Cheshire Vacations from $1,086

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The Latest Cheshire vacation packages

Price found within the past 48 hours. Click for updated prices.
Expedition Station

Expedition Station

2.5 out of 5
Price was $1,109, price is now $1,086 per person
$1,086
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Parkersburg (PKB)
7.8/10 Good! (77 reviews)
Bring towels. If you need extra, you have to pay for that. The room is very small. Says it sleeps 4. That is true, but 4 people can't really function in that small of a space. The vent in the bathroom didn't work. AC didn't really cool the room.

Reviewed on Oct 12, 2025

Workspace Studio Ski-in Ski-out AC

Workspace Studio Ski-in Ski-out AC

2 out of 5
Price was $2,857, price is now $2,407 per person
$2,407
per person
Feb 11 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Parkersburg (PKB)
10/10 Exceptional! (1 review)
Very clean space, laid out nice, good cooking space with plenty of supplies. Resort has a nice pool, sauna and hot tub. Owner very helpful and responsive. Will try to stay here again next time.

Reviewed on Oct 4, 2025

Seneca

Seneca

3 out of 5
Price was $1,340, price is now $1,307 per person
$1,307
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Parkersburg (PKB)
9/10 Wonderful! (14 reviews)
Highland House

Highland House

3 out of 5
Price was $1,143, price is now $1,119 per person
$1,119
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Parkersburg (PKB)
8/10 Very Good! (49 reviews)
Very nice, wish there was dish soap. I had a wonderful stay

Reviewed on Jun 23, 2025

Rimfire Lodge

Rimfire Lodge

3 out of 5
Price was $1,143, price is now $1,119 per person
$1,119
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Parkersburg (PKB)
7.4/10 Good! (87 reviews)
I liked that it was within the center of everything on top the mountain. I wish the hot tub was working during my stay.

Reviewed on Jun 29, 2025

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Cheshire Hotel Deals

Super 8 by Wyndham Gallipolis Pt Pleasant Area

Super 8 by Wyndham Gallipolis Pt Pleasant Area

2 out of 5
321 Upper River Road Gallipolis OH
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $88 total per night from Dec 21 to Dec 22
$88 total
Dec 21 - Dec 22
Total with taxes and fees
7.8/10 Good! (947 reviews)
Hey we’re very helpful and gave us the best room! They were all really nice.

Reviewed on Nov 30, 2025

Super 8 by Wyndham Gallipolis Pt Pleasant Area
Quality Inn Gallipolis

Quality Inn Gallipolis

2.5 out of 5
577 State Route 7 N Gallipolis OH
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $90 total per night from Jan 4 to Jan 5
$90 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
7.6/10 Good! (1,001 reviews)
Yes, the room was very clean but the hallway smelled of pot. Might not had been that but to me that was the impression I had. Other than that everything was fine.

Reviewed on Nov 9, 2025

Quality Inn Gallipolis
Beached houseboat with lots of character and deck jacuzzi

Beached houseboat with lots of character and deck jacuzzi

Langsville OH
9.6/10 Exceptional! (24 reviews)
Love everything about this place! Especially the fishing, camp fire, hot tub, nature, farm and wild life!

Reviewed on Sep 22, 2025

Get rates
Beached houseboat with lots of character and deck jacuzzi
See all 89 properties in Cheshire
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 Cheshire Vacation Packages

Cheshire Essential Information

Language
English
Currency
U.S dollars
Population
130
Max Temp Winter
40ºF
Max Temp Summer
85ºF

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Frequently asked questions

How much does a Cheshire vacation package cost?
You'll find cheap prices from $1,086 on Expedia for your Cheshire escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Cheshire costs.
What are the cheapest months to go to Cheshire?
December, January and February are great times to look for cheap Cheshire vacation packages. Traveling in less busy months means you can typically find reduced prices on accommodations and flights.
How many days is enough for Cheshire?
Typically, a handful of days is enough to check out the main attractions during your Cheshire vacation. But if you prefer to have time to kick back or take day trips, consider extending your itinerary.
How to find the best Cheshire package deals?
Use Expedia's handy filters to find some terrific Cheshire package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Cheshire package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Cheshire vacation as a package?
You can enjoy significant savings on your Cheshire break by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Cheshire?
Score incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Cheshire getaway.
Does Expedia offer Book Now, Pay Later Cheshire vacation packages?
Your Cheshire trip is meant to be an escape from your daily routine, not a reason for money worries. So to allow you extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.