1,334
per person
Jun 22 - Jun 26
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
8.6/10 Excellent! (871 reviews)
Really great place to stay in Brattleboro. Clean room, friendly and helpful staff, free coffee in the lobby and a great little bar/restaurant is attached. I'll definitely be back.
Reviewed on May 8, 2026
Vikings Villages Resort
Price was CA $1,762, price is now CA $1,604 per person
CA $1,604
per person
Jun 22 - Jun 26
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
10/10 Exceptional! (184 reviews)
This place is absolutely amazing and we couldn’t be happier that we found it. We will be back for sure. The cabins are so clean and up to date with amenities. Everything is just amazing and there isn’t anything out there like this that we have to ever seen. The whole entire place is welcoming, peaceful and quiet.
Reviewed on May 9, 2026
Hampton Inn Brattleboro
Price was CA $1,435, price is now CA $1,347 per person
CA $1,347
per person
Jun 22 - Jun 26
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
8.2/10 Very Good! (967 reviews)
Clean room, great included breakfast, staff was nice and overall was just a good time
Reviewed on May 7, 2026
Farm Road Estate
Price was CA $1,701, price is now CA $1,665 per person
CA $1,665
per person
Jun 22 - Jun 26
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Springfield (VSF)
9.8/10 Exceptional! (97 reviews)
We LOVED the modern clean aesthetic and convenience to Mount Snow. Definitely one of the nicest places in the area and we’ve seen a lot. We arrived late but check in was super easy. We will definitely return!
Reviewed on Apr 23, 2026
Guilford Hotel Deals
Vikings Villages Resort
360 Viking Village Drive Guilford VT
The price is CA $185 per night from May 21 to May 22
CA $185
CA $216 total
May 21 - May 22
includes taxes & fees
10/10 Exceptional! (189 reviews)
This place is absolutely amazing and we couldn’t be happier that we found it. We will be back for sure. The cabins are so clean and up to date with amenities. Everything is just amazing and there isn’t anything out there like this that we have to ever seen. The whole entire place is welcoming, peaceful ...
Reviewed on May 9, 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
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from May 17 to May 18
CA $146
CA $164 total
May 17 - May 18
includes taxes & fees
7.2/10 Good! (1,007 reviews)
Issues with key cards from numerous people that night.
Reviewed on May 9, 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.
