Sullivan County Vacation Packages

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Your Sullivan County Vacation

Make organizing your next adventure simple with a Sullivan County vacation package. Whether it's the cuisine, nature or something else entirely that lures you here, our packages will help you experience it all. Kick off your trip to Sullivan County with a visit to Claremont, one of the top cities here. Expedia has flights, hotels and everything else you need to help you create your own tailored Sullivan County vacation today.

Top Sullivan County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was CA $1,502, price is now CA $1,264 per person
CA $1,264
per person
Sep 9 - Sep 14
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Springfield (VSF)
8.6/10 Excellent! (858 reviews)
Property beautiful. Rooms very large. Staff very friendly. The only thing that was odd to me was none of our closets had rods to hang clothes on. We were going to a formal wedding, my husband had a suit and I had a long dress to hang up, but the closets had no rods, and we had 3 closets in our room. Had to hang the suit from a door handle and the long dress from the shower rod!

Reviewed on Jun 28, 2026

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was CA $2,698, price is now CA $2,097 per person
CA $2,097
per person
Sep 9 - Sep 14
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Springfield (VSF)
8.8/10 Excellent! (935 reviews)
Lovely place. We stayed in room 118 with our Lab. It was ideal. Recently updated. Loved looking out over the river and ate our dinner and sipped wine on the deck. Great location for exploring Woodstock. Would return in a heart beat.

Reviewed on Jul 1, 2026

The Vesper

The Vesper

3 out of 5
Price was CA $2,023, price is now CA $1,690 per person
CA $1,690
per person
Sep 9 - Sep 14
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Springfield (VSF)
9.2/10 Wonderful! (63 reviews)
Charming, clean and friendly place!

Reviewed on Jul 1, 2026

Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

4 out of 5
Clock Tower Base Area
Price was CA $1,902, price is now CA $1,591 per person
CA $1,591
per person
Sep 9 - Sep 14
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Springfield (VSF)
8.8/10 Excellent! (26 reviews)
The place was not cleaned well. The water was off we had to call the front desk. The Diswasher was fully of dishes. There was only one roll of toilet paper in the bathroom. No paper towel in the kitchen, not even one to start. The wall in the kitchen was dirty

Reviewed on Dec 1, 2025

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was CA $1,710, price is now CA $1,441 per person
CA $1,441
per person
Sep 9 - Sep 14
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Rutland (RUT)
9.2/10 Wonderful! (1,013 reviews)
I really enjoyed the heated pool

Reviewed on Jun 29, 2026

Sullivan County Hotel Deals

Newport Motel

Newport Motel

2 out of 5
467 Sunapee St Newport NH
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Jul 6 to Jul 7
CA $152
CA $165 total
Jul 6 - Jul 7
includes taxes & fees
8.8/10 Excellent! (327 reviews)
"Everything was as advertised and they were helpful and flexible with check in. Would stay again if in the area."

Reviewed on Jun 30, 2026

Newport Motel
Claremont Motor Lodge

Claremont Motor Lodge

2.5 out of 5
16 Beauregard St Claremont NH
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Jul 5 to Jul 6
CA $136
CA $148 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (525 reviews)
"This property was obviously built a while ago , and recently renovated. It was a reasonably priced basic room. The staff was friendly."

Reviewed on Jul 1, 2026

Claremont Motor Lodge
The Common Man Inn & Restaurant

The Common Man Inn & Restaurant

3.5 out of 5
21 Water Street Claremont NH
The price is CA $210 per night from Jul 2 to Jul 3
CA $210
CA $227 total
Jul 2 - Jul 3
includes taxes & fees
9.6/10 Exceptional! (396 reviews)
"Great location on the river. The restored mill buildings are great, staff was top notch."

Reviewed on Jun 29, 2026

The Common Man Inn & Restaurant
See all 2,416 properties in Sullivan County
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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Frequently asked questions

How much does a Sullivan County vacation package cost?
Live it up in Sullivan County from as low as CA $1,264. Choose from a wonderful selection of rental cars, hotels and flights to suit every style and budget. Pick up even more discounts when you add a few experiences or tours to your vacation package.
How do I get a cheap travel package to Sullivan County?
You'll save loads of cash if you combine your hotels, flights and car rentals into a Sullivan County vacation package. Sometimes cheap means fewer choices. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 hotels worldwide, which means you'll always have plenty of variety to choose from. Want to save even more? Add some interesting activities to your package deal and unlock even bigger discounts! After all, travel is about more than just getting to your destination.
What are the top hotels in Sullivan County?
When it comes to properties in Sunapee, Royal Inn Claremont and Claremont Motor Lodge are two popular options. If you're considering heading to Grantham, Brook Road Inn and The Common Man Inn And Restaurant will make you feel right at home.
How far in advance should I book my Sullivan County vacation?
It can be hard to know exactly when is the perfect time to book your trip to Sullivan County. But usually the earlier you book, the better the prices. In some cases, you can book your flights and hotels up to a year before your departure date. If you're considering a last-minute getaway, no need to fret! There are fabulous bargains announced on Expedia every day.
What does an Expedia Sullivan County travel package include?
Choose from a combination of flights, hotels and rental cars. Once you've made your booking, you can add the fun stuff like tours and experiences. Want to pick your fare class? That's easy to do too. The choice is yours when it comes to putting together your ideal Sullivan County trip.
What should I know before booking a Sullivan County travel package?
So many places to venture to, so many things to experience. With a travel package, you'll be able to cross more of them off your list. Bundle your hotels, flights and rental cars and get ready to save.
Can I choose my airline with a Sullivan County Expedia vacation package?
Yes, and with over 550 airlines to select from around the world, you have loads of choice. Browse the available options and see which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Sullivan County vacation package?
Yes you can, and we're here to help. You may be able to change or cancel your Sullivan County vacation package at no cost if you booked in the last 24 hours. But you may be charged a fee by your airline, hotel or car rental company if your booking is older than that. If your circumstances unexpectedly change, look up our Customer Service Portal for more information.

Stay near popular Sullivan County attractions

A white house with a red bridge over a pond, surrounded by autumn foliage.

Sunapee Harbor

9.4/10 (6 reviews)
Explore the waterfront in Sunapee with a trip to Sunapee Harbor. Take in the entertainment venues and mountain views in the area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.