Guilford Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
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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.
Sleep Inn & Suites Niantic North
CA $870
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Hartford (BDL)
8.4/10 Very good! (1,005 reviews)
Needs upgrading.
Breakfast was good except for cheap plastic wear.
Policy for canceling was not customer friendly.
Tried to cancel due to a violent storm, no refund was allowed.
Reviewed on Sep 27, 2026
Sinclair Inn Bed and Breakfast
CA $1,252
per person
Nov 30 - Dec 3
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
10/10 Exceptional! (124 reviews)
Friendly owners and the property was amazing Beautiful garden, even in the fall Breakfast was delicious
Reviewed on Sep 25, 2026
Ready to book your vacation to Guilford?
Guilford Hotel Deals
Vikings Villages Resort
360 Viking Village Drive Guilford VT
CA $195
CA $227 total
Oct 25 - Oct 26
includes taxes & fees
The Jelly Mill-A Peaceful River Retreat
Guilford VT
10/10 Exceptional! (74 reviews)
"Lovely place and the hosts were very communicative. The area is beautiful and I would definitely stay again sometime."
Reviewed on Sep 8, 2026
Colonial Motel
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
CA $125
CA $137 total
Sep 29 - Sep 30
includes taxes & fees
6.6/10 (69 reviews)
"It was filthy. huge stains on rug. everything was dirty the bathroom dirty writing on the bathroom moulding "Mel +Tyler "24". The lamp shades were dirty.I opened the Fridge to put my insulin In it..It was full of black Bugs and mould. We came in at 10.00 pm exhausted. my husband is older and sick.so ..."
Reviewed on Sep 28, 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.
Stay near popular Guilford attractions
Guilford Welcome Center
8.4/10 (5 reviews)
After visiting Guilford Welcome Center, make a plan to see the other sights and activities in Guilford. Discover the coffeehouses and its entertainment venues while you're in the area.
Sweet Pond State Park
You can take time to visit Sweet Pond State Park during your travels to Guilford. Make some time to visit the shops while you're in the area.
Fort Dummer State Park
7.4/10 (6 reviews)
You can take time to visit Fort Dummer State Park during your travels to Guilford. Discover the area's entertainment venues, or seek out its ski slopes.
What to do in Guilford
Vermont RT 100 App-Guided Driving Audio Tour
CA $24
per traveller
Mindful Forest Escape: Rebalance, reflect and connect
CA $133
per adult
Frequently asked questions
How much does a Guilford vacation package cost?
You can pick up a vacation package to this top destination from CA $795 on Expedia. However, how much your vacation to Guilford costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Guilford?
If you'd like to score a cheap Guilford vacation package, consider planning a trip in January, April and November. You'll generally find lower prices on hotels and flights during these months — perfect for a budget-friendly getaway.
How many days is enough for Guilford?
You can explore all the top sights in Guilford in a few days, including the must-see Brattleboro Bowl. If you're after an extended Guilford vacation, check out what sort of excursions and activities are available close by.
How to find the best Guilford package deals?
Landing a cheap Guilford package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Guilford package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Guilford vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component separately. And you'll still have the freedom to create a personalized Guilford vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Guilford?
Enjoy incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Guilford getaway.
How to plan a trip to Guilford?
- Choose when to travel: Check your diary and get packing. Your favourite season and the available activities will also help you decide when to vacation in Guilford.
- Plan your budget wisely: In addition to the price of your stay, you'll need to consider other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that may come up during your trip to Guilford.
- Decide how long to go for: Now that you know more about Guilford, you can work out the ideal length of your break. Create a rough plan and give yourself enough time to cover everything you want to see.
- Bundle your airfare and accommodations: After you've nailed down your dates and duration, book the ideal Guilford vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
