Guilford Vacations from $279

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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.
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Save 100% on your flight
Price was $401, price is now $279 per person
$279
per person
May 14 - May 17
just found
Roundtrip flight included
Atlanta (ATL) to Hartford (BDL)
8.8/10 Excellent! (1,004 reviews)
Room was fine and clean. Though some of the handles on fixtures were loosed. The bathroom sink was on the small side.

Reviewed on Feb 23, 2026

Delamar West Hartford

Delamar West Hartford

4 out of 5
Save 100% on your flight
Price was $1,834, price is now $1,346 per person
$1,346
per person
Apr 9 - Apr 15
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Hartford (BDL)
9.8/10 Exceptional! (1,000 reviews)
Room, food, amenities and staff were all excellent!!

Reviewed on Feb 8, 2026

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Discover the most popular places to visit in Guilford

Vermont Church

The Stone Church

4.5/5(9 reviews)

After visiting The Stone Church, make a plan to see the other sights and activities in Brattleboro. While you're here, you can savor the top-notch restaurants.

The Stone Church

Brattleboro Common

Explore the great outdoors at Brattleboro Common, a lovely green space in Brattleboro. Experience the area's entertainment venues and art scene.

Brattleboro Common

Brattleboro Farmers' Market

4/5(31 reviews)

You can enjoy retail therapy at Brattleboro Farmers' Market during your visit to West Brattleboro. Discover the area's entertainment venues, or seek out its ski slopes.

Brattleboro Farmers' Market

What to do in Guilford

Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 Self Guided Driving Audio Tour

$17
per traveler
Vermont RT 100 Self Guided Driving Audio Tour
Mindful Forest Escape: Rebalance, reflect and connect

Mindful Forest Escape: Rebalance, reflect and connect

$95
per adult
Mindful Forest Escape: Rebalance, reflect and connect
See all activities in Guilford

Guilford Hotel Deals

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
360 Viking Village Drive Guilford VT
$182 nightly
The price is $199 total per night from Mar 2 to Mar 3
$199 total
Mar 2 - Mar 3
Total with taxes and fees
10/10 Exceptional! (170 reviews)
Our stay exceeded expectations! Staff greeted us warmly & was helpful. As for our accommodations - immaculate, beautiful, and thoughtfully appointed. We even considered canceling our dinner reservations to stay in! This is the perfect place to get away from the noise and busyness of the world. I ...

Reviewed on Feb 22, 2026

Vikings Villages Resort
Green River Bridge Inn

Green River Bridge Inn

3 out of 5
2435 Stage Rd Guilford VT
8.4/10 Very Good! (13 reviews)
New owner not what we expected from the Expedia review!

Reviewed on Nov 7, 2025

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Green River Bridge Inn
Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 out of 5
9 Greenfield Rd South Deerfield MA
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $97 total per night from Mar 4 to Mar 5
$97 total
Mar 4 - Mar 5
Total with taxes and fees
7.2/10 Good! (1,000 reviews)
The door to my room was broken. "Just throw your weight into it," should not be the instructions from hotel staff. The handle/latch had been troublesome for a while, judging by the instructions on the handle (on this room only) to pull up on the handle, not down, to open the door. I made so much ...

Reviewed on Feb 23, 2026

Red Roof Inn PLUS+ South Deerfield – Amherst
See all 1,263 properties in Guilford
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 $279 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.