
Orwell Vacations from $583
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Your Orwell Vacation
Cuisine, art, entertainment and more … There's so much to experience with a Orwell vacation package. And with the ability to easily customize your city break, it's guaranteed to be one that's hard to forget. Eager to do some sightseeing? A trip to Orwell isn't complete without checking out Lake Hortonia, Mount Independence State Historic Site and other top attractions. Check out Expedia's extensive range of travel options and book your ultimate vacation to Orwell today.
The Latest Orwell vacation packages
Price found within the past 48 hours. Click for updated prices.

Lake Bomoseen Lodge
Price was $738, price is now $583 per person
$583
per person
Sep 25 - Sep 27
found 11 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
9.4/10 Exceptional! (947 reviews)
Great place if you like a lake. We have been coming every summer for ten years. Near by towns have nice restaurants and shopping too. Beautiful pool on the property, canoes, kayak. They also have a pontoon boat that you pay $25 an hour and get chauffeured around. We do it every year it's a beautiful boat tour. There is also a good restaurants on the propery for dinner. The only complaint I have is what you are charged for the continental breakfast which consist of not much unless you like cereal that kids usually like, not a good variety of pastries (not even a variety) boiled eggs, one kind of oatmeal and a few varieties of granola bars. The staff is very friendly too.
Reviewed on Jul 16, 2026

Emrose Luxury Cabins
Save 100% on your flight
Price was $1,542, price is now $1,092 per person
$1,092
per person
Sep 20 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
9/10 Wonderful! (101 reviews)
I don’t like to give bad reviews because the place was GREAT.
However….. There was no one around to check in. Which would be fine if there was a way to communicate. No messaging system, or email with instructions. (Stayed at contactless places before with great results) Called phone numbers listed on 2 different sites with no answer.
Found someone working on the grounds, one of which spoke no english, be we were finally able to get the room key that way.
Could use an ice machine, a way to contact any staff, and maybe instructions to some of the cool features.
Reviewed on Jul 12, 2026

The Mountain Inn at Killington
Price was $1,523, price is now $1,231 per person
$1,231
per person
Sep 20 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
9.2/10 Wonderful! (1,004 reviews)
Good location. Small pool and no chairs around pool
Reviewed on Jul 16, 2026

The Landgrove
Price was $838, price is now $696 per person
$696
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
10/10 Exceptional! (1 review)
Tammy, the assistant inn keeper and restaurant manager was fantastic. She was attentive to every need. The restaurant staff was phenomenal as well highly recommend, it’s a little hidden gem off the beaten path. I will definitely return. Had a fabulous time.
Reviewed on Jun 27, 2026

Chateau Rooms
Price was $804, price is now $682 per person
$682
per person
Oct 1 - Oct 4
found 24 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
9.2/10 Wonderful! (72 reviews)
The property is certainly unique, but you have to know certain things before booking. It’s run more like an Air abnb than a hotel. There’s no formal check-in or check-out process. If you arrive before 5 PM the restaurant will be closed and there will be no one to assist you or answer any questions.
There are only three rooms total and they’re all located upstairs above the restaurant. If you can’t get your own bags up the outdoor staircase this may not be the place for you. An access code gets you into the vestibule that houses the three rooms. There’s a funky key system for the rooms as well.
All that being said it’s a hidden oasis down a dirt path smack in the middle of Bolton Landing. The room we had was spacious and well appointed, as was the bathroom with huge walk-in shower. Excellent water pressure as well, always a welcome treat.
Although there are more dramatic views of the mountains and the lake from other vantage points, it feels very serene and tucked away.
An added treat is the restaurant Chateau on the Lake. Fine dining with wonderful food, wine list, ambiance and staff—without the stuffiness.
Reviewed on Jul 12, 2026
Stay near popular Orwell attractions
Orwell Hotel Deals

Middlebury Inn
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $166 total per night from Jul 27 to Jul 28
$166 total
Jul 27 - Jul 28
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
"Beautiful inside and out, very clean with everything you need in one location. Live Jazz in the tavern and a concert on the town green across the street. Enjoyed sitting on the beautiful front porch enjoying our morning coffee."
Reviewed on Jul 17, 2026

Silver Bay YMCA Inn and Conference Center
87 Silver Bay Rd Silver Bay NY
Fully refundableReserve now, pay when you stay
$150 nightly
The price is $167 total per night from Aug 16 to Aug 17
$167 total
Aug 16 - Aug 17
Total with taxes and fees
8.8/10 Excellent! (164 reviews)
"Everyone was extremely nice and helpful. I really enjoyed the tour I received from the cart driver (I totaly forgot her name, but I do remember she met her husband there and has been volunteering there for many years) She has a passion for the place and after the tour I could see why. Grounds had ..."
Reviewed on Jul 13, 2026

Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Fully refundable
$116 nightly
The price is $128 total per night from Jul 26 to Jul 27
$128 total
Jul 26 - Jul 27
Total with taxes and fees
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 Orwell Vacation Packages
Orwell Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rutland Southern Vermont Regional Airport (RUT) |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | Mount Independence State Historic Site and Bulwagga Books & Gallery |
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