Oiwake Vacations from $1,996

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Your Oiwake Vacation

When a fun city break is calling, answer it with a vacation package to Oiwake. The neighborhood of Kyukaruizawa, which is great for nature, dining and shopping, makes an excellent base for your adventures. A trip to Oiwake is a wonderful opportunity to take in the sights. Make sure you visit big-name attractions such as Mount Asama, Karuizawa Prince Hotel Ski Resort and Karuizawa Prince Shopping Plaza. Expedia will help you escape your daily routine. Tailor your vacation to Oiwake to suit your travel style, whatever that may be.

The Latest Oiwake vacation packages

Price found within the past 48 hours. Click for updated prices.
MONday Apart Premium Ueno Okachimachi

MONday Apart Premium Ueno Okachimachi

Ueno
$1,996
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
New York (JFK) to Tokyo (HND)
9.4/10 Exceptional! (663 reviews)
Good hotel for families, as they have rooms with bunk beds, washer dryer, kitchen table, and kitchenette. I would say above average size rooms for Japan. The hotel is in a great location close in between two train stations, lots of restaurants and markets within walking distance. Only con is that the street it's located on is not a very scenic area, don't expect any good views other than rail lines or buildings.

Reviewed on Aug 22, 2026

GRAND MONday GINZA

GRAND MONday GINZA

Chuo
Save 100% on your flight
$2,148
per person
Nov 10 - Nov 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Tokyo (HND)
9.8/10 Exceptional! (320 reviews)
Nohga Hotel Ueno Tokyo

Nohga Hotel Ueno Tokyo

Taito
$2,029
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tokyo (HND)
9.6/10 Exceptional! (1,005 reviews)
The hotel and staff were great. Very clean, good food and the location was great

Reviewed on Aug 23, 2026

Premium Apart MONday HAMAMATSUCHO Station

Premium Apart MONday HAMAMATSUCHO Station

Minato
Save 100% on your flight
$2,188
per person
Nov 1 - Nov 7
found 1 hour ago
Roundtrip flight included
New York (JFK) to Tokyo (HND)
9.6/10 Exceptional! (49 reviews)
The room is smaller than expected, too tight for 4 adults. The hotel is right next to a busy train hub so expect noises throughout. Location is excellent, close to subway entrance in very central Tokyo. Kitchen is not really operational, more like a small sink with a decent size fridge. Love the clothes washer/dryer combo.

Reviewed on Aug 22, 2026

MONday Apart Hamamatsucho Daimon

MONday Apart Hamamatsucho Daimon

Minato
$2,055
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tokyo (HND)
9.8/10 Exceptional! (430 reviews)
Great hotel very good service and costumer service great WiFi very good area

Reviewed on Aug 25, 2026

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Stay near popular Oiwake attractions

Sentoji Temple

After visiting Sentoji Temple, make a plan to see the other sights and activities in Oiwake. Discover the shops in this walkable area, or seek out its ski slopes.
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Hori Tatsuo Memorial Museum

You can spend time exploring the galleries in Hori Tatsuo Memorial Museum in Oiwake. Discover the hot springs and shops in this walkable area.
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What to do in Oiwake

Kusatsu: Hot Spring Culture Walk at Yubatake & Sainokawara

Kusatsu: Hot Spring Culture Walk at Yubatake & Sainokawara

$214
per adult
Kusatsu: Hot Spring Culture Walk at Yubatake & Sainokawara
See all activities in Oiwake

Oiwake Hotel Deals

SANU 2nd Home Karuizawa 1st

SANU 2nd Home Karuizawa 1st

795-1 Karuizawa Nagano
$303 nightly
$334 total
Sep 2 - Sep 3
SANU 2nd Home Karuizawa 1st
Karuizawa Prince Hotel West

Karuizawa Prince Hotel West

1016-87 Karuizawa Karuizawa Nagano-ken
Fully refundableReserve now, pay when you stay
$232 nightly
$258 total
Sep 14 - Sep 15
8.6/10 Excellent! (1,008 reviews)
"Great location, customer service, and amenities. Highly recommended."

Reviewed on Jun 4, 2026

Karuizawa Prince Hotel West
Karuizawa Hotel Longing House

Karuizawa Hotel Longing House

1323-522 Karuizawa, Karuizawamachi Karuizawa Nagano Prefecture
Fully refundableReserve now, pay when you stay
$115 nightly
$127 total
Sep 1 - Sep 2
8.6/10 Excellent! (360 reviews)
"The building is getting a little old but breakfast is good."

Reviewed on Aug 21, 2026

Karuizawa Hotel Longing House
See all 487 properties in Oiwake
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 Oiwake Vacation Packages

Oiwake Essential Information

Language
Japanese
Currency
Japanese yens
Local Welcome
Konnichiwa
Local Goodbye
Sayōnara
Top Sights
Hoshino Onsen Hot Spring, Shiraito Falls and Karuizawa New Art Museum

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Frequently asked questions

How much does an Oiwake vacation package cost?
Offering great value package deals from $1,996 on Expedia, you'll be pleasantly surprised at how much a vacation to Oiwake costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Oiwake?
You can typically find lower prices and greater availability in January, March and December. Explore our cheap Oiwake vacation packages and you could score some excellent off-season deals.
How many days is enough for Oiwake?
Generally, a handful of days is enough to visit the main sights during your Oiwake vacation. But if you prefer to have some time to unwind or take day tours, think about extending your itinerary.
How to find the best Oiwake package deals?
Use Expedia's filter tool to find some unbeatable Oiwake 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 trip for midweek, or browse for Oiwake package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book an Oiwake vacation as a package?
You can enjoy significant savings on your next Oiwake escape by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to view some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Oiwake?
If you've got your Oiwake travel dates confirmed, book as early as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Oiwake vacation packages?
Your Oiwake getaway should be an escape from your daily routine, not a reason for money worries. So to allow you a little more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs 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.