Deals on vacations and trips to Orange County

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Vt Granite Museum Stone Trades School

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Orange County flight + hotel vacation packages

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Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
per person
Sep 19 - Sep 21
found 16 hours ago
Roundtrip flight included
Chicago (MDW) to Lebanon (LEB)
This resort features a restaurant, an indoor pool, and a bar/lounge. There's an outdoor tennis court on site, and a fireplace in the lobby and a picnic area are also provided.
The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3 out of 5
per person
Jul 30 - Aug 3
found 23 hours ago
Roundtrip flight included
Chicago (CHI) to Rutland (RUT)
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Golden Stage Inn B&B

Golden Stage Inn B&B

3.5 out of 5
per person
Jul 30 - Aug 3
found 23 hours ago
Roundtrip flight included
Chicago (CHI) to Rutland (RUT)
A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi in public areas. A garden and a picnic area are also provided.
The Vermont Inn

The Vermont Inn

3 out of 5
per person
Jul 30 - Aug 3
found 23 hours ago
Roundtrip flight included
Chicago (CHI) to Rutland (RUT)
This bed & breakfast features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the sauna and perks like free self parking and free WiFi.
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
per person
Jul 30 - Aug 3
found 23 hours ago
Roundtrip flight included
Chicago (CHI) to Rutland (RUT)
This hotel features a 24-hour gym and a hot tub. There's a free ski shuttle, and ski passes and ski storage are available on site. WiFi in public areas is free.

Top Orange County hotels deals

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
2440 Vermont 66, Randolph Center, VT
Free Cancellation
Reserve now, pay when you stay
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This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. A grocery/convenience store, a computer station, and laundry facilities are also on offer.
Pet friendly
Parking included
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
5817 Woodstock Rd, Quechee, VT
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
RiverWalk Resort at Loon Mountain

RiverWalk Resort at Loon Mountain

3.5 out of 5
22 South Mountain Drive, Lincoln, NH
Free Cancellation
Reserve now, pay when you stay
Get rates
This smoke-free hotel features an attached winery, a full-service spa, and a restaurant. Families will appreciate the arcade/game room and barbecue grills. Enjoy the outdoor pool and perks like free self parking and free WiFi.
Pool
Spa
Indian Head Resort

Indian Head Resort

3 out of 5
664 US Route 3, Lincoln, NH
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2 outdoor tennis courts, 2 hot tubs, and an outdoor pool are all featured at this smoke-free hotel. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Enjoy the indoor pool and perks like free self parking and free WiFi.
Pool
Hot Tub
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
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This luxury resort features a golf course, a full-service spa, and 4 restaurants. Enjoy the 2 indoor tennis courts and perks like free valet parking and free WiFi. Relax with a drink at one of the 2 bars/lounges and enjoy the 2 hot tubs and indoor pool.
Pool
Hot Tub
Woodwards White Mountain Resort, BW Signature Collection

Woodwards White Mountain Resort, BW Signature Collection

3 out of 5
527 US Route 3, Lincoln, NH
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features an outdoor pool, an indoor pool, and a restaurant. Enjoy the hot tub and free perks like continental breakfast and free self parking. Enjoy the sauna and conveniences like a garden and laundry facilities.
Pool
Hot Tub
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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.

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Photo by George Sykes
Photo by George Sykes
Photo by George Sykes
Photo by George Sykes

Frequently asked questions

How much are vacation packages to Orange County?
Your travel daydreams can come to life in Orange County for as low as $576. Our packages include flights and hotels, so you'll find booking is a breeze. The only thing you'll have to focus on is getting out there and having a great time.
Where can I get the best vacation package deals for Orange County?
You can't beat Travelocity when it comes to putting together your Orange County package deal. There are at least 400 airlines and 1,000,000 worldwide properties to select from. Book your trip now and get ready to cross another place off your must-see list.
Why should I book my Orange County vacation package with Travelocity?
Travel is all about making cherished new memories and forgetting all your worries --- which is why we provide you with a professional team of customer service experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our superb range of destinations. So what are you waiting for? There's no time like the present to lock in that vacation you've always wanted.
Can I save on my Orange County car rental if I combine it with hotels and flights?
Bundling your bookings into an Orange County vacation package will certainly save you money. You can bundle a flight and car; a car, hotel and flight; or a hotel and car. There's no better way to explore the greater Orange County area than with your own set of wheels. You can also add experiences and tours to your Travelocity package.
Which airport is best for Orange County?
Most travelers come to Orange County via Burlington Intl. Airport (BTV) or Lebanon Municipal Airport (LEB). Rutland Southern Vermont Regional Airport (RUT) is another popular choice.
What is there to do in Orange County?
Orange County is brimming with incredible photo opportunities, however Thetford Hill State Park and Knight's Spider Web Farm are two you shouldn't miss.