Hotels in Oakland

October 2026
1
November 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Where to stay in Oakland?

1. Fairfield by Marriott Inn & Suites New Milford

Fairfield by Marriott Inn & Suites New Milford
New Milford
$134
$146 total
includes taxes & fees
Oct 9 - Oct 10
Fairfield by Marriott Inn & Suites New Milford

2. Colonial Brick Inn & Suites

Colonial Brick Inn & Suites
Hallstead
$70
$76 total
includes taxes & fees
Oct 23 - Oct 24
Colonial Brick Inn & Suites

3. Upper Delaware Inn

Upper Delaware Inn
Hancock
$122
$134 total
includes taxes & fees
Oct 5 - Oct 6
Upper Delaware Inn

4. Green Acres Retreat

Green Acres Retreat
Hancock
$129
$142 total
includes taxes & fees
Oct 5 - Oct 6
Green Acres Retreat

5. Lakewood Lodge

Lakewood Lodge
Lakewood
$121
$132 total
includes taxes & fees
Oct 4 - Oct 5
Lakewood Lodge

6. The Inn at Montrose

The Inn at Montrose
Montrose
$135
$147 total
includes taxes & fees
Oct 2 - Oct 3
The Inn at Montrose

7. Chestnut Inn at Oquaga Lake

Chestnut Inn at Oquaga Lake
Deposit
$212
$276 total
includes taxes & fees
Oct 4 - Oct 5
Chestnut Inn at Oquaga Lake

8. DoubleTree by Hilton Hotel Binghamton

DoubleTree by Hilton Hotel Binghamton
Binghamton
$118
$139 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Hotel Binghamton

9. Holiday Inn Binghamton Downtown by IHG

Holiday Inn Binghamton Downtown by IHG
Binghamton
$122
$144 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Binghamton Downtown by IHG

10. The Montrose Hotel

The Montrose Hotel
Montrose
$135
$147 total
includes taxes & fees
Oct 12 - Oct 13
The Montrose Hotel

11. Home Support and Care LLC

Home Support and Care LLC
Binghamton
$85
$170 total
includes taxes & fees
Oct 2 - Oct 3
Home Support and Care LLC

12. Hale Eddy

Hale Eddy
Hancock
$155
$331 total
includes taxes & fees
Oct 4 - Oct 5
Hale Eddy

13. Modern Comforts Classic Cabin: Family/fish Escape!

Modern Comforts Classic Cabin: Family/fish Escape!
Deposit
$393
$668 total
includes taxes & fees
Oct 5 - Oct 6
Modern Comforts Classic Cabin: Family/fish Escape!
View all properties

Go beyond your typical stay in Oakland

pet friendly image
Pet friendly
Pet friendly
Pool image
Pool
Pool
Family friendly image
Family friendly
Family friendly
Cottage image
Cottage
Cottage

Check out reviews of Oakland hotels guests love

The Inn at Montrose

The Inn at Montrose
Montrose

10/10 Exceptional

United States
Sean
The Inn at Montrose

Lakewood Lodge

Lakewood Lodge
Lakewood

10/10 Exceptional

United States
Bruce
Lakewood Lodge

Fairfield by Marriott Inn & Suites New Milford

Fairfield by Marriott Inn & Suites New Milford
New Milford

10/10 Exceptional

United States
Angel
Fairfield by Marriott Inn & Suites New Milford

Colonial Brick Inn & Suites

Colonial Brick Inn & Suites
Hallstead

10/10 Exceptional

United States
Griseldi
Colonial Brick Inn & Suites

Upper Delaware Inn

Upper Delaware Inn
Hancock

10/10 Exceptional

United States
Ivan
Upper Delaware Inn

Green Acres Retreat

Green Acres Retreat
Hancock

10/10 Exceptional

United States
Kari
Green Acres Retreat

Chestnut Inn at Oquaga Lake

Chestnut Inn at Oquaga Lake
Deposit

10/10 Exceptional

United States
Robert
Chestnut Inn at Oquaga Lake

Modern Comforts Classic Cabin: Family/fish Escape!

Modern Comforts Classic Cabin: Family/fish Escape!
Deposit

10/10 Exceptional

United States
Ronald
Modern Comforts Classic Cabin: Family/fish Escape!

The Montrose Hotel

The Montrose Hotel
Montrose

10/10 Exceptional

United States
Anonymous traveler
The Montrose Hotel

Frequently Asked Questions

What hotels do travelers like in Oakland?

Can I book refundable hotels in Oakland?

If you need the flexibility to change your travel plans to Oakland, most accommodations provide refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Oakland be like during my vacation?

The warmest months in Oakland are usually July and August with an average temp of 65°F. January and February are the chilliest months when the average temp is 28°F. The rainiest months are June and August.

Why should I book my Oakland accommodation with Hotels.com?

There are plenty of reasons to book your Oakland travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.