Sullivan Holidays from £1,585
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- Rest easyPackages with flights are ATOL protected
Your Sullivan Holiday
With a Sullivan holiday package, say goodbye to endless planning and hello to an effortless adventure. Every detail of your escape has been taken care of before departing, so you can spend more time discovering this fantastic city. Eager to do some sightseeing? A trip to Sullivan isn't complete without visiting Granite Gorge, Brentwood Golf Course and other major attractions. Don't delay visiting this destination any longer. Your perfect Sullivan holiday is only a few clicks away with Expedia.
Top Sullivan Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The Vesper
£1,689
per person
29 Nov - 3 Dec
found 1 hour ago
Return flight included
London (LON) to Springfield (VSF)
9.2/10 Wonderful! (73 reviews)
It was a very cute well maintained property. It is perfect if you like very little interaction from the hosts. Arrived in the dark during heavy downpour. Walked into foyer and there was no one to great us. We sat down for a few minutes and I saw a piece of paper stuck to the wall with a phone number. I texted the number and asked what we should do next. The response was that there was a note posted to a bulletin board on the exterior of the house. We made it to our room and it was comfortable. Breakfast is served for 1 hour in the morning so we made our way out there. Of course first stop would be coffee and In walked into the little kitchen and a lady approached and asked “can I help you?” With no greeting, introduction or smile. The interaction was cold and not welcoming. I don’t know who she was. The breakfast was quiet with about 8 to 10 guests there. Very uncomfortable environment.
Reviewed on 6 Sept 2026
Deer Brook Inn
£1,674
per person
30 Nov - 3 Dec
found 1 hour ago
Return flight included
London (LON) to Springfield (VSF)
10/10 Exceptional! (6 reviews)
What an amazing place! The room was perfect--comfy bed, luxurious bedding and great amenities. As a guest, you have full access to the living room, dining room and outdoor areas--which includes a fire pit and sauna. Breakfast was delicious with locally sourced products--many from the property itself--including edible flowers. The host was friendly, welcoming, and just a delightful person. And so very thoughtful. Would definitely stay here again and highly recommend!
Reviewed on 27 Aug 2026
Sullivan Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 800 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Colonial Theatre, Historical Society of Cheshire County and Walpole Mountain View Winery |
Top hotels in Sullivan
Latchis Hotel
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
£83
8 Sept - 9 Sept
includes taxes & fees
8.6/10 Excellent! (976 reviews)
"Considering the age of the property, this is a great stay! The staff was super helpful upon arrival, helping with check-in, parking and directions. The proximity to shops and restaurants is amazing. The room was clean and comfortable. I love that there were extra fans in the room to account for the ..."
Reviewed on 5 Sept 2026
Colonial Motel
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
£68
7 Sept - 8 Sept
includes taxes & fees
6.8/10 (52 reviews)
"This is under new ownership no longer the family owned. It’s cheap and it shows. Bedding was stained on multiple pieces. There were bug carcasses throughout the room. Maintenance of buildings had long ago went to the way side. Had I not been completely exhausted I would’ve just booked some place ..."
Reviewed on 5 Sept 2026
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
£125
20 Sept - 21 Sept
includes taxes & 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.
Frequently asked questions
How much does a Sullivan travel package cost?
Customize your Sullivan package from as low as £1,585. Pick from any combination of rental cars, flights and hotels to pull together the escape you've been dreaming of. Don't forget to add on some activities and experiences!
If I'm not able to travel, can I cancel my Sullivan travel package?
If your holiday plans in Sullivan have changed, it's a relief to know that it's possible to amend or cancel your booking. If you booked within the last 24 hours, you may be eligible for a refund. If your booking is older than that, your hotel, airline or car rental company may charge a fee. For more information, check our Customer Service Portal.
How do I get a cheap travel package to Sullivan?
You'll save tons of cash if you combine your flights, car rentals and hotels into a Sullivan holiday package. Sometimes cheap means fewer options. But not with Expedia. We offer over 550 air carriers and 1,000,000 hotels throughout the world, which means you'll always have plenty of variety to choose from. Eager to save even more? Add some fun activities to your package deal and unlock even more bargains! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Sullivan holidays?
Yes, we do. Expedia has teamed up with online lender Klarna to help you easily pay for your holiday in manageable instalments. Simply pick the payment plan that suits you best during the checkout process and take away the stress of budgeting for your trip. Be sure to bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:
- Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna offers just that! Paying in easy monthly instalments will make your holiday dreams come true.
- Pay in instalments holidays: If you want to pay off your escape across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: Clicking on the "book now" button is much easier with this payment plan. Put down a small deposit on your escape and then start packing your bags.
Where should I stay in Sullivan?
If you plan to check out Granite Gorge, save yourself the stress of commuting and book a hotel room nearby. It's one of the top attractions in this neighbourhood.
What are the top hotels in Sullivan?
Make a reservation at Green Granite Inn. It's one of the area's most popular properties. Another top-rated option in Sullivan is Hampton Inn & Suites Portsmouth Downtown.
How far in advance should I book my Sullivan holiday?
It can be hard to know exactly when is the perfect time to book your Sullivan holiday. But usually the earlier you book, the lower the prices. In some cases, you can reserve your flights and hotels nearly a year prior to departure. If you're considering a last-minute getaway, no need to worry! There are plenty of fantastic deals posted on Expedia all the time.
What does an Expedia Sullivan travel package include?
Hotels, rental cars and flights, or any combination of the three — the choice is all yours! Whether you're exploring Sullivan with the whole family or adventuring with your friends, there's a bundle to fit every budget and style. Once you've made your booking, why not add on a couple of tours as well?
What should I know before booking a Sullivan travel package?
You can look forward to saving with an Expedia travel package. Combine your flights, rental cars and hotels and enjoy terrific discounts. Hotels aren't your only option, however. Book with us and select from beachside villas, cabins in the mountains and even houseboats and castles!
Can I choose my airline with a Sullivan Expedia travel package?
Yes, of course. We have more than 550 airline partners across the globe, so choose the carrier that's a good fit for your budget and travel needs.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
