Hartland Vacations from $357

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Your Hartland Vacation

Experience the unique personality of Hartland with a customized Hartland vacation package. From its rich history to its spectacular views and beyond, you'll never have a dull moment in this city. Fill your spare time with tours of Blow-Me-Down Bridge, Saint-Gaudens National Historic Site and Cornish-Windsor Covered Bridge, some of the attractions you just have to see during a trip to Hartland. Expedia is here to help you escape your daily routine. Tailor your vacation to Hartland to suit your travel style, whatever that may be.

The Latest Hartland vacation packages

Price found within the past 48 hours. Click for updated prices.
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Price was $470, price is now $357 per person
$357
per person
Mar 19 - Mar 22
found 10 hours ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
7.6/10 Good! (1,002 reviews)
Easy check in and good parking

Reviewed on Jan 9, 2026

Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was $1,682, price is now $1,419 per person
$1,419
per person
Mar 6 - Mar 9
found 8 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Springfield (VSF)
8.6/10 Excellent! (834 reviews)
Clean, staff was great.

Reviewed on Dec 23, 2025

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $744, price is now $632 per person
$632
per person
Mar 6 - Mar 9
found 8 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Springfield (VSF)
8.8/10 Excellent! (881 reviews)
Woodstock is a magical place! We love staying at the Shire! They really make it feel like home! So cozy! The staff is very friendly and accommodating! We will always stay at the Shire!

Reviewed on Jan 30, 2026

The Vesper

The Vesper

3 out of 5
Price was $734, price is now $657 per person
$657
per person
Mar 6 - Mar 9
found 8 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Springfield (VSF)
9.2/10 Wonderful! (44 reviews)
Huge room with lots of places to sit and read. Even an outside balcony with table and chairs… but at 12* we’re probably not going to be using it !

Reviewed on Dec 29, 2025

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
Price was $445, price is now $404 per person
$404
per person
Mar 19 - Mar 22
found 10 hours ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
8.6/10 Excellent! (728 reviews)
The room was clean and the staff was wonderful

Reviewed on Jan 2, 2026

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Discover the most popular places to visit in Hartland

Green Mountain Rock Climbing Center

You can take time to visit Green Mountain Rock Climbing Center during your travels to Hartland. Wander the riverfront in this quaint area.

Green Mountain Rock Climbing Center

Hartland Hotel Deals

Treehouse at Wise Pines- SoBo

Treehouse at Wise Pines- SoBo

Woodstock VT
$172 nightly
The price is $188 total per night from Feb 9 to Feb 10
$188 total
Feb 9 - Feb 10
Total with taxes and fees
9.6/10 Exceptional! (25 reviews)
The treehouse was so comfortable! Every area was clean and documented well. Chelsey was great for the small amount of time that we did talk to her. Will definitely stay again.

Reviewed on Dec 14, 2025

Treehouse at Wise Pines- SoBo
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $180 total per night from Mar 2 to Mar 3
$180 total
Mar 2 - Mar 3
Total with taxes and fees
7.2/10 Good! (1,002 reviews)
Close to the resort, nice hot tub, decent room with a modern tv software for easy connections. Good price to hotel quality ratio.

Reviewed on Jan 26, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
$148 nightly
The price is $160 total per night from Mar 2 to Mar 3
$160 total
Mar 2 - Mar 3
Total with taxes and fees
8.8/10 Excellent! (962 reviews)
Friendly staff, clean rooms.

Reviewed on Jan 28, 2026

Pointe at Castle Hill Resort
See all 2,496 properties in Hartland
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 Hartland Vacation Packages

Hartland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lebanon Municipal Airport (LEB)
Population
380
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Mt Ascutney State Park, Saskadena Six Ski Area and Harpoon Brewery

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Frequently asked questions

How much does a Hartland vacation package cost?
You can pick up a vacation package to this top destination from $357 on Expedia. However, how much your vacation to Hartland costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Hartland?
You can typically find lower prices and greater availability in April, May and October. Explore our cheap Hartland vacation packages and you could score some excellent off-season deals.
How many days is enough for Hartland?
Generally, a handful of days is enough to explore the major sights during your Hartland vacation. However, if you prefer to have some time to rest or take day tours, think about extending your itinerary.
How to find the best Hartland package deals?
Begin your search for a Hartland package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Hartland package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Hartland escape underway.
Is it cheaper to book a Hartland vacation as a package?
You can enjoy significant savings on your next Hartland retreat by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Hartland?
If you're planning a spontaneous Hartland adventure, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Hartland vacation packages?
Secure your dream escape to Hartland with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait until the next payday — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily budget for your trip and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.