Guilford Vacations from $749
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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.
The Latest Guilford vacation packages
Price found within the past 48 hours. Click for updated prices.
Latchis Hotel
$860
per person
Oct 28 - Nov 4
found 5 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Springfield (VSF)
8.6/10 Excellent! (974 reviews)
WE enjoyed the architecture of the whole complex - reception coffee lounge (Hot Drinks day and night as a compliment). Parking was right there. Center of town. The staff helped us when we needed to extend at the special rate. It attracts fun guests.
It is a special place - not the run of the mill franchise.
The linen is first class, nice thick towels. The room had a microwave and a refrig, plus the record player theme is another theme for folks who appreciate the vinyl era.
Remember - Art Deco Era - not modern era.
Reviewed on Sep 21, 2026
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
$17
per traveler
Mindful Forest Escape: Rebalance, reflect and connect
$95
per adult
Guilford Hotel Deals
Vikings Villages Resort
360 Viking Village Drive Guilford VT
$200 nightly
$219 total
Oct 22 - Oct 23
Total with taxes and 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
Grand Summit Resort, A Vail Resorts Property
89 Grand Summit Way West Dover VT
Fully refundable
$169 nightly
$186 total
Oct 25 - Oct 26
Total with taxes and fees
8.6/10 Excellent! (311 reviews)
"Checked in early and was told someone would call us when our room was ready. Never heard from anyone. Finally went back to the desk at 4 and it was told it was ready"
Reviewed on Sep 22, 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.
Find the Best Guilford Vacation Packages
Guilford Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | Brattleboro Museum & Art Center, Brattleboro Bowl and Fort Dummer State Park |
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Frequently asked questions
How much does a Guilford vacation package cost?
You can snap up a vacation package to this top destination from $749 on Expedia. But how much your vacation to Guilford costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Guilford?
March, June and November are the best times to look for cheap Guilford vacation packages. Opting to travel in less busy periods means you can usually find lower prices on flights and accommodations.
How many days is enough for Guilford?
With a well-planned schedule, you can easily tick off the top Guilford attractions in a few days. But if you'd like to discover hidden spots or go on day tours, think about booking your Guilford vacation for longer.
Is it worth booking a vacation package to Guilford?
Guilford is a good vacation destination with attractions like Guilford Welcome Center among the many things to keep you busy. Whether you're traveling with the family or planning a trip with friends, a Guilford vacation promises a good time for everyone.
How to find the best Guilford package deals?
Begin your search for a Guilford package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Guilford package deal right away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Guilford escape underway.
Is it cheaper to book a Guilford vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels separately. Better still, you can tailor your Guilford trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Guilford?
If you have your Guilford vacation dates finalized, book early to score some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Guilford?
- Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Guilford.
- Set your budget: Consider costs like flights, food and transportation when calculating how much to put aside for your trip to Guilford. Then, choose a property that works with your budget, whether that's an affordable option or a high-end retreat.
- Organize your Guilford getaway with Expedia's trip planning tool: Look for and book stays and things to do all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Guilford together.
- Work out your trip length: Think about how long you'd like to spend discovering Guilford. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Guilford vacation package that brings all your bookings together.
- Add on excursions and experiences: Have a look at our travel guide to find some exciting things to do in Guilford. Book tickets or make reservations as soon as you can to save time and avoid the stress of searching for activities when you arrive.
Does Expedia offer Book Now, Pay Later Guilford vacation packages?
Set off on your dream escape to Guilford with Expedia's Book Now, Pay Later vacations. No need to scrimp and save or wait until your next payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can split the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to budget for your trip and snap up travel deals while they last.
Explore a world of travel with Expedia
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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.
